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Journal articles on the topic 'Trimethoxyphenol'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Jia, Xiao-Chuan, Jing Li, Zhi-Rui Yu, Hui Zhang, and Lei Zhou. "3,4,5-Trimethoxyphenol." Acta Crystallographica Section E Structure Reports Online 68, no. 11 (2012): o3160. http://dx.doi.org/10.1107/s1600536812042997.

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2

Qin, Qi-Xue, Jian Yang, Duo-Zhi Chen, Bo Yang, and Ji Zhang. "An Alternate Preparation of 3,4,5-Trimethoxyphenol." Organic Preparations and Procedures International 45, no. 4 (2013): 321–24. http://dx.doi.org/10.1080/00304948.2013.798570.

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3

Muftah, Mohamed Saad. "Studies on Benzoxazine Derivaties." International Journal for Research in Applied Science and Engineering Technology 12, no. 5 (2024): 5589–90. http://dx.doi.org/10.22214/ijraset.2024.62844.

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Abstract: The 5, 6, 7 trimethoxy (1, 4) benzoxazine -2,3diones was synthesized by reaction of 2-amino-3,4,5 trimethoxyphenol with oxalyl chloride. The new compound of benzoxazine derivative was characterized by elemental analysis, mass spectroscopy , infrared and 1H-NMR . The compound exhibited antifungal and antibacterial activities.

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4

Liu, Xiuhua, Dongbao Zhao, and Hanqing Wang. "Phenolic compounds from Celastrus angulatus." Journal of Indian Chemical Society Vol.79, Mar 2002 (2002): 259–60. https://doi.org/10.5281/zenodo.5846201.

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Chemistry and Chemical Engineering College of Henan University, Kaifeng-475001, P.R. China <em>E-mail</em> : xiuhual@371.net <em>Fax</em> : 086-378-2852533 Lanzhou Institute of Chemical Physics, Chinese Academy of Science, Lanzhou-730000, P. R. China <em>Manuscript received 12 January 2001, revised 24 July 2001, accepted 6 August 2001</em> Four phenolic compounds (+)-catechin (1), (-)-epicatechin (2), 2,4,6-trimethoxyphenol-l<em>-Ο</em>-β-D-glucopyranoside (3), 3β,7,3'- trihydroxy- 4'-methoxyflavan-l<em>-Ο</em>-β-D-glucopyranoside (4) together with dulcit

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5

Qin, Qi-xue, Jian Yang, Duo-zhi Chen, Bo Yang, and Ji Zhang. "ChemInform Abstract: An Alternate Preparation of 3,4,5-Trimethoxyphenol." ChemInform 45, no. 16 (2014): no. http://dx.doi.org/10.1002/chin.201416079.

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6

Faizi, Shaheen, Sadia Zikr-Ur-Rehman, and Muhammad Ali Versiani. "Shamiminol: A New Aromatic Glycoside from the Stem Bark of Bombax ceiba." Natural Product Communications 6, no. 12 (2011): 1934578X1100601. http://dx.doi.org/10.1177/1934578x1100601226.

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A new aromatic glycoside, shamiminol was isolated from the stem bark of Bombax ceiba along with the known constituents stigmasta-3,5-diene, lupenone, (±)-lyoniresinol 2a- O-β-D-glucopyranoside and opuntiol, obtained for the first time from this plant. The structure of shamiminol was elucidated on the basis of extensive 1D- and 2D-NMR spectroscopic and mass spectrometric studies as 3,4,5-trimethoxyphenol 1- O-β-D-xylopyranosyl-(1→2)-β-D-glucopyranoside (1).

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7

Thao, Nguyen Phuong. "PHENOLIC CONSTITUENTS FROM THE STEM BARKS OF RHIZOPHORA APICULATA BLUME." Vietnam Journal of Science and Technology 58, no. 5 (2020): 517. http://dx.doi.org/10.15625/2525-2518/58/5/14712.

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Using various chromatographic separations, seven phenolic derivatives (1‒7) were isolated from a methanolic extract of R. apiculata stem barks. Their structures were elucidated to be dunnianoside E (1), (+)-dihydroquercetin (2), 2,6-dimethoxy-[1,4]benzoquinone (3), 2,4,6-trimethoxyphenol (4), 3,4,5-trimethoxybenzyl alcohol (5), hydroxytyrosol (6), and methyl 3,4-dihydroxycinnamate (7) by detailed analysis via spectroscopic techniques (1D, 2D NMR and ESI-MS data) as well as comparison with those reported. This is the first report of compounds 1 and 4‒7 from Rhizophora genus.

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8

Feng, Shixiu, Jijiang Bai, Shengxiang Qiu(Samuel), Yong Li, and Tao Chen. "Iridoid and Phenolic Glycosides from the Roots of Prismatomeris connata." Natural Product Communications 7, no. 5 (2012): 1934578X1200700. http://dx.doi.org/10.1177/1934578x1200700502.

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A new phenolic glycoside, 1- O-[β-D-glucopyranoyl-(1→6)-β-D-glucopyranosyl]-3,4,5-trimethoxyphenol, named prismaconnatoside (1), together with one known phenolic glycoside (2) and four aspruloside type iridoid glycosides (3-6) were isolated from the roots of Prismatomeris connata. Their structures were determined by spectroscopic and spectrometric methods. Based on the results, along with those from other studies, iridoids were suggested to be chemical markers to distinguish between P. connata and P. tetrandra, two species that are confused in traditional Chinese medicine.

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9

Matos, M. Agostinha R., Margarida S. Miranda, and Victor M. F. Morais. "3,4,5-Trimethoxyphenol: A combined experimental and theoretical thermochemical investigation of its antioxidant capacity." Journal of Chemical Thermodynamics 40, no. 4 (2008): 625–31. http://dx.doi.org/10.1016/j.jct.2007.11.006.

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10

Yake Nkom, Patience, Esther Offiong Asuquo, Lynius Ashipu Bebiaundeye, and Endurance Egwu Ukam. "GC-MS Evaluation of stem bark extract of sterculia oblonga for biomedical potentials." World Health Journal 5, no. 1 (2024): 16–21. http://dx.doi.org/10.47422/whj.v5i1.46.

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The stem-bark of sterculla oblonga, which is a rich lignocellulosic material, was analysed using GC-MS chromatography in other to identify the bioactive compounds present in the plant and deduce its possible therapeutic potentials. The pulverized plant sample was extracted by maceration for 48 hours using ethanol solvent, after solvent recovery, the crude extract was used for the GC-MS analysis. Results revealed the presence of 12 bioactive compounds namely: 1-(Butylsulfanyl)-2-ethoxyethane 4-methoxyphenol (mequinol), 2,6-dimethoxy-phenol (Syringol), 3,4,5-Trimethoxyphenol, 4,4,5,6-Tetramethyl

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11

Kalinova, Jana, Jan Triska, and Nadezda Vrchotova. "Occurence of eugenol, coniferyl alcohol and 3,4,5-trimethoxyphenol in common buckwheat (Fagopyrum esculentum Moench) and their biological activity." Acta Physiologiae Plantarum 33, no. 5 (2011): 1679–85. http://dx.doi.org/10.1007/s11738-010-0704-6.

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12

Deryabin, Dmitry, Kseniya Inchagova, Elena Rusakova, and Galimzhan Duskaev. "Coumarin’s Anti-Quorum Sensing Activity Can Be Enhanced When Combined with Other Plant-Derived Small Molecules." Molecules 26, no. 1 (2021): 208. http://dx.doi.org/10.3390/molecules26010208.

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Coumarins are class of natural aromatic compounds based on benzopyrones (2H-1-benzopyran-2-ones). They are identified as secondary metabolites in about 150 different plant species. The ability of coumarins to inhibit cell-to-cell communication in bacterial communities (quorum sensing; QS) has been previously described. Coumarin and its derivatives in plant extracts are often found together with other small molecules that show anti-QS properties too. The aim of this study was to find the most effective combinations of coumarins and small plant-derived molecules identified in various plants extr

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13

Parmar, Virinder S., Suman Gupta, Kirpal S. Bisht, et al. "Synthesis and X-Ray Structure of 2-(3-Methyl-2-butenyl)-3,4,5-trimethoxyphenol: a Potent Anti-Invasive Agent Against Solid Tumours." Acta Chemica Scandinavica 50 (1996): 558–60. http://dx.doi.org/10.3891/acta.chem.scand.50-0558.

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14

Fokas, Demosthenes, and James Hamzik. "One-Pot Synthesis of 7-Aryl-Octahydroazonino[5,4-b]indoles Based on the Fragmentation of Indolizino[8,7-b]indoles and the Insertion of Indoles and 3,4,5-Trimethoxyphenol." Synlett 2009, no. 04 (2009): 581–84. http://dx.doi.org/10.1055/s-0028-1087565.

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15

Twamley, Brendan, Niamh M. O'Boyle, and Mary J. Meegan. "Azetidin-2-ones: structures of antimitotic compounds based on the 1-(3,4,5-trimethoxyphenyl)azetidin-2-one core." Acta Crystallographica Section E Crystallographic Communications 76, no. 8 (2020): 1187–94. http://dx.doi.org/10.1107/s2056989020008555.

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A series of related substituted 1-(3,4,5-trimethoxyphenyl)azetidin-2-ones have been characterized: 3-(4-fluorophenyl)-4-(4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)azetidin-2-one, C25H24FNO5 (1), 3-(furan-2-yl)-4-(4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)azetidin-2-one, C23H23NO6 (2), 4-(4-methoxyphenyl)-3-(naphthalen-1-yl)-1-(3,4,5-trimethoxyphenyl)azetidin-2-one, C29H27NO5 (3), 3-(3,4-dimethoxyphenyl)-4-(4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)azetidin-2-one, C27H29NO7 (4) and 4,4-bis(4-methoxyphenyl)-3-phenyl-1-(3,4,5-trimethoxyphenyl)azetidin-2-one, C32H31NO6 (5). All of the compounds

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16

Fofié, Christian Kuété, Elvine Pami Nguelefack-Mbuyo, Nole Tsabang, Albert Kamanyi, and Télesphore Benoît Nguelefack. "Hypoglycemic Properties of the Aqueous Extract from the Stem Bark of Ceiba pentandra in Dexamethasone-Induced Insulin Resistant Rats." Evidence-Based Complementary and Alternative Medicine 2018 (September 16, 2018): 1–11. http://dx.doi.org/10.1155/2018/4234981.

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Parts of Ceiba pentandra are wildly used in Africa to treat diabetes and previous works have demonstrated their in vivo antidiabetic effects on type 1 diabetes models. In addition, it has been recently shown that the decoction and the methanol extract from the stem bark of C. pentandra potentiate in vitro, the peripheral glucose consumption by the liver and skeletal muscle slices. But nothing is known about its effect on type II diabetes, especially on insulin resistance condition. We investigated herein the antihyperglycemic, insulin-sensitizing potential, and cardioprotective effects of the

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17

R., B. Patel, S. Desai P., R. Desai K., and H. Chikhalia K. "Synthesis and biological activity of some 2,4,6-trisubstituted-1,3,5-s-triazines." Journal of Indian Chemical Society Vol. 80, Feb 2003 (2003): 138–40. https://doi.org/10.5281/zenodo.5837381.

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Department of Chemistry, B. K. M. Science College, Valsad-396 001, India <em>Manuscript received 11 July 2001, revised 16 September 2002, accepted 28 September 2002</em> 2-[4-( 4-Chlorophenyl)-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-ylamino]-4,6-dichloro-s-triazine (2), derived from 2-a mino-4-( 4- chlorophenyl)-6-(3,4,5-trimethoxyphenyl)pyrimidine (1) and 2,4,6-trichloro-1 ,3,5-<em>s</em>-triazine, on treatment with morpholine gave 2-14-( 4-chloropheny 1)-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-ylamino}-4-(morpholino)-6-chloro-<em>s</em>-triazi ne (3 ). Compound 3 when reacted with different aryl

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18

Madadi, Nikhil Reddy, Narsimha Reddy Penthala, Shobanbabu Bommagani, Sean Parkin, and Peter A. Crooks. "Crystal structure of 4,5-bis(3,4,5-trimethoxyphenyl)-2H-1,2,3-triazole methanol monosolvate." Acta Crystallographica Section E Structure Reports Online 70, no. 10 (2014): o1128—o1129. http://dx.doi.org/10.1107/s1600536814020911.

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The title compound, C20H23N3O6·CH3OH, was synthesized by [3 + 2] cycloaddition of(Z)-2,3-bis(3,4,5-trimethoxyphenyl)acrylonitrile with sodium azide and ammonium chloride in DMF/water. The central nitrogen of the triazole ring is protonated. The dihedral angles between the triazole ring and the 3,4,5-trimethoxyphenyl ring planes are 34.31 (4) and 45.03 (5)°, while that between the 3,4,5-trimethoxyphenyl rings is 51.87 (5)°. In the crystal, the molecules, along with two methanol solvent molecules are linked into anR44(10) centrosymmetric dimer by N—H...O and O—H...N hydrogen bonds.

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19

Egorov, V. A., L. S. Khasanova, F. A. Gimalova та M. S. Miftakhov. "Double acylation product in the snсl<sub>4</sub>-promoted reaction of 4,5-dichlorocyclopent-4-en-1,3-dione with 1,3,5-trimethoxybenzene". Журнал органической химии 59, № 8 (2023): 1096–99. http://dx.doi.org/10.31857/s0514749223080128.

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The interaction of 4,5-dichlorocyclopent-4-en-1,3-dione with 1,3,5-trimethoxybenzene under Friedel-Crafts reaction conditions along with the expected 5-(2,4,6-trimethoxyphenyl)-4-chlorocyclopent-4-ene-1,3-dione obtained disubstituted product - 3,4-bis-(2,4,6-trimethoxyphenyl)-2-chlorocyclopent-2-en-1-one.

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20

Egorov, V. A., L. S. Khasanova, F. A. Gimalova, and M. S. Miftakhov. "Double Acylation Product in the SnCl4-promoted Reaction of 4,5-Dichlorocyclopent-4-en-1,3-dione with 1,3,5-Trimethoxybenzene." Russian Journal of Organic Chemistry 59, no. 8 (2023): 1449–52. http://dx.doi.org/10.1134/s1070428023080201.

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Abstract The reaction of 4,5-dichlorocyclopent-4-en-1,3-dione with 1,3,5-trimethoxybenzene under Friedel–Crafts reaction conditions gave, along with the expected 5-(2,4,6-trimethoxyphenyl)-4-chlorocyclopent-4-ene-1,3-dione, a disubstituted product―3,4-bis-(2,4,6-trimethoxyphenyl)-2-chlorocyclopent-2-en-1-one.

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21

Penthala, Narsimha Reddy, Shobanbabu Bommagani, Venumadhav Janganati, Sean Parkin, and Peter A. Crooks. "Crystal structure of (E)-13-{4-[(Z)-2-cyano-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl}parthenolide methanol hemisolvate." Acta Crystallographica Section E Structure Reports Online 70, no. 10 (2014): o1092—o1093. http://dx.doi.org/10.1107/s1600536814019333.

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The title compound, C33H35NO6[systematic name: (Z)-3-(4-{(E)-[(E)-1a,5-dimethyl-9-oxo-2,3,7,7a-tetrahydrooxireno[2′,3′:9,10]cyclodeca[1,2-b]furan-8(1aH,6H,9H,10aH,10bH)-ylidene]methyl}phenyl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile methanol hemisolvate], C33H35NO6·0.5CH3OH, was prepared by the reaction of (Z)-3-(4-iodophenyl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile with parthenolide [systematic name: (E)-1a,5-dimethyl-8-methylene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[2′,3′:9,10]cyclodeca[1,2-b]furan-9(1aH)-one] under Heck reaction conditions. The molecule is built up from fused ten-, five- (la

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22

Boichenko, Maksim A., Alexey O. Chagarovskiy, Victor B. Rybakov, Igor V. Trushkov, and Olga A. Ivanova. "Dimethyl 2-{[2-(2-Methoxy-1-methoxycarbonyl-2-oxoethyl)-4,5,7-trimethoxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1H-inden-1-yl]methyl}malonate." Molbank 2020, no. 1 (2020): M1107. http://dx.doi.org/10.3390/m1107.

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A simple synthetic approach to dimethyl 2-{[2-(2-methoxy-1-methoxycarbonyl-2-oxoethyl)-4,5,7-trimethoxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1H-inden-1-yl]methyl}malonate has been developed, based on a B(C6F5)3-induced domino dimerization of 2-(2,4,5-trimethoxyphenyl)cyclopropane-1,1-diester.

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23

Alshamari, Asma, Mahmoud Al-Qudah, Fedaa Hamadeh, Lo’ay Al-Momani, and Sultan Abu-Orabi. "Synthesis, Antimicrobial and Antioxidant Activities of 2-Isoxazoline Derivatives." Molecules 25, no. 18 (2020): 4271. http://dx.doi.org/10.3390/molecules25184271.

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A series of derivatives of trans-3-(2,4,6-trimethoxyphenyl)4,5-dihydroisoxazolo-4,5-bis[carbonyl-(4′phenyl)thiosemicarbazide (9) and of trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro isoxazolo-4,5-bis(aroylcarbohydrazide) (10a–c) were synthesized from trans-3-(2,4,6-trimethoxyphenyl)-4,5-dihydro-4,5-bis(hydrazenocarbonyl)isoxazole (8). The structures of the compounds were elucidated by both elemental and spectral (IR, NMR, and MS) analysis. Compound 9 shows activity against some bacterial species. No antibacterial activities were observed for compounds 10a–c. The antioxidant activity of the new

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24

Krauss, AS, and WC Taylor. "Intramolecular Oxidative Coupling of Aromatic Compounds. II. The Synthesis of (2RS,3SR)- and (2RS,3RS)-2,3-Dimethyl-1,4-bis(3,4,5-trimethoxyphenyl)butan-1-one and the Determination of Stereochemistry." Australian Journal of Chemistry 44, no. 9 (1991): 1335. http://dx.doi.org/10.1071/ch9911335.

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The C- methylation of 3-methyl-1,4-bis(3,4,5-trimethoxyphenyl)butan-1-one (9) gave in a ratio of 4:1 the diastereoisomers, (2RS,3SR)- and (2RS,3RS)-2,3-dimethyl-1,4-bis(3,4,5-trimethoxyphenyl) butan-1-one, (7) and (8) respectively. The stereochemistry of each isomer was determined by conversion into an aryltetralin of known stereochemistry.

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25

Ban, Ninh Khac, Luu Hong Truong, Tran My Linh, et al. "Phenolic compounds from Trigonostemon honbaensis and their cytotoxic activity." Vietnam Journal of Chemistry 58, no. 6 (2020): 759–64. http://dx.doi.org/10.1002/vjch.202000068.

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AbstractSeven phenolic compounds including (±)‐erythro‐1‐(3′,4′,5′‐trimethoxyphenyl)propane‐1,2‐diol (1), (±)‐threo‐1‐(3′,4′,5′‐trimethoxyphenyl)propane‐1,2‐diol (2), (R)‐3‐3‐(3′,4′‐dimethoxyphenyl)propane‐1,2‐diol (3), (±)‐3‐(3′,4′,5′‐trimethoxyphenyl)propane‐1,2‐diol (4), (+)‐syringaresinol (5), (7S,8R,8′R)‐5,5′‐dimethoxylariciresinol (6), juniperoside (7) were isolated from the leaves of Trigonostemon honbaensis. Their chemical structures were determined using ESI‐MS, 1D NMR, and 2D NMR spectra and in comparison with the reported literature. Compounds1‐ 7 were reported from Trigonostemongen

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26

Pankaj, Yadav, and Kumar Goyal Pramod. "A Research On Unveiling Novel Chemotherapeutic Agents: Design, Synthesis, and Anticancer Evaluation of N-(Substituted Phenyl)-5-(3, 4, 5- Trimethoxyphenyl)-1, 3, 4-Oxadiazol-2-Amine Analogues." International Journal of Current Pharmaceutical Review and Research 16, no. 05 (2024): 79–94. https://doi.org/10.5281/zenodo.12785139.

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AbstractA Series of newer 5-substituent N-(substituent phenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazol-2-amineanalogues 4a-f was subjected to molecular properties prediction by mol soft and Molinspiration software andwas synthesized in satisfactory yields. All the compounds followed the Lipinski “rule of five “which makesthem potentially active agents. 3 Compound (4a, 4b & 4f) were evaluated for their anticancer activity in onedose assay and showed moderate activity on various cell lines. Compound N-(4-chlorophenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazol-2-amine (4b) sho

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27

Jasiński, Radomir, Magda Ziółkowska, Oleh Demchuk, and Agata Maziarka. "Regio- and stereoselectivity of polar [2+3] cycloaddition reactions between (Z)-C-(3,4,5-trimethoxyphenyl)-N-methylnitrone and selected (E)-2-substituted nitroethenes." Open Chemistry 12, no. 5 (2014): 586–93. http://dx.doi.org/10.2478/s11532-014-0518-2.

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Abstract[2+3] Cycloaddition reactions of the highly reactive (Z)-C-(3,4,5-trimethoxyphenyl)-N-methylnitrone with (E)-2-R-nitroethenes proceed under mild conditions and yield mixtures of stereoisomeric 2-methyl-3-(3,4,5-trimethoxyphenyl)-4-nitro-5-R-isoxazolidines. The effect of regiospecificity of the cycloadditions may be accounted for by the theory of electrophilicity indexes. Stereoselectivity, however, is determined by a compilation of steric and secondary orbital effects.

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28

Dibwe, Dya Fita, Suresh Awale, Shigetoshi Kadota, Hiroyuki Morita, and Yasuhiro Tezuka. "Two New Diphenylmethyl-substituted Xanthones from Securidaca longepedunculata." Natural Product Communications 9, no. 5 (2014): 1934578X1400900. http://dx.doi.org/10.1177/1934578x1400900517.

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Two new diphenylmethyl-substituted xanthones, named muchimangins K (1) and L (2), have been isolated from the roots of Securidaca longepedunculata (Polygalaceae) collected in the Democratic Republic of Congo. Their structures were established by analyses of the spectral data, including 2D NMR spectra, to be l,3,6,8-tetrahydroxy-2,5-dimethoxy-4-[l-(2,4,5-trimethoxyphenyl)-1-phenylmethyl]xanthone (1) and l,3,6-trihydroxy-4,7-dimethoxy-2-[l-(2,4,5-trimethoxyphenyl)-1-phenylmethyl]xanthone (2).

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29

Saidi, Nurdin, Hiroshi Morita, Marc Litaudon, Mohd Azlan Naflah, Khalijah Awang, and Mustanir. "New Phenyl Propanoids from Cryptocarya bracteolata." Natural Product Communications 11, no. 6 (2016): 1934578X1601100. http://dx.doi.org/10.1177/1934578x1601100629.

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Two new phenyl propanoids were extracted from the bark of Cryptocarya bracteolate Gamb., ethyl 3-(2′-hydroxy-3′,4′,5′-trimethoxyphenyl) propanoate (1) and ethyl 3-(2′-glucosyl-3′,4′,5′-trimethoxyphenyl)propanoate(2), together with seven known alkaloids, (+)-lirioferine (3), (+)-bracteoline (4), (+)-reticuline (5), (+)-reticulineN-oxide (6), (-)-norargemonine (7), (+)-bisnorargemonine (8) and atherolin (9). The structures of compounds were established through several spectroscopic methods; ID and 2D-NMR, UV, IR and MS.

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30

Vikas, Kumar, and Kumar Goyal Pramod. "Design, Synthesis, and Anticancer Activity of N-(Substituted Phenyl)-5- (3,4,5-Trimethoxyphenyl)-1,3,4-Oxadiazol-2-Amine Analogues: Exploring Novel Chemotherapeutic Agents." International Journal of Current Pharmaceutical Review and Research 16, no. 05 (2024): 95–108. https://doi.org/10.5281/zenodo.12785157.

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AbstractA Series of newer N-(substituent phenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazol-2-amine analogues 4a-fwas subjected to molecular properties prediction by mol soft and Molinspiration software and was synthesizedin satisfactory yields. All the compounds followed the Lipinski “rule of five “which makes them potentiallyactive agents. 3 Compound (4a, 4d & 4f) were evaluated for their anticancer activity in one dose assay andshowed moderate activity on various cell lines. The compound N-(2,4-dimethylphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazol-2-amine (4d) showed ma

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31

Qadeer, Ghulam, Nasim Hasan Rama, Muhammad Azaad Malik, and James Raftery. "3-(3,4,5-Trimethoxyphenyl)propanohydrazide." Acta Crystallographica Section E Structure Reports Online 63, no. 6 (2007): o3025. http://dx.doi.org/10.1107/s1600536807025147.

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32

Suthar, Binita, Anthony Fowler, Daniel S. Jones, and Craig A. Ogle. "1-(3,4,5-Trimethoxyphenyl)naphthalene." Acta Crystallographica Section E Structure Reports Online 61, no. 3 (2005): o607—o608. http://dx.doi.org/10.1107/s1600536805003776.

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S., M. Mohamed, Khalile M., A. Ismail A., and S. Kadh M. "Synthesis and biological activity of some new pyrazole derivatives." Journal of Indian Chemical Society Vol. 82, Sep 2005 (2005): 833–37. https://doi.org/10.5281/zenodo.5827595.

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Chemistry Department, Faculty of Science (For Girls), Al-Azhar University, Nasr City, Egypt <em>Manuscript received 21 April 2004, revised 7 January 2005, accepted 20 June 2005</em> 1-Substituted-3-(2,4-dimethoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydropyrazoles were prepared via condensation or 3,4,5-(trimethoxy)benzal-2,4-(dimethoxy)acetophenone with hydrazine derivatives in ethanol and/or condensation with hydrazine hydrate in acidic medium. The product with ethyl iodide, phenyl isothiocyanate, benzoyl chloride and nitrous acid yielded the corresponding 1-substituted-3-(2,4-dimethoxyph

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34

Chen, Chen-Yin, Jin-Cherng Lien, Chien-Yu Chen, Chin-Chuan Hung, and Hui-Chang Lin. "Design, Synthesis and Evaluation of Novel Derivatives of Curcuminoids with Cytotoxicity." International Journal of Molecular Sciences 22, no. 22 (2021): 12171. http://dx.doi.org/10.3390/ijms222212171.

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Curcumin and curcuminoids have been discussed frequently due to their promising functional groups (such as scaffolds of α,β-unsaturated β-diketone, α,β-unsaturated ketone and β′-hydroxy-α,β-unsaturated ketone connected with aromatic rings on both sides) that play an important role in various bioactivities, including antioxidant, anti-inflammatory, anti-proliferation and anticancer activity. A series of novel curcuminoid derivatives (a total of 55 new compounds) and three reference compounds were synthesized with good yields using three-step organic synthesis. The anti-proliferative activities

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35

Chen, Lian-Qing. "2-(2,4,5-Trimethoxyphenyl)-1,3-benzothiazole." Acta Crystallographica Section E Structure Reports Online 63, no. 8 (2007): o3395. http://dx.doi.org/10.1107/s1600536807032114.

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36

Khalaji, Aliakbar Dehno, Fangfang Jian, Hailian Xiao, and William T. A. Harrison. "2-(3,4,5-Trimethoxyphenyl)-1H-benzimidazole." Acta Crystallographica Section E Structure Reports Online 64, no. 6 (2008): o1093. http://dx.doi.org/10.1107/s1600536808014189.

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37

Chaloner, P. A., R. M. Harrison, and P. B. Hitchcock. "Hexyltris(2,4,6-trimethoxyphenyl)phosphonium Iodide." Acta Crystallographica Section C Crystal Structure Communications 51, no. 12 (1995): 2683–85. http://dx.doi.org/10.1107/s0108270194013363.

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38

Luliński, Sergiusz, and Janusz Serwatowski. "Mesityl(2,4,6-trimethoxyphenyl)borinic acid." Acta Crystallographica Section E Structure Reports Online 66, no. 7 (2010): o1711—o1712. http://dx.doi.org/10.1107/s160053681002297x.

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39

Dunbar, Kim R., and Steven C. Haefner. "Synthesis and properties of tris(2,4,6-trimethoxyphenyl)phosphine and tris(2,4,6-trimethoxyphenyl)phosphine oxide." Polyhedron 13, no. 5 (1994): 727–36. http://dx.doi.org/10.1016/s0277-5387(00)81676-9.

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40

Mohamed, Mosaad, Samir Awad, and Naglaa Ahmed. "Synthesis and antimicrobial evaluation of some 6-aryl-5-cyano-2-thiouracil derivatives." Acta Pharmaceutica 61, no. 2 (2011): 171–85. http://dx.doi.org/10.2478/v10007-011-0019-1.

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Synthesis and antimicrobial evaluation of some 6-aryl-5-cyano-2-thiouracil derivativesA series of 6-aryl-5-cyano-2-thiouracil derivatives (1a-d) was synthesized by the reaction of ethyl cyanoacetate with thiourea and aldehydes. These products were used as intermediate compounds for the synthesis of a number of thiouracil derivatives (2a-dto10a-d). All compounds were screened for antibacterial and antifungal activities. Some of the prepared compounds, 6-(4-fluorophenyl)-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide (2a), 4-oxo-2-thioxo-6-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydropy

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41

González, Myriam, María Ovejero-Sánchez, Alba Vicente-Blázquez, et al. "Microtubule Destabilizing Sulfonamides as an Alternative to Taxane-Based Chemotherapy." International Journal of Molecular Sciences 22, no. 4 (2021): 1907. http://dx.doi.org/10.3390/ijms22041907.

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Pan-Gyn cancers entail 1 in 5 cancer cases worldwide, breast cancer being the most commonly diagnosed and responsible for most cancer deaths in women. The high incidence and mortality of these malignancies, together with the handicaps of taxanes—first-line treatments—turn the development of alternative therapeutics into an urgency. Taxanes exhibit low water solubility that require formulations that involve side effects. These drugs are often associated with dose-limiting toxicities and with the appearance of multi-drug resistance (MDR). Here, we propose targeting tubulin with compounds directe

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42

Castillo, Armando, Paulina Ceballos, Pilar Santos, et al. "Solution and Solid-State Photophysical Properties of Positional Isomeric Acrylonitrile Derivatives with Core Pyridine and Phenyl Moieties: Experimental and DFT Studies." Molecules 26, no. 6 (2021): 1500. http://dx.doi.org/10.3390/molecules26061500.

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The compounds I (Z)-2-(phenyl)-3-(2,4,5-trimethoxyphenyl)acrylonitrile with one side (2,4,5-MeO-), one symmetrical (2Z,2′Z)-2,2′-(1,4-phenylene)bis(3-(2,4,5-trimethoxyphenyl)acrylonitrile), II (both sides with (2,4,5-MeO-), and three positional isomers with pyridine (Z)-2-(pyridin-2- 3, or 4-yl)-3-(2,4,5-trimethoxyphenyl)acrylonitrile, III–V were synthetized and characterized by UV-Vis, fluorescence, IR, H1-NMR, and EI mass spectrometry as well as single crystal X-ray diffraction (SCXRD). The optical properties were strongly influenced by the solvent (hyperchromic and hypochromic shift), which

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43

Commins, Patrick J., Jonathan P. Hill, Yoshitaka Matsushita, et al. "Selective octabromination of tetraarylporphyrins based on meso-substituent identity: Structural and electrochemical studies." Journal of Porphyrins and Phthalocyanines 20, no. 01n04 (2016): 213–22. http://dx.doi.org/10.1142/s1088424615500972.

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Synthesis and isolation of selectively brominated tetraarylporphyrin derivatives is reported. Treatment with bromine of meso-5,10,15,20-tetrakis(3,4,5-trimethoxyphenyl)porphyrin (1) or meso-5,10,15,20-tetrakis(3,5-di-[Formula: see text]-butyl-4-hydroxyphenyl)porphinatocopper(II) (2-Cu) yields products octabrominated at the 2,6-positions of meso-aryl substituents [5,10,15,20-tetrakis(2,6-dibromo-3,4,5-trimethoxyphenyl)porphyrin, [Formula: see text]Br81] or macrocyclic [Formula: see text]-positions. The latter of these ([Formula: see text]-brominated) was identified as the oxoporphyrinogen 2,3,7

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44

Penthala, Narsimha Reddy, Jaishankar K. B. Yadlapalli, Sean Parkin, and Peter A. Crooks. "Crystal structures of (Z)-5-[2-(benzo[b]thiophen-2-yl)-1-(3,5-dimethoxyphenyl)ethenyl]-1H-tetrazole and (Z)-5-[2-(benzo[b]thiophen-3-yl)-1-(3,4,5-trimethoxyphenyl)ethenyl]-1H-tetrazole." Acta Crystallographica Section E Crystallographic Communications 72, no. 5 (2016): 652–55. http://dx.doi.org/10.1107/s2056989016005600.

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(Z)-5-[2-(Benzo[b]thiophen-2-yl)-1-(3,5-dimethoxyphenyl)ethenyl]-1H-tetrazole methanol monosolvate, C19H16N4O2S·CH3OH, (I), was prepared by the reaction of (Z)-3-(benzo[b]thiophen-2-yl)-2-(3,5-dimethoxyphenyl)acrylonitrile with tributyltin azideviaa [3 + 2]cycloaddition azide condensation reaction. The structurally related compound (Z)-5-[2-(benzo[b]thiophen-3-yl)-1-(3,4,5-trimethoxyphenyl)ethenyl]-1H-tetrazole, C20H18N4O3S, (II), was prepared by the reaction of (Z)-3-(benzo[b]thiophen-3-yl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile with tributyltin azide. Crystals of (I) have two molecules in t

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45

Nóbrega, Flávio R., Larisse V. Silva, Carlos da Silva M. Bezerra Filho, et al. "Design, Antileishmanial Activity, and QSAR Studies of a Series of Piplartine Analogues." Journal of Chemistry 2019 (January 8, 2019): 1–12. http://dx.doi.org/10.1155/2019/4785756.

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Piplartine is an alkamide found in different Piper species and possesses several biological activities, including antiparasitic properties. Thus, the aim of the present study was to evaluate a series of 32 synthetic piplartine analogues against the Leishmania amazonensis promastigote forms and establish the structure-activity relationship and 3D-QSAR of these compounds. The antileishmanial effect of the compounds was determined using the MTT method. Most compounds were found to be active against L. amazonensis. Among 32 assayed derivatives, compound (E)-(−)-bornyl 3-(3,4,5-trimethoxyphenyl)-ac

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46

Kavaliauskas, Povilas, Birutė Sapijanskaitė-Banevič, Birutė Grybaitė, et al. "Synthesis and In Vitro Anticancer Activity of Pyrrolidone Derivatives Bearing 3,4,5-Trimethoxyphenyl Moiety as a Promising Anticancer Scaffold." Applied Sciences 14, no. 24 (2024): 11784. https://doi.org/10.3390/app142411784.

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A series of 5-oxo-1-(3,4,5-trimethoxyphenyl)pyrrolidine-3-carboxylic acid derivatives–hydrazones, N-ethylhydrazones, pyrrole, pyrazole, oxadiazole, and triazole were synthesized and evaluated for their anticancer activity using human A549 pulmonary epithelial cells (ATCC CCl-185). The in vitro viability inhibitory effects of the compounds were assessed using the MTT assay. The characterization of the anticancer activity of the synthesized compounds showed that the incorporation of 1,3,4-oxadiazolethione and 4-aminotriazolethione rings into the molecular structures obviously enhances the antica

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47

Zhang, Xin, Kai Chen, Melissa Chicoma, et al. "Alkoxy-Functionalized Schiff-Base Ligation at Aluminum and Zinc: Synthesis, Structures and ROP Capability." Catalysts 11, no. 9 (2021): 1090. http://dx.doi.org/10.3390/catal11091090.

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The Schiff-base compounds 2,4-di-tert-butyl-6-(((3,4,5-trimethoxyphenyl)imino)methyl)phenol (L1H), 2,4-di-tert-butyl-6-(((2,4,6-trimethoxyphenyl)imino)methyl)phenol (L2H), 2,4-di-tert-butyl-6-(((2,4-trimethoxyphenyl)imino)methyl)phenol) (L3H) derived from anilines bearing methoxy substituents have been employed in the preparation of alkylaluminum and zinc complexes. Molecular structure determinations reveal mono-chelate aluminum complexes of the type [Al(Ln)(Me)2] (L1, 1; L2, 2; L3, 3), and bis(chelate) complexes for zinc, namely [Zn(Ln)2] (L1, 5; L2, 6; L3, 7). All complexes have significant

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48

Kos, Jiri, Tomas Strharsky, Sarka Stepankova, et al. "Trimethoxycinnamates and Their Cholinesterase Inhibitory Activity." Applied Sciences 11, no. 10 (2021): 4691. http://dx.doi.org/10.3390/app11104691.

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A series of twelve nature-inspired 3,4,5-trimethoxycinnamates were prepared and characterized. All compounds, including the starting 3,4,5-trimethoxycinnamic acid, were tested for their ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) in vitro; the selectivity index (SI) was also determined. 2-Fluororophenyl (2E)-3-(3,4,5-trimethoxyphenyl)-prop-2-enoate demonstrated the highest SI (1.71) in favor of BChE inhibition. 2-Chlorophenyl (2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate showed the highest AChE-inhibiting (IC50 = 46.18 µM) as well as BChE-inhibiting (IC50 = 3

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49

Jain, Surbhi, Kishalay Bhar, Sandeep Kumar, et al. "Homo- and heteroleptic trimethoxy terpyridine–Cu(ii) complexes: synthesis, characterization, DNA/BSA binding, DNA cleavage and cytotoxicity studies." Dalton Transactions 49, no. 13 (2020): 4100–4113. http://dx.doi.org/10.1039/d0dt00209g.

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In the current study, four novel mononuclear Cu(ii) complexes with terpyridine (L) and different co-ligands (phen, bipy, and imd) were synthesized and characterized in detail, where L is 4′-(3,4,5-trimethoxyphenyl)-2,2′:6′,2′′-terpyridine.

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50

Pozdnyakov, D. I., and A. A. Vichor. "Antioxidant activity of trimethoxy-substituted monocarbonyl analogues of curcumin in experimental Alzheimer’s disease in Wistar rats." Siberian Journal of Clinical and Experimental Medicine 39, no. 4 (2024): 180–86. https://doi.org/10.29001/2073-8552-2024-39-4-180-186.

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Introduction. Alzheimer’s disease is a terminal form of dementia, the treatment of which is a significant medical problem, which requires the development of new drugs to correct this condition. Antioxidants may be one of such promising groups.Aim: To assess the antioxidant properties of monocarbonyl analogues of curcumin in the conditions of experimental Alzheimer’s disease.Material and Methods. Alzheimer’s disease was modeled in Wistar rats of both genders by injection Aß1-42 aggregates into the CA1 part of the hippocampus of animals. The analyzed compounds are (1E, 4E)-1.5-bis (3,4,5-trimeth

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