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1

Chahal, Mandeep K., Nadiia Velychkivska, Whitney A. Webre та ін. "Increasing the complexity of oxoporphyrinogen colorimetric sensing chromophores: N-alkylation and β-substitution". Journal of Porphyrins and Phthalocyanines 23, № 11n12 (2019): 1184–94. http://dx.doi.org/10.1142/s1088424619501463.

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Meso-5,10,15,20-tetrakis-3,5-di-tert-butyl-4-oxocyclohexadienylideneporphyrinogen, OxP, is a versatile, highly colored chromophore derived from meso-5,10,15,20-tetrakis(3,5-di-tert-butyl-4-hydroxyphenyl)porphyrin. It exhibits a wide range of chromogenic responses to solvents (solvatochromism), anions and acidic media (halochromism) making it potentially useful as an analytical reagent. The chromogenic responses of OxP can be modulated by varying its chemical structure, and this is reviewed here based on the introduction of substituents at central nitrogen atoms or pyrrolic [Formula: see text]-
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2

Egemen, Gamze, Mustafa Hayvalı, Zeynel Kılıç, A. Osman Solak, and Zafer Üstündağ. "Phosphorus-nitrogen compounds Part 17: The synthesis, spectral and electrochemical investigations of porphyrino-phosphazenes." Journal of Porphyrins and Phthalocyanines 14, no. 03 (2010): 227–34. http://dx.doi.org/10.1142/s1088424610001945.

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The reactions of unsymmetrical porphyrins (1 and 2) with Ni(OAc)2·4H2O in boiling DMF produce porphyrin complexes (3 and 4). From the reactions of free porphyrin ligands 1 and 2 with hexachlorocyclotriphosphazatriene, N3P3Cl6 , the new free porphyrino-phosphazene derivatives (5 and 6) are obtained. On the other hand, the reactions of N3P3Cl6 with porphyrin complexes (3 and 4) afford the new porphyrino-phosphazene complexes (7 and 8). In the literature there are a few examples of the porphyrino-phosphazene architectures. The structural investigations of all the compounds have been made by eleme
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3

Mohd Radzuan, Nuur Haziqah, Zaitun Ghazali, Nurul Izzaty Hassan, Mohd Bakri Bakar, Siti Aishah Hasbullah, and Muntaz Abu Bakar. "Synthesis and Characterization of 5,15 A2-Type Porphyrin, Metalloporphyrin and Preliminary Study on Carbon Dioxide Adsorption." Sains Malaysiana 54, no. 6 (2025): 1535–49. https://doi.org/10.17576/jsm-2025-5406-09.

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Porphyrins are among the most extensively studied compounds in chemistry due to their remarkable stability, optical, and photophysical properties. In recent years, advancements in their diverse applications have driven the exploration of porphyrins with different functional groups, allowing for more specific applications. Nowadays, a greater focus is being placed on the development of materials for capturing and converting carbon dioxide (CO2) into value-added products. Despite their promising features, the application of porphyrins in carbon dioxide adsorption has been hindered by their initi
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4

Ringot, Cyril, Naima Saad, Robert Granet, Philippe Bressollier, Vincent Sol, and Pierre Krausz. "Meso-functionalized aminoporphyrins as efficient agents for photo-antibacterial surfaces." Journal of Porphyrins and Phthalocyanines 14, no. 11 (2010): 925–31. http://dx.doi.org/10.1142/s1088424610002719.

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Anionic, neutral and cationic amino porphyrins were synthesized as precursors of photodynamic antimicrobial agents with an aim to functionalize cotton surface through 1,3,5-triazine link. Structures of porphyrin-triazine derivatives were characterized by 1H NMR, MS and UV-vis confirming the feasibility of this novel concept. Porphyrinic cotton fabrics have been developed from these derivatives, and tested in vitro against Staphylococcus aureus. These novel photodynamic surfaces showed strong and varied antimicrobial activity.
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5

Wenceslau, Adriana C., Guilherme L. Q. C. Ferreira, Noboru Hioka, and Wilker Caetano. "Spectroscopic studies of pyridil and methoxyphenyl porphyrins in homogeneous and Pluronic®-based nanostructured systems." Journal of Porphyrins and Phthalocyanines 19, no. 11 (2015): 1168–76. http://dx.doi.org/10.1142/s1088424615500996.

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Spectroscopic properties of Porphyrins TPyP (tetra(4-pyridil)porphyrin), TMPP (tetrakis(4-methoxypheny) porphyrin) and its zinc metaled derivatives porphyrins Zn-TPyP and Zn-TMPP respectively, were studied in homogeneous and micro heterogeneous systems, comprising nanostructured Pluronic® copolymeric micellar systems, as a promising drug delivery systems for the porphyrins investigated. Physico-chemical properties such as, hydrophobicity degree, self- aggregation in solvents of different polarities and water/ethanol mixtures (monofasic binary), as well as kinetics profile and isotherm binding,
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6

Stölzel, Ulrich, Thomas Stauch, and Ilja Kubisch. "Porphyrien." Der Internist 62, no. 9 (2021): 937–51. http://dx.doi.org/10.1007/s00108-021-01066-1.

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ZusammenfassungPorphyrien werden durch Enzymdefekte der Hämbiosynthese hervorgerufen und anhand spezifischer biochemischer Muster von Porphyrinen und deren Vorläufern in Urin, Stuhl und Blut diagnostiziert. Das jeweilige Muster der akkumulierten Porphyrine, Vorläufer und Derivate ist verbunden mit der klinischen Ausprägung, die abdominale, neurologische, psychiatrische, endokrine, kardiovaskuläre Symptome, Leberschaden und/oder Lichtempfindlichkeit der Haut umfassen kann. Klinisch werden akute und nichtakute Porphyrien unterschieden. Bei symptomatischen (klinisch aktiven), akuten hepatischen P
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7

Ol’shevskaya, Valentina A., Viktoriya M. Alpatova, Nadejda V. Konovalova, Elena G. Kononova, Evgeny G. Rys, and Natalya A. Bragina. "Fluorinated derivatives of meso-(aminophenyl)porphyrins: Synthesis and some transformation." Journal of Porphyrins and Phthalocyanines 22, no. 11 (2018): 989–96. http://dx.doi.org/10.1142/s1088424618500967.

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Condensation of amino groups in 5-(4-aminophenyl)-10,15,20-triphenylporphyrin and 5,10,15,20-tetrakis(4-aminophenyl)porphyrin with pentafluorobenzaldehyde resulted in corresponding Schiff bases and was shown to be a convenient route for the preparation of fluorinated porphyrin derivatives. Compounds thus obtained were easily transformed into the corresponding amines using sodium borohydride. Fluorinated carboranyl porphyrins were prepared via the nucleophilic substitution of the para-fluorine atom of pentafluorophenyl-substituted amine porphyrin derivatives with carborane S-nucleophiles. The a
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8

Dinache, Andra, Simona Nistorescu, Tatiana Tozar, et al. "Spectroscopic Investigations of Porphyrin-TiO2 Nanoparticles Complexes." Molecules 28, no. 1 (2022): 318. http://dx.doi.org/10.3390/molecules28010318.

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This study presents the spectral characterization of TiO2 nanoparticles (NPs) functionalized with three porphyrin derivatives: 5,10,15,20-(Tetra-4-aminophenyl) porphyrin (TAPP), 5,10,15,20-(Tetra-4-methoxyphenyl) porphyrin (TMPP), and 5,10,15,20-(Tetra-4-carboxyphenyl) porphyrin (TCPP). UV-Vis absorption and Fourier transform infrared spectroscopy–attenuated total reflection (FTIR-ATR) spectroscopic studies of these porphyrins and their complexes with TiO2 NPs were performed. In addition, the efficiency of singlet oxygen generation, the key species in photodynamic therapy, was investigated. UV
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9

Sassa, Shigeru. "Novel Effects of Heme Biological Systemst and Heme-related Compounds in Biological Systems." Current Medicinal Chemistry 3, no. 4 (1996): 273–90. http://dx.doi.org/10.2174/092986730304220302112129.

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Abstract: Heme and heme-related compounds such as porphyrins have a variety of biological and clinical activities. This review highlights some of the novel effects of these compounds in medicinal chemistry. Heme which has no photoreactive properties, can serve as the prosthetic group for various hemoproteins, or as a substrate for microsomal heme oxygenase (HO). In contrast, porphyrins have photodynamic activities but usually do not serve as substrates in biological systems. Thus, heme and heme analogues are often used to influence enzyme activities in tissues, while porphyrins by taking advan
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10

Almeida, José, Maria E. Fortună, Lucia Pricop, et al. "(Aminophenyl)porphyrins as precursors for the synthesis of porphyrin-modified siloxanes." Journal of Porphyrins and Phthalocyanines 23, no. 09 (2019): 1001–12. http://dx.doi.org/10.1142/s1088424619500573.

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The present research reports the efficient synthesis of mono- and di-(aminophenyl)porphyrins and their metalation with Zn(II) using microwave irradiation. The subsequent reaction of amino-functionalized porphyrins with siloxane moieties bearing epoxy or carboxyl functional groups provided four new porphyrin-modified siloxanes. The structure of the resulting derivatives was established by 1H-NMR and MALDI-TOF-MS. The optical properties of the porphyrin chromophores were preserved, as proven by comparing the absorption and emission spectra of the initial porphyrins to those of the porphyrin-modi
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11

Ikawa, Yoshiya, Sho Katsumata, Ryuichi Sakashita, Shinobu Sato, Shigeori Takenaka, and Hiroyuki Furuta. "Water-soluble porphyrinoids as G-quadruplex binders and telomerase inhibitors." Journal of Porphyrins and Phthalocyanines 20, no. 08n11 (2016): 1041–48. http://dx.doi.org/10.1142/s108842461650053x.

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Water-soluble derivatives of three kinds of expanded porphyrins (N-fused pentaphyrin, hexaphyrin, and heptaphyrin) were synthesized and their binding ability to G-quadruplex (G4-) DNA was evaluated. The inhibitory effects on enzymatic telomere extension were also investigated together with other tetrapyrrolic porphyrinoids. While expanded porphyrins increased the melting temperature of G4-DNA more effectively than the regular porphyrins, a porphyrin isomer (N-confused porphyrin) showed the highest inhibitory effect on telomerase activity.
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12

YUAN, HONGPING, and L. KEITH WOO. "Synthesis and Characterization of Thiol-Derivatized Porphyrins and Metalloporphyrin complexes." Journal of Porphyrins and Phthalocyanines 01, no. 02 (1997): 189–200. http://dx.doi.org/10.1002/(sici)1099-1409(199704)1:2<189::aid-jpp23>3.0.co;2-g.

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A series of thiol-derivatized porphyrins and the corresponding cobalt and zinc complexes were synthesized from 5-(p-aminophenyl)-10,15,20-triphenylporphyrin ( H 2 TPP - NH 2), and 5α,15α-bis(o-aminophenyl)porphyrin ( H 2 DPE - ( NH 2)2). These derivatized porphyrins have a different number of thiol appendages attached via amide linkages at different locations. The thiol-derivatized porphyrins made from H 2 TPP - NH 2, H 2 TPP - NHC ( O )( CH 2) n SH ( n = 2, 4, 5, 10), have one alkyl-thiol appendage attached to the porphyrin through an amide linkage on the p-aminophenyl position. The derivativ
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13

Mikata, Yuji, Minako Shibata, Yasuko Baba, Toyoji Kakuchi, Misaki Nakai, and Shigenobu Yano. "Synthesis and photodynamic properties of maltohexaose-conjugated porphyrins." Journal of Porphyrins and Phthalocyanines 16, no. 11 (2012): 1177–85. http://dx.doi.org/10.1142/s1088424612501155.

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A series of porphyrin derivatives with one to four maltohexaose moieties in their meso positions have been synthesized. Zinc or free-base m-THPP (5,10,15,20-tetrakis(m-hydroxyphenyl)-porphyrin) was used as the porphyrin platform. The reaction of m-THPP with 3-iodopropyl nonadecaacetylmaltohexaoside afforded a mixture of all possible combinations of glycoconjugated porphyrins having one to four maltohexaose moieties; monoglycosylated (Ac-1), bisglycosylated (Ac-cis-2 and Ac-trans-2), triglycosylated (Ac-3), and tetraglycosylated (Ac-4) porphyrins were obtained in 11–26% yield. Removal of acetyl
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14

Imahori, Hiroshi, and Tomokazu Umeyama. "Porphyrin-modified electrodes for solar energy conversion." Journal of Porphyrins and Phthalocyanines 13, no. 10 (2009): 1063–68. http://dx.doi.org/10.1142/s1088424609001315.

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This mini review presents our recent developments in porphyrin-modified electrodes for solar energy conversion. Various porphyrins have been assembled on nanostructured semiconducting electrodes to achieve efficient photocurrent generation. First, porphyrins have been organized with fullerenes onto semiconducting electrodes to elucidate the relationship between the molecular structures, film structures, and photoelectrochemical properties of the modified electrodes. Formation of hole and electron-transporting highways in the porphyrin/fullerene composite film led to the remarkable enhancement
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15

Peng, Cheng-Liang, Ping-Shan Lai, and Ming-Jium Shieh. "INFLUENCE OF SUBSTITUTIONS IN ASYMMETRIC PORPHYRINS ON INTRACELLULAR UPTAKE, SUBCELLULAR LOCALIZATION AND PHOTOTOXICITY IN HELA CELLS." Biomedical Engineering: Applications, Basis and Communications 20, no. 01 (2008): 9–17. http://dx.doi.org/10.4015/s1016237208000556.

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The asymmetric porphyrins with different substituents show various bioactivities in biomedical application. In this study, a series of asymmetric porphyrins with varying proportion of substituents, such as hydroxyphenyl and aminophenyl, were synthesized and characterized to evaluate their cell uptake, intracellular localization, cytotoxicities and phototoxicities in vitro. Among these synthesized porphyrins, 5-(4-aminophenyl)-10,15,20-tri-(4-hydroxyphenyl)-21,23H-porphyrin (porphyrin 5), which was mainly localized in mitochondria and with high quantum yields of singlet oxygen, is a potential c
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16

Wang, Xia, Yu Cai, Weiqin Li, et al. "Research Progress on Serum Porphyrin and Chronic Liver Disease." Journal of Clinical and Nursing Research 6, no. 3 (2022): 221–28. http://dx.doi.org/10.26689/jcnr.v6i3.4017.

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Liver cirrhosis is an important cause of chronic liver cancer. At present, a breakthrough has been achieved in the development of chronic hepatitis C treatment, but there is no effective measure to completely cure chronic hepatitis B. Porphyrins are a class of macromolecular heterocyclic compounds formed by interconnecting the ?-carbon atoms of four pyrrole-like substituents through hypomethyl bonds. Porphyrins and their derivatives widely exist in organelles related to energy transfer in organisms. They are mainly involved in the synthesis of heme in human body. Heme is an iron-containing por
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17

Alpatova, Victoria M., Evgeny G. Rys, Elena G. Kononova, and Valentina A. Ol'shevskaya. "Synthesis of new representatives of A3B-type carboranylporphyrins based on meso-tetra(pentafluorophenyl)porphyrin transformations." Beilstein Journal of Organic Chemistry 20 (April 12, 2024): 767–76. http://dx.doi.org/10.3762/bjoc.20.70.

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A carboranylporphyrin of A3B-type bearing a single pentafluorophenyl ring was prepared through the regioselective nucleophilic aromatic substitution reaction of the p-fluorine atoms in 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin with 9-mercapto-m-carborane. The reaction of this porphyrin with sodium azide led to the selective substitution of the p-fluorine atom in the pentafluorophenyl substituent with an azide functionality which upon reduction with SnCl2 resulted in the formation of the corresponding porphyrin with an amino group. Pentafluorophenyl-substituted A3B-porphyrins were studied
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18

Blart, Errol, Franck Suzenet, Jean-Paul Quintard, and Fabrice Odobel. "Preparation of novel highly conjugated bis-porphyrin bridged with a polyene linker." Journal of Porphyrins and Phthalocyanines 07, no. 04 (2003): 207–13. http://dx.doi.org/10.1142/s1088424603000288.

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This paper describes the preparation of a bis free-base porphyrin and a bis-zinc porphyrin system in which the two 5,10,15-tris(3,5-ditertbutylphenyl)porphyrinyl units are connected in meso position by a tetraenic chain. The preparation of the dyad relies on the Wittig-Horner-Emmons reaction between diethyl 3-[5-[10,15,20-tris(3,5-ditert-butyl-phenyl)-porphyrinyl]] prop-2-enyl phosphonate and the aldehyde-1,3-diene[5-[10,15,20-tris(3,5-ditert-butyl-phenyl)-porphyrinyl]]. The two latter porphyrin derivatives were obtained via a Stille cross-coupling reaction between the corresponding tributylti
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19

Pedrosa, Leandro F., Marcos C. de Souza, Maria A. F. Faustino, et al. "Porphyrin - Phosphoramidate Conjugates: Synthesis, Photostability and Singlet Oxygen Generation." Australian Journal of Chemistry 64, no. 7 (2011): 939. http://dx.doi.org/10.1071/ch11013.

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meso-Tetrakis(pentafluorophenyl)porphyrin reacts with aminoalkylphosphoramidates to afford porphyrins substituted with one or four phosphoramidate groups in the 4-position of the meso-aryl groups. The new porphyrin derivatives show high photostability and some are better singlet oxygen generators than meso-tetrakis(1-methylpyridinium-4-yl)porphyrin, a well known good singlet oxygen producer.
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20

Caporaletti, Francesca, Jenifer Rubio-Magnieto, Mamadou Lo, et al. "Design of metalloporphyrins fused to imidazolium rings for binding DNA G-quadruplexes." Journal of Porphyrins and Phthalocyanines 24, no. 01n03 (2020): 340–49. http://dx.doi.org/10.1142/s1088424619501128.

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Synthesis and characterization of nickel(II) meso-tetraarylporphyrins fused to imidazolium rings across [Formula: see text],[Formula: see text]-pyrrolic positions and X-ray structure of the porphyrin where two opposed pyrrole units are fused to an imidazolium ring are presented. The interactions between these mono-, bis-, tris- and tetrakis(imidazolium) porphyrins with human telomeric DNA G-quadruplexes (G4) were investigated using UV-vis absorption spectroscopy, Circular Dichroism (CD) spectroscopy and Fluorescence Resonance Energy Transfer (FRET) melting assay. Possible binding modes between
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21

BREGADZE, VLADIMIR I., IGOR B. SIVAEV, DETLEF GABEL, and DIETER WÖHRLE. "Polyhedral boron derivatives of porphyrins and phthalocyanines." Journal of Porphyrins and Phthalocyanines 05, no. 11 (2001): 767–81. http://dx.doi.org/10.1002/jpp.544.

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The synthesis of compounds containing polyhedral boron cages and porphyrin or phthalocyanine units connected covalently in one molecule is reviewed. The importance of these compounds arises, on the one hand, from the use of polyhedral boron derivatives in neutron capture therapy for cancer; on the other hand, porphyrins and phthalocyanines are known as photosensitizers in photodynamic tumor therapy. Current interest in the binding of polyhedral boron compounds to porphyrins and phthalocyanines is due to the observation that porphyrins and phthalocyanines show improved uptake and good persisten
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22

Fu, Xinliang, Demin Ren, Xiaofang Li, and Xiaolian Hu. "Synthesis of 3-cyano-N-confused porphyrin derivatives by silyl cyanide." Journal of Chemical Research 41, no. 7 (2017): 420–22. http://dx.doi.org/10.3184/174751917x14967701767076.

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3-Cyano- N-confused porphyrin derivatives were synthesised by the reaction of N-confused porphyrin with trimethylsilyl cyanide in the presence of tetrabutylammonium fluoride in moderate yield. The reaction took placed regioselectively in the 3-position carbon of the inverted pyrrole of N-confused porphyrins.
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23

Hill, Jonathan P., Wim Van Rossom, Shinsuke Ishihara, et al. "Unexpected but convenient synthesis of soluble meso-tetrakis(3,4-benzoquinone)-substituted porphyrins." Journal of Porphyrins and Phthalocyanines 18, no. 03 (2014): 173–81. http://dx.doi.org/10.1142/s1088424613501071.

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A new route to 3,4-benzoquinone-substituted porphyrins is reported. In attempted nitration reactions on the copper(II) or nickel(II) complexes of 5,10,15,20-tetrakis(3,5-di-t-butyl-4-hydroxyphenyl)porphyrin using lithium nitrate in acetic anhydride-acetic acid/chloroform no nitration products could be detected with the main products being the corresponding complexes of 5,10,15,20-tetrakis(3,4-dioxo-5-t-butylcyclohexa-1,5-dienyl)porphyrin. These o-quinone-substituted porphyrins are available in reasonable yield (&gt; 50%), their synthesis is simple and they are of good solubility. The electroch
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24

Zhang, Shaowei, Xinliang Fu, Demin Ren, Xiaofang Li, Leilei Yang, and Xianyong Yu. "Synthesis of 3-Cyano-21-Nitro-N-Confused Porphyrin Derivatives by Isoamyl Nitrite." Journal of Chemical Research 41, no. 9 (2017): 517–19. http://dx.doi.org/10.3184/174751917x15027989008991.

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The 3-cyano-21-nitro- N-confused porphyrin derivatives were synthesised by the nitration reaction of 3-cyano- N-confused-porphyrin with isoamyl nitrite at room temperature in moderate yield. The reaction took placed regioselectively in 21-position carbon of inverted pyrrole of N-confused porphyrins.
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25

Barkhudaryan, Vigen G., and Gayane V. Ananyan. "Development of viscometric methods for studying the interaction of various porphyrins with DNA. Part III: Meso-tetra-(3N-alylpyridyl)porphyrin and its Cu-, Co- and Zn-containing derivatives." Journal of Porphyrins and Phthalocyanines 21, no. 02 (2017): 110–15. http://dx.doi.org/10.1142/s1088424617500122.

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Present research continues the development of viscometry method for studying porphyrin–DNA interactions.Water soluble cationic meso-tetra-(3[Formula: see text]-alylpyridyl) porphyrin (H2TAlPyP3) and its Cu-, Co- and Zn-containing derivatives were studied using UV-vis absorption spectroscopy and viscometry in order to clarify the effect of chemical structure (presence of double bond in structure of a side radical) of porphyrins and ability to affect the DNA structure. Their binding constant ([Formula: see text] and stoichiometry ([Formula: see text] were determined based on the absorbance spect
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26

M., RAVIKANTH, REDDY DAMODAR, and K. CHANDRASHEKAR T. "Short Chain Basket Handle Porphyrins : Ground and Excited State Dynamics." Journal of Indian Chemical Society Vol. 70, Nov-Dec 1993 (1993): 1023–34. https://doi.org/10.5281/zenodo.5958326.

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Department of Chemistry, Indian Institute of Technology, Kanpur-208 016 <em>Manuscript received 31 August 1993</em> The effect of porphyrin ring distortion on the ground and excited state dynamics of short chain basket handle porphyrins has been investigated. The covalent attachment of phenyl ring of meso-5,10,15,20-tetraphenylporphyrin (Hz TPP) by short bridging groups of varying nature and length induces distortion in the porphyrin ring. The optical absorption bands and emission bands exhibit significant red-shifts with reduction in intensity relative to corresponding planar porphyrin due to
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27

Komath, Sneha Sudha, Kancheenadham Bhanu, Bhaskar G. Maiya, and Musti J. Swamy. "Binding of Porphyrins by the Tumor-Specific Lectin, Jacalin [Jack Fruit (Artocarpus integrifolia) Agglutinin]." Bioscience Reports 20, no. 4 (2000): 265–76. http://dx.doi.org/10.1023/a:1026440907227.

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Jacalin (Artocarpus integrifolia agglutinin) specifically recognizes thetumor-associated T-antigenic disaccharide structure, Galγ13GalNAc. Porphyrins and their derivatives are currently used asphotosensitizers in photodynamic therapy to treat malignant tumors. In thisstudy, the interaction of several free base porphyrins and their metalderivatives with jacalin is investigated by absorption and fluorescencespectroscopy. Each lectin subunit was found to bind one porphyrin moleculeand the association constants were estimated to be in the range of 2.4 × 103M−1 to 1.3 × 105M−1 at room temperaturefo
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28

Buczyńska, Joanna, Agnieszka Gajewska, Aleksander Gorski, et al. "Synthesis and Photostability of Cyclooctatetraene-Substituted Free Base Porphyrins." Chemistry 3, no. 1 (2021): 104–15. http://dx.doi.org/10.3390/chemistry3010008.

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A series of free base meso-tetraarylporphyrins functionalized with substituents containing one, two, and four cyclooctatetraene (COT) moieties have been obtained and characterized by spectral and photophysical studies. Three COT-free porphyrins served as reference compounds. COT is a triplet quencher, well-known to enhance the photostability of several, but not all, fluorophores. In the case of porphyrins, substitution with COT improves photostability in zinc derivatives, but for free bases, the effect is the opposite. We show that placing the COT moiety further from the free base porphyrin co
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29

Ol’shevskaya, Valentina A., Elena G. Kononova, and Andrei V. Zaitsev. "Fluorinated maleimide-substituted porphyrins and chlorins: synthesis and characterization." Beilstein Journal of Organic Chemistry 15 (November 13, 2019): 2704–9. http://dx.doi.org/10.3762/bjoc.15.263.

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Maleimide-containing fluorinated porphyrins and chlorins were prepared based on the reaction of Zn(II) or Ni(II) complexes of 5,10,15,20-tetrakis(4-amino-2,3,5,6-tetrafluorophenyl)porphyrin and chlorin with maleic anhydride. Porphyrin maleimide derivatives were also prepared by the reaction of 5,10,15,20-tetrakis(4-azido-2,3,5,6-tetrafluorophenyl)porphyrinato Zn(II) or Ni(II) with N-propargylmaleimide via the CuAAC click reaction to afford fluorinated porphyrin–triazole–maleimide conjugates. New maleimide derivatives were isolated in reasonable yields and identified by UV–vis, 1H NMR, 19F NMR
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30

James, B. R., G. G. Meng, J. J. Posakony, J. A. Ravensbergen, C. J. Ware, and K. A. Skov. "Porphyrins and Metalloporphyrins: Potential Hypoxic Agents." Metal-Based Drugs 3, no. 2 (1996): 85–89. http://dx.doi.org/10.1155/mbd.1996.85.

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Synthetic water-soluble porphyrins and their metalloporphyrin derivatives with Co(III), Cu(II), Ru(II) and Pt(II), containing various functional groups within the meso-positions of the porphyrin, were synthesised and evaluated as hypoxic agents, especially as cytotoxins and radiosensitisers. Cobalt complexes of the porphyrins containing positively charged methylpyridinium groups showed selective toxicity toward hypoxic Chinese Hamster Ovary (CHO) cells. The Co(III) complexes of the cationic and the anionic porphyrins are all weak radiosensitisers toward hypoxic cells, the highest sensitisation
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31

Intrieri, Daniela, Daniela Maria Carminati, and Emma Gallo. "Recent advances in C–H bond aminations catalyzed by ruthenium porphyrin complexes." Journal of Porphyrins and Phthalocyanines 20, no. 01n04 (2016): 190–203. http://dx.doi.org/10.1142/s1088424616500383.

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This review deals with the use of ruthenium porphyrin complexes to catalyze hydrocarbon aminations. This class of versatile porphyrin catalysts are able to activate different nitrogen sources, such as iminoiodinanes and organic azides, and promote the synthesis of a variety of aza-derivatives. Many synthetic procedures have been discussed as well as catalytic mechanisms involved in order to give an overview on the use of ruthenium porphyrins to promote nitrene transfer reactions yielding aminated derivatives.
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32

Uoyama, Hiroki, Takahiro Takiue, Kazuyuki Tominaga, Noboru Ono, and Hidemitsu Uno. "Synthesis, structures, and properties of BCOD-fused porphyrins and benzoporphyrins." Journal of Porphyrins and Phthalocyanines 13, no. 01 (2009): 122–35. http://dx.doi.org/10.1142/s108842460900022x.

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Bicyclo[2.2.2]octadiene (BCOD)-fused porphyrins with no other substituents were prepared by [2 + 2] and [3 + 1] porphyrin syntheses from ethanodihydroisoindole derivatives in fairly good yields. Thermal retro-Diels-Alder reactions of BCOD-fused porphyrins gave the corresponding benzoporphyrins with no substituent in quantitative yields. Their UV-vis spectra and crystal structures were carefully examined in terms of π-system expansion of the porphyrin ring current. In the cases of monobenzo- and adj-dibenzo-porphyrins, a single Soret band in their UV-vis spectra and no bond alteration in the be
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33

Zakharov, M. S., and Y. V. Tertyshnaya. "Porphyrins and porhyrin polymers: synthesis, structural features, prospects of application." Журнал органической химии 59, no. 7 (2023): 835–57. http://dx.doi.org/10.31857/s0514749223070017.

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The review covers works on the synthesis of porphyrins, including amphiphilic star-shaped ones, which are attracting more and more attention of synthetic scientists. The potential of various types of porphyrins, metalloporphyrins and their derivatives as photosensitizers in photodynamic therapy is discussed. The relationship between the structure of porphyrins and their antimicrobial activity is shown. Polymer-porphyrin systems based on biodegradable polyesters and tetraphenylporphyrins immobilized in their matrix are considered as promising composite materials with bactericidal properties.
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34

Gunter, MJ, та BC Robinson. "Purpurins Bearing Functionality at the 6,16-meso-Positions: Synthesis From 5,15-Disubstituted meso-[β-(Methoxycarbonyl)vinyl]porphyrins". Australian Journal of Chemistry 43, № 11 (1990): 1839. http://dx.doi.org/10.1071/ch9901839.

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Porphyrins bearing p-X-phenyl substituents (X=Me, OH, OTs , NMe2, NO2) at the 5,15-meso-positions have been synthesized. meso-Formylation of the nickel derivatives produced the derivatives (4), (12), (17) and (23) which show atypical broadened Soret and Q-band absorptions, the latter at 570-750 nm. The optical and n.m.r. spectra of the corresponding free base monoformyl derivatives also indicate electronic perturbations of the porphyrin rr -system. Wittig reactions with ( methoxycarbonylmethylene ) triphenylphosphorane, followed by demetallation, resulted in the meso-acrylate porphyrins (8), (
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35

Horn, Sabine, Katja Dahms, and Mathias O. Senge. "Synthetic transformations of porphyrins – Advances 2004-2007." Journal of Porphyrins and Phthalocyanines 12, no. 10 (2008): 1053–77. http://dx.doi.org/10.1142/s108842460800042x.

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Recent developments in the synthesis and transformation of porphyrins and their derivatives are presented. In connection with the Fifth International Conference on Porphyrins and Phthalocyanines (ICPP-5) a survey of current method developments and reactivity studies is made. The review focuses on synthetic advances in porphyrin chemistry. A brief survey of important developments covers selectively the literature from 2004 to late 2007.
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36

Wang, Hong, Yi Hu, Michael Thomas, Ajyal Alsaleh, and Francis D'Souza. "(Invited) Pi-Extended Porphyrins: Synthesis, Functionalization and Applications in Dye-Sensitized Solar Cells." ECS Meeting Abstracts MA2022-01, no. 13 (2022): 903. http://dx.doi.org/10.1149/ma2022-0113903mtgabs.

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pi-Extended porphyrins are of broad interest due to their unique combination of photophysical, optoelectronic, and physicochemical properties, and their potential applications in many areas ranging from biomedicine to organic electronics.1,2 In this talk, three series of beta-functionalized push-pull pi-extended porphyrins as sensitizers for dye-sensitized solar cells will be presented.3-5 Our studies show significant push-pull effects for these porphyrins. DFT calculations suggest that the inclusion of ethynylphenyl bridge between the donating group and the porphyrin core significantly segreg
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37

Karapetyan, Nelli H., Lusya V. Torosyan, Gayane V. Ananyan, and Rafael E. Muradyan. "DNA damage and anti-tumor activity induced by Zn, Ag and Co containing meso- tetra(4-N-oxyethylpyridyl)porphyrins in vivo." Journal of Porphyrins and Phthalocyanines 14, no. 04 (2010): 349–53. http://dx.doi.org/10.1142/s1088424610002100.

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In the present study, the activity of the new water-soluble cationic meso-tetra(4-N-oxyethylpyridyl)porphyrin and its Zn , Ag and Co metal derivatives as anti-tumor agents was explored. The tumor was induced by 7,12-dimethylbenz[a]antracene (DMBA) on rats of Wistar strain. The levels of DNA damage induced by porphyrins T4OEPyP , AgT4OEPyP , ZnT4OEPyP and CoT4OEPyP in tumor tissue were analyzed. Thermodynamic parameters of DNA were investigated by thermal melting method and differential scanning microcalorimetry to understand the differences in DNA structure of three types of rat: normal, diese
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38

Montaseri, Hanieh, Cherie Ann Kruger, and Heidi Abrahamse. "Recent Advances in Porphyrin-Based Inorganic Nanoparticles for Cancer Treatment." International Journal of Molecular Sciences 21, no. 9 (2020): 3358. http://dx.doi.org/10.3390/ijms21093358.

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The application of porphyrins and their derivatives have been investigated extensively over the past years for phototherapy cancer treatment. Phototherapeutic Porphyrins have the ability to generate high levels of reactive oxygen with a low dark toxicity and these properties have made them robust photosensitizing agents. In recent years, Porphyrins have been combined with various nanomaterials in order to improve their bio-distribution. These combinations allow for nanoparticles to enhance photodynamic therapy (PDT) cancer treatment and adding additional nanotheranostics (photothermal therapy—
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39

Rudine, Alexander B., Nicholas U. Day, Xisen Tian, Chang Lee, Keith E. James, and Carl C. Wamser. "Aminophenyl/carboxyphenylporphyrins as sensitizers for dye-sensitized solar cells." Journal of Porphyrins and Phthalocyanines 20, no. 08n11 (2016): 1217–23. http://dx.doi.org/10.1142/s1088424616500565.

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A series of tetraphenyl meso-substituted porphyrins with either p-amino or p-carboxy substituents has been studied as dyes for standard dye-sensitized solar cells (DSSCs). The porphyrins with greater numbers of amino groups generally show greater efficiency, primarily due to higher photocurrents; open-circuit voltage and fill factors are comparable. The most efficient sensitizer was the trans disubstituted zinc porphyrin, with an overall solar energy conversion efficiency of 5.66%, slightly higher than the triamino zinc porphyrin at 5.18%. The improved efficiency is attributed to the well know
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40

Ramaiyah, Yasothaa, Mohd Bakri Bakar, and Muntaz Abu Bakar. "Elucidating the Binding Affinity of Meso Porphyrin Derivatives with Bcl-2 through Synthesis and Molecular Docking Analysis." Sains Malaysiana 52, no. 11 (2023): 3325–42. http://dx.doi.org/10.17576/jsm-2023-5211-22.

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Reversing multi-drug resistance in a clinical setting remains a formidable issue to date. Porphyrin has high efficiency to conjugate with chemotherapy drugs and effectively deliver within the nucleus of cancer cells which helps in lowering side effect to normal cells. As compared to naturally occurring beta-substituted porphyrins, synthetic meso-substituted porphyrins have numerous benefits. An extensive variety of substituents have been developed with porphyrins. There are eight new porphyrin derivatives synthesised in this research compounds 14-21 which differ from one size to another using
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41

Povolotskiy, A. V., O. S. Smirnova, D. A. Soldatova, and D. A. Lukyanov. "Fluorescent ratiometric thermometers based on dyads of tetraphenyl porphyrin and zinc-metallated tetraphenyl porphyrin." Известия Российской академии наук. Серия физическая 87, no. 11 (2023): 1631–36. http://dx.doi.org/10.31857/s0367676523702824.

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Porphyrins and their derivatives are known for their ability to emit two fluorescence bands. We presented the results of the investigation of the intensity ratio dependence for these bands on temperature in the range of 25–75°C for non-metaled and metal-plated with zinc porphyrins, as well as porphyrin dyads in solutions of 1,2-dichloroethane. A comparative analysis of thermometric parameters of these molecules was carried out.
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42

Vzorov, Andrei N., Dabney W. Dixon, Jenna S. Trommel, Luigi G. Marzilli, and Richard W. Compans. "Inactivation of Human Immunodeficiency Virus Type 1 by Porphyrins." Antimicrobial Agents and Chemotherapy 46, no. 12 (2002): 3917–25. http://dx.doi.org/10.1128/aac.46.12.3917-3925.2002.

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ABSTRACT We have evaluated the anti-human immunodeficiency virus (HIV) activity of a series of natural and synthetic porphyrins to identify compounds that could potentially be used as microbicides to provide a defense against infection by sexually transmitted virus. For assays we used an epithelial HeLa-CD4 cell line with an integrated long terminal repeat-β-galactosidase gene. For structure-activity analysis, we divided the porphyrins tested into three classes: (i) natural porphyrins, (ii) metallo-tetraphenylporphyrin tetrasulfonate (metallo-TPPS4) derivatives, and (iii) sulfonated tetra-aryl
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43

Ostapko, Jakub, Joanna Buczyńska, Maria Pszona, Patrycja Kowalska, and Jacek Waluk. "Synthesis, spectroscopy, and photophysics of porphyrins attached to gold nanoparticles via one or two linkers." Journal of Porphyrins and Phthalocyanines 18, no. 08n09 (2014): 686–97. http://dx.doi.org/10.1142/s1088424614500424.

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Four new meso-tetraphenylporphyrin derivatives were prepared, singly and doubly substituted with thiocarbamate and thioacetate groups. These compounds were subsequently attached to gold nanoparticles suspended in chloroform. Very different kinetics of the attachment were revealed; the process was much faster for the thiocarbamate derivatives. Spectral, photophysical, and scanning electron microscopy studies revealed large differences in the morphology of the gold–porphyrin systems. The porphyrins with one linker attach to single nanoparticles, whereas the dual linker derivatives induce formati
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44

Costa, Joana I. T., Andreia S. F. Farinha, Filipe A. Almeida Paz, and Augusto C. Tomé. "A Convenient Synthesis of Pentaporphyrins and Supramolecular Complexes with a Fulleropyrrolidine." Molecules 24, no. 17 (2019): 3177. http://dx.doi.org/10.3390/molecules24173177.

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A simple and straightforward synthesis of diporphyrins and pentaporphyrins is reported here. The supramolecular interactions of the new porphyrin derivatives with C60 and PyC60 (a pyridyl [60]fulleropyrrolidine) were evaluated by absorption and fluorescence titrations in toluene. While no measurable modifications of the absorption and fluorescence spectra were observed upon addition of C60 to the porphyrin derivatives, the addition of PyC60 to the corresponding mono-Zn(II) porphyrins resulted in the formation of Zn(porphyrin)–PyC60 coordination complexes and the binding constants were calculat
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45

Cuesta, Virginia, Maida Vartanian, Pilar de la Cruz, Ganesh D. Sharma, and Fernando Langa. "The Influence of the Central Metal Ion on the Electronic and Photovoltaic Properties of Metalloporphyrins [M= Zn(II), Ni(II), Cu(II), Au(III)] Systems." ECS Meeting Abstracts MA2023-01, no. 15 (2023): 1395. http://dx.doi.org/10.1149/ma2023-01151395mtgabs.

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Although the pioneering use of porphyrins in organic solar cells (OSCs) was disappointing as reported efficiencies were very low, the situation has changed over the last five years as Zn-porphyrins with ABAB structures linked to acceptor units through triple bonds have been applied as donors resulting in efficiencies of up to 12% in binary OSCs and more than 15% in ternary OSCs. The optical and electrochemical properties of porphyrins can be adjusted by molecular design and functionalization on the b or meso positions of the porphyrin ring as well as by introduction of different central metal
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46

Dekkiche, Hervé, Yoshihiro Kikkawa, Lydia Karmazin, Christophe Jeandon, and Romain Ruppert. "Synthesis of porphyrins bearing alkynyl- or arylalkynyl-meso-groups." Journal of Porphyrins and Phthalocyanines 20, no. 01n04 (2016): 292–301. http://dx.doi.org/10.1142/s108842461650005x.

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The synthesis of new porphyrins bearing external coordination sites and long alkyl chains is described. In particular, the possibility to use the Sonogashira coupling to introduce long alkynyl chains and the synthetic pathway to obtain these compounds is detailed. Two crystal structures of these new porphyrin derivatives were obtained. The synthesis of porphyrin dimers linked by a palladium(II) ion is also reported and some electronic consequences presented.
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47

Galindev, Oyunbileg, Narangerel Badraa, and Young Key Shim. "Synthesis of methyl pyropheophorbide-a pyrazole derivatives and their in vitro cell viabilities on A549 cells." Journal of Porphyrins and Phthalocyanines 11, no. 12 (2007): 829–35. http://dx.doi.org/10.1142/s1088424607000953.

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Porphyrins and chlorins containing acetylacetone residues on the peripheral substituents are known to readily react with hydrazine derivatives to form porphyrin and chlorin derivatives possessing a pyrazole moiety. In this study, we have carried out the synthesis of methyl pyropheophorbide-a derivatives containing a pyrazole moiety on its peripheral position. Moreover, we have examined a preliminary in vitro effect of these new derivatives on A549 cancer cell in photodynamic therapy.
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48

Carlucci, Lucia, Gianfranco Ciani, Simona Maggini, et al. "Synthesis and characterization of new tetra-substituted porphyrins with exo-donor carboxylic groups as building blocks for supramolecular architectures: Catalytic and structural studies of their metalated derivatives." Journal of Porphyrins and Phthalocyanines 14, no. 09 (2010): 804–14. http://dx.doi.org/10.1142/s1088424610002641.

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We report herein the synthesis of the porphyrins 5,10,15,20-tetrakis(4-carboxybiphenyl)-porphyrin (H2TCBP) and 5,10,15,20-tetrakis(4-carboxy-2,6-dimethylbiphenyl)porphyrin (H2TCDMBP) bearing diphenyl units on meso-positions, and of their cobalt and silver derivatives. The silver complexes of H2TCDMBP and of H2TCPP ( H2TCPP = 5 ,10,15,20-tetrakis(4-carboxyphenyl)porphyrin) were investigated by X-ray crystallography and their supramolecular organization elucidated. Co(TCBP) was reacted with copper formate, yielding a polymeric compound that showed a catalytic activity in the benzylic amination o
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49

Jaafar, Mohammed Thamer, Luma Majeed Ahmed, and Rahman Tama Haiwal. "Synthesis, Characterization, and Electrochemical Study of Novel Porphyrin Derivatives as Corrosion Inhibitors for Carbon Steel in HCl Solutions." Indonesian Journal of Chemistry 24, no. 2 (2024): 379. http://dx.doi.org/10.22146/ijc.87682.

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This study involves the synthesis of some porphyrins derivatives, these are termed as 4,4',4'',4'''-(porphyrin-5,10,15,20-tetrayl)tetrakis(N-(6-aminoacridin-3-yl)benzamide) (3a), 4,4',4'',4'''-(porphyrin-5,10,15,20-tetrayl)tetrakis(N-(5-methoxybenzo[d]thiazol-2-yl)benzamide) (3b), 4,4'-(10,20-bis(3-hydroxyphenyl)porphyrin-5,15-diyl)bis(N-(6-aminoacridin-3yl)benzamide) (5a), and 4,4'-(10,20-bis(3-hydroxyphenyl)porphyrin-5,15-diyl)bis(N-(benzo[d]thiazol-2-yl)benzamide) (5b). These derivatives were synthesized using open circuit potential (OCP) and potentiodynamic polarization (PDP) in 0.1 M HCl
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50

Zenkevich, E., T. Blaudeck, M. Abdel-Mottaleb, F. Cichos, A. Shulga, and C. von Borczyskowski. "Photophysical properties of self-aggregated porphyrin: semiconductor nanoassemblies." International Journal of Photoenergy 2006 (2006): 1–7. http://dx.doi.org/10.1155/ijp/2006/90242.

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Colloidal semiconductor nanocrystals from CdSe show photoluminescence quenching via titration with porphyrin derivatives. This quenching is an indication of the formation of nanoassemblies via surface attachment of pyridyl linker groups. As a consequence of the complex formation, dynamic and/or static interactions between QD and porphyrins are induced. Quenching efficiencies depend critically on sample stability, temperature, solvent, and electronic properties of the porphyrins. In order to optimize photoinduced dynamic processes these parameters have to be under control.
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