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Journal articles on the topic 'Monocarbonyl'

Author: Grafiati

Published: 5 June 2025

Last updated: 24 June 2025

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1

Zhukovsky, Daniil, Dmitry Dar’in, Olga Bakulina та Mikhail Krasavin. "Preparation and Synthetic Applications of Five-to-Seven-Membered Cyclic α-Diazo Monocarbonyl Compounds". Molecules 27, № 6 (2022): 2030. http://dx.doi.org/10.3390/molecules27062030.

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The reactivity of cyclic α-diazo monocarbonyl compounds differs from that of their acyclic counterparts. In this review, we summarize the current literature available on the synthesis and synthetic applications of three major classes of cyclic α-diazo monocarbonyl compounds: α-diazo ketones, α-diazo lactones and α-diazo lactams.

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2

Wang, Zhe, Peng Zou, Chenglong Li, et al. "Synthesis and biological evaluation of novel semi-conservative monocarbonyl analogs of curcumin as anti-inflammatory agents." MedChemComm 6, no. 7 (2015): 1328–39. http://dx.doi.org/10.1039/c5md00114e.

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3

Chidley, Tristan, and Graham K. Murphy. "Cyclopropanation of alkenes with metallocarbenes generated from monocarbonyl iodonium ylides." Organic & Biomolecular Chemistry 16, no. 44 (2018): 8486–90. http://dx.doi.org/10.1039/c8ob02636j.

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4

Wesolowski, Steve S., T. Daniel Crawford, Justin T. Fermann, and Henry F. Schaefer. "Aluminum monocarbonyl and aluminum isocarbonyl." Journal of Chemical Physics 104, no. 10 (1996): 3672–75. http://dx.doi.org/10.1063/1.471536.

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5

Giboulot, Steven, Clara Comuzzi, Alessandro Del Zotto, et al. "Preparation of monocarbonyl ruthenium complexes bearing bidentate nitrogen and phosphine ligands and their catalytic activity in carbonyl compound reduction." Dalton Transactions 48, no. 33 (2019): 12560–76. http://dx.doi.org/10.1039/c9dt02616a.

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6

Wang, Zhe, Peng Zou, Chenglong Li, et al. "Correction: Synthesis and biological evaluation of novel semi-conservative monocarbonyl analogs of curcumin as anti-inflammatory agents." MedChemComm 6, no. 7 (2015): 1407. http://dx.doi.org/10.1039/c5md90030a.

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Correction for 'Synthesis and biological evaluation of novel semi-conservative monocarbonyl analogs of curcumin as anti-inflammatory agents' by Zhe Wang et al., Med. Chem. Commun., 2015, DOI: 10.1039/c5md00114e.

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7

Pawelski, Damian, Alicja Walewska, Sylwia Ksiezak, et al. "Monocarbonyl Analogs of Curcumin Based on the Pseudopelletierine Scaffold: Synthesis and Anti-Inflammatory Activity." International Journal of Molecular Sciences 22, no. 21 (2021): 11384. http://dx.doi.org/10.3390/ijms222111384.

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Curcumin (CUR) is a natural compound that exhibits anti-inflammatory, anti-bacterial, and other biological properties. However, its application as an effective drug is problematic due to its poor oral bioavailability, solubility in water, and poor absorption from the gastrointestinal tract. The aim of this work is to synthesize monocarbonyl analogs of CUR based on the 9-methyl-9-azabicyclo[3.2.1]nonan-3-one (pseudopelletierine, granatanone) scaffold to improve its bioavailability. Granatane is a homologue of tropane, whose structure is present in numerous naturally occurring alkaloids, e.g., l-cocaine and l-scopolamine. In this study, ten new pseudopelletierine-derived monocarbonyl analogs of CUR were successfully synthesized and characterized by spectral methods and X-ray crystallography. Additionally, in vitro test of the cytotoxicity and anti-inflammatory properties of the synthesized compounds were performed.

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8

Barton, Richard J., Sushil K. Manocha, Beverly E. Robertson, and Lynn M. Mihichuk. "Synthesis, spectroscopy, and structures of the seven-coordinate complexes (CH3)2AsC(CF3)== C(CF3)As(CH3)2W(CO)2I2P(OC6H5)3 and [(CH3)2AsC(CF3)== C(CF3)As(CH3)2]2W(CO)Br2 and spectroscopy of related seven-coordinate complexes." Canadian Journal of Chemistry 76, no. 3 (1998): 245–53. http://dx.doi.org/10.1139/v98-008.

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(L-L)W(CO)3I2 (L-L = (CH3)2AsC(CF3)== C(CF3)As(CH3)2) reacts with the monodentate phosphite P(OC6H5)3 and (L-L)W(CO)3Br2 reacts with L-L to form new seven-coordinate complexes (L-L)W(CO)2I2P(OC6H5)3 and (L-L)2W(CO)Br2. Low-temperature X-ray diffraction analyses show the tungsten atom to be seven coordinate in both complexes, with the geometry most closely approximated by a monocapped octahedral environment, the capping group being a carbonyl in the dicarbonyl complex; the geometry is most closely approximated by a pentagonal bipyramidal environment in the monocarbonyl complex. The 1H, 13C, and 19F NMR data indicate that the dicarbonyl complex is stereochemically nonrigid at 298 K and rigid at lower temperatures, while the monocarbonyl is nonrigid both at 298 K and at lower temperatures. ΔG not equal values calculated at coalescence temperatures are consistent with an intramolecular rearrangement process for both complexes. The 13C chemical shifts and 2J(13C-31P) values provide important structural considerations in the assignment of a seven-coordinate geometry. Spectroscopic properties for the related seven-coordinate dicarbonyl complexes (L-L)W(CO)2PX2 (P = P(OC6H5)3; X = Br; P = P(OCH3)3, P(C6H5)3; X = Br, I) and monocarbonyl complexes (L-L)2W(CO)I2 and (L-L)W(CO)X2[P(OCH3)3]2 (X = Br, I) are presented and compared to those of the two title complexes.Key words: seven-coordination, X-ray, NMR analysis.

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9

Wiratama, Minandre, and Cornelia Budimarwanti. "Synthesis and Molecular Docking Study of Dibenzal Monocarbonyl (Curcumin Analog) and Its Potential as Anti-Inflammatory." Jurnal Kimia Sains dan Aplikasi 28, no. 2 (2025): 68–72. https://doi.org/10.14710/jksa.28.2.68-72.

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Curcumin is a naturally occurring substance with a wide range of biological activity. One of the biological activities of curcumin is as an anti-inflammatory. The science of organic synthesis is able to produce substances that are analogous to those found in nature. The synthesis of organic compounds can also be used to change a compound by making it more bioactive. This research focused on synthesizing dibenzal monocarbonyl, a compound similar to curcumin, and examined its interaction with the active site of cyclooxygenase-2 (COX-2) through molecular docking simulations. Dibenzal monocarbonyl was synthesized via an aldol condensation reaction utilizing sodium hydroxide as a catalyst. The synthesized compound was characterized using FTIR and 1H-NMR, achieving a yield of 98.676%. Molecular docking was performed utilizing AutoDock Tools and AutoDock Vina, and each docked compound was visualized through Discovery Studio Visualizer. This compound demonstrated the highest anti-inflammatory activity against COX-2, as indicated by molecular docking studies, with a binding affinity of -8.4 kcal/mol.

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10

Pantiora, Panagiota, Veronika Furlan, Dimitris Matiadis, et al. "Monocarbonyl Curcumin Analogues as Potent Inhibitors against Human Glutathione Transferase P1-1." Antioxidants 12, no. 1 (2022): 63. http://dx.doi.org/10.3390/antiox12010063.

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The isoenzyme of human glutathione transferase P1-1 (hGSTP1-1) is involved in multi-drug resistance (MDR) mechanisms in numerous cancer cell lines. In the present study, the inhibition potency of two curcuminoids and eleven monocarbonyl curcumin analogues against hGSTP1-1 was investigated. Demethoxycurcumin (Curcumin II) and three of the monocarbonyl curcumin analogues exhibited the highest inhibitory activity towards hGSTP1-1 with IC50 values ranging between 5.45 ± 1.08 and 37.72 ± 1.02 μM. Kinetic inhibition studies of the most potent inhibitors demonstrated that they function as non-competitive/mixed-type inhibitors. These compounds were also evaluated for their toxicity against the prostate cancer cells DU-145. Interestingly, the strongest hGSTP1-1 inhibitor, (DM96), exhibited the highest cytotoxicity with an IC50 of 8.60 ± 1.07 μΜ, while the IC50 values of the rest of the compounds ranged between 44.59–48.52 μΜ. Structural analysis employing molecular docking, molecular dynamics (MD) simulations, and binding-free-energy calculations was performed to study the four most potent curcumin analogues as hGSTP1-1 inhibitors. According to the obtained computational results, DM96 exhibited the lowest binding free energy, which is in agreement with the experimental data. All studied curcumin analogues were found to form hydrophobic interactions with the residue Gln52, as well as hydrogen bonds with the nearby residues Gln65 and Asn67. Additional hydrophobic interactions with the residues Phe9 and Val36 as well as π–π stacking interaction with Phe9 contributed to the superior inhibitory activity of DM96. The van der Waals component through shape complementarity was found to play the most important role in DM96-inhibitory activity. Overall, our results revealed that the monocarbonyl curcumin derivative DM96 acts as a strong hGSTP1-1 inhibitor, exerts high prostate cancer cell cytotoxicity, and may, therefore, be exploited for the suppression and chemosensitization of cancer cells. This study provides new insights into the development of safe and effective GST-targeted cancer chemosensitizers.

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11

Matiadis, Dimitris, Panagiota G. V. Liggri, Eftichia Kritsi, et al. "Curcumin Derivatives as Potential Mosquito Larvicidal Agents against Two Mosquito Vectors, Culex pipiens and Aedes albopictus." International Journal of Molecular Sciences 22, no. 16 (2021): 8915. http://dx.doi.org/10.3390/ijms22168915.

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Vector-borne diseases have appeared or re-emerged in many Southern Europe countries making the transmission of infectious diseases by mosquitoes (vectors) one of the greatest worldwide health threats. Larvicides have been used extensively for the control of Aedes (Stegomyia) albopictus (Skuse, 1895) (Diptera: Culicidae) and Culex pipiens Linnaeus, 1758 (Diptera: Culicidae) mosquitoes in urban and semi-urban environments, causing the increasing resistance of mosquitoes to commercial insecticides. In this study, 27 curcuminoids and monocarbonyl curcumin derivatives were synthesised and evaluated as potential larvicidal agents against Cx. pipiens and Ae. albopictus. Most of the compounds were more effective against larvae of both mosquito species. Four of the tested compounds, curcumin, demethoxycurcumin, curcumin-BF2 complex and a monocarbonyl tetramethoxy curcumin derivative exhibited high activity against both species. In Cx. pipiens the recorded LC50 values were 6.0, 9.4, 5.0 and 32.5 ppm, respectively, whereas in Ae. albopictus they exhibited LC50 values of 9.2, 36.0, 5.5 and 23.6 ppm, respectively. No conclusive structure activity relationship was evident from the results and the variety of descriptors values generated in silico provided some insight to this end.

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12

González, Jaime, Arturo Pérez-Medrano, and Joseph M. Muchowski. "2-Trichloromethylimidazole. Condensation reactions with anions stabilized by carbonyl groups." Canadian Journal of Chemistry 75, no. 10 (1997): 1409–11. http://dx.doi.org/10.1139/v97-169.

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2-Trichloromethylimidazole 2, a stable but moisture-sensitive solid, is readily prepared by cyclization of the amidine 1 in trifluoroacetic acid (99+%). Compound 2 reacted with the enolates derived from 1,1-di- and monocarbonyl compounds to give the β-chlorovinyl carbonyl compounds 5a–c and 6a, b, respectively. Keywords: 2-trichloromethylimidazole, condensation reactions, mono- and dicarbonyl compounds.

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13

Islamov, I. I., A. V. Yusupova, V. A. Dyakonov, and U. M. Dzhemilev. "Direct synthesis of a new hybrid molecules based on isomerically pure 5<i>Z</i>,9<i>Z</i>-dienoic acids and monocarbonyl derivatives of curcuminoids." Журнал органической химии 59, no. 5 (2023): 679–86. http://dx.doi.org/10.31857/s0514749223050166.

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Synthesis of previously undescribed hybrid compounds based on monocarbonyl derivatives of curcumin and 5 Z ,9 Z -dienoic acids with yields of 61-67% was carried out for the first time. Unsaturated acids are synthesized using at the key stage of stereoselective reaction of intermolecular cross-cyclomagnesiation of aliphatic and O-containing 1,2-dienes catalyzed by Cp2TiCl2.

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14

Albertin, Gabriele, Daniela Baldan, and Emilio Bordignon. "Monocarbonyl complexes of iron(II): preparation and properties." Journal of the Chemical Society, Dalton Transactions, no. 2 (1986): 329. http://dx.doi.org/10.1039/dt9860000329.

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15

Sowa-Kasprzak, Katarzyna, Dorota Olender, Jacek Kujawski, Lucjusz Zaprutko, and Anna Pawełczyk. "Synthesis of curcumin derivatives containing non-steroidal anti-inflammatory drugs." Acta Poloniae Pharmaceutica - Drug Research 80, no. 2 (2023): 289–304. http://dx.doi.org/10.32383/appdr/161972.

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Synthesis and biological evaluation of hybrid molecules combining naturally occurring antioxidant active structures with anti-inflammatory agents has been a strong trend in medicinal chemistry. This study focuses on modulating the structure of curcumin derivatives or their analogues with the use of non-steroidal anti-inflammatory drugs (NSAIDs). The combinations of curcumin, its keto-blocked derivatives and monocarbonyl analogues with selected non-steroidal anti-inflammatory drugs (ibuprofen, naproxen) were obtained and characterized. The pyrazole, isoxazole, benzylidene derivatives as well as curcumin monocarbonyl analogues were used as substrates in the reactions with selected NSAIDs. As a result of the esterification of curcumin-type diphenol, the corresponding mono- and diester-type derivatives were also obtained and characterized. Moreover, the estimated values of binding affinities and the binding sites of docked derivatives were deduced from modeling studies were very favorable. Results obtained show the binding potential of curcumin and its analogs to the host-targeted proteins nucleocapsid phosphoprotein (PDB ID: 6VYO) structure. Additionally, with the use of selected methods of computational chemistry (Molinspiration Cheminformatics and Osiris Property Explorer) the molecular parameters of the relevant molecules were calculated.

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16

Yusuf, Amina S., Ibrahim Sada, Yusuf Hassan, Temitope O. Olomola, Christiana M. Adeyemi, and Sunday O. Ajibade. "Synthesis, Antimalarial Activity, and Docking Studies of Monocarbonyl Analogues of Curcumin." Ovidius University Annals of Chemistry 29, no. 2 (2018): 92–96. http://dx.doi.org/10.2478/auoc-2018-0013.

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Abstract The synthesis of five monocarbonyl analogues of curcumin is described. In vitro anti-malarial assay of the compounds was carried out and the effect of the substituents on the aryl ring has been described. The results show that all the five compounds exhibited some reasonable activity against the chloroquine-resistant plasmodium parasite. Molecular docking studies further confirmed the observed biological activity of the compounds.

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17

Peng, Ran, Shu-Rong Ma, Jie Fu, et al. "Transforming of Triptolide into Characteristic Metabolites by the Gut Microbiota." Molecules 25, no. 3 (2020): 606. http://dx.doi.org/10.3390/molecules25030606.

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The importance of the gut microbiota in drug metabolism, especially in that of nonabsorbable drugs, has become known. The aim of this study was to explore the metabolites of triptolide by the gut microbiota. With high-performance liquid chromatography coupled with tandem mass spectrometry and ion trap time-of-flight multistage mass spectrometry (LC-MS/MS and LC/MSn-IT-TOF), four metabolites of triptolide (M1, M2, M3, and M4) were found in the intestinal contents of rats. M1 and M2, were isomeric monocarbonyl-hydroxyl-substituted metabolites with molecular weights of 390. M3 and M4 were isomeric dehydrogenated metabolites with molecular weights of 356. Among the four metabolites, the dehydrogenated metabolites (M3 and M4) were reported in the gut microbiota for the first time. The metabolic behaviors of triptolide in the gut microbiota and liver microsomes of rats were further compared. The monocarbonyl-hydroxyl-substituted metabolites (M1 and M2) were generated in both systems, and another monohydroxylated metabolite (M5) was found only in the liver microsomes. The combined results suggested that the metabolism of triptolide in the gut microbiota was specific, with two characteristic, dehydrogenated metabolites. This investigation might provide a theoretical basis for the elucidation of the metabolism mechanism of triptolide and guide its proper application in clinical administration.

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18

Bach, S. B. H., C. A. Taylor, R. J. Van Zee, M. T. Vala, and W. Weltner. "Bonding in the first-row transition-metal monocarbonyl molecules." Journal of the American Chemical Society 108, no. 22 (1986): 7104–5. http://dx.doi.org/10.1021/ja00282a045.

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19

Singh, Atamjit, Jatinder Vir Singh, Abhineet Rana, et al. "Monocarbonyl Curcumin-Based Molecular Hybrids as Potent Antibacterial Agents." ACS Omega 4, no. 7 (2019): 11673–84. http://dx.doi.org/10.1021/acsomega.9b01109.

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20

Evans, Corey J., and Michael C. L. Gerry. "Pure Rotational Spectrum and Structure of Platinum Monocarbonyl, PtCO." Journal of Physical Chemistry A 105, no. 42 (2001): 9659–63. http://dx.doi.org/10.1021/jp012215g.

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21

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-trimethoxyphenyl) penta1,4-diene-3-one and (1E, 4E)-1.5-bis (2,4,6-trimethoxyphenyl) penta-1,4-diene-3-one at a dose of 20 mg/kg orally and the reference donepezil at a dose of 50 mg / kg, orally was administered for 30 days from the moment of surgery. After this time, changes in the activity of endogenous antioxidant defense enzymes: superoxide dismutase, glutathione peroxidase and catalase were evaluated in rats in hippocampal tissue, and changes in the concentration of mitochondrial hydrogen peroxide and active products reacting with 2-thiobarbituric acid were also determined.Results. During the study, it was shown that the use of the analyzed compounds and the reference contributed to an increase in the activity of antioxidant enzymes in hippocampal tissue in rats. At the same time, in animals (both sexes) treated by (1E, 4E)-1.5-bis (3,4,5-trimethoxyphenyl) penta-1,4-diene-3-one and (1E, 4E)-1.5-bis (2,4,6-trimethoxyphenyl) penta-1,4-diene-3-one, the activity of superoxide dismutase was higher (p < 0.05), than in animals treated by donepezil. Also, administration of the analyzed substances, a decrease in the concentration of mitochondrial hydrogen peroxide and active products reacting with 2-thiobarbituric acid was found, which was significantly (p < 0.05) lower when donepezil were administered.Conclusion. The study showed that the monocarbonyl analogues of curcumin have an antioxidant effect in the conditions of experimental Alzheimer’s disease, while surpassing the reference donepezil. Based on the obtained data, it is reasonable to assume the relevance of further studies analyzing monocarbonyl curcuminoids as a remedies of pathogenetic therapy of Alzheimer’s disease.

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22

Wang, Guangbao, Yinghui Li, Wei Sun, et al. "Cytochrome P450-Mediated Metabolic Characterization of a Mono-Carbonyl Curcumin Analog WZ35." Pharmacology 105, no. 1-2 (2019): 79–89. http://dx.doi.org/10.1159/000502854.

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WZ35 is a monocarbonyl analog of curcumin, which had been proved advantage over curcumin in chemical stability and antitumor activity. However, its pharmacokinetic profile has not been determined. In the present study, an ultraperformance liquid chromatography-tandem mass spectrometry assay was developed to detect concentration of WZ35 in rat plasma. Subsequently, pharmacokinetic study showed that the oral bioavailability of WZ35 is 10.56%. Cytochrome P450 (CYP450) plays a major role in metabolizing exogenous substance. The concentration of WZ35 was sharply decreased while incubating with microsome. It’s indicated that WZ35 is a substrate of CYP450s. Molecular docking assay showed that WZ35 can combine with CYP2B6 and CYP2C9 to form much more stable complex. The lowest docking energy was generated in complex with CYP2E1. The inhibition of CYP450s by WZ35 was also evaluated. Pan inhibitions of WZ35 on rat CYP3A2, CYP2B1, CYP2C11, CYP2D1, and CYP2E1 were observed by detecting probe substrates (midazolam, bupropion, tolbutamide, dextromethorphan, chlorzoxazone) and metabolites accordingly. On an average, 80% activities of enzymes were blocked. Mechanistically, the inhibitions of WZ35 on CYP3A2, CYP2B1, CYP2E1 were in a time-dependent manner according to the results of IC50 shift assay. The collective data demonstrated that the oral bioavailability of monocarbonyl analog of curcumin has significantly improved compared to curcumin. It’s both the substrate and inhibitor of CYP450s through in a time-dependent mechanism.

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23

Almayyahi, Muhanad T., Basil A. Saleh, and Baqer A. Almayyahi. "Synthesis and Characterization of Some New Copolyester from Curcumin Mono-Carbonyl Analogues." Biomedicine and Chemical Sciences 3, no. 1 (2022): 147–59. http://dx.doi.org/10.48112/bcs.v1i3.179.

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Nine copolyesters were prepared from a dicarboxylic acid, curcumin analogues (monocarbonyl) and phenophthalene dye in the mole ratio of 2:1:1 by direct polycondensation using triethylamine (Et3N) as the condensation agent. The dicarboxylic used is 2,6-Pyridine dicarbonyl dichloride acid. The curcumin analogues were prepared by acid catalyzed Aldol condensation reaction. These copolyesters were characterized by FT-IR. The fluorescence of the synthesized copolyesters was also investigated. Furthermore, Thermo gravimetric analysis (TGA) was used to investigate the thermal stability of these copolymers.

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24

Cao, Li‐Ya, Jian‐Nan Luo, Jia‐Sheng Yao, et al. "Molybdenum‐Catalyzed Deoxygenative Cyclopropanation of 1,2‐Dicarbonyl or Monocarbonyl Compounds." Angewandte Chemie 133, no. 28 (2021): 15382–87. http://dx.doi.org/10.1002/ange.202103429.

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Cao, Li‐Ya, Jian‐Nan Luo, Jia‐Sheng Yao, et al. "Molybdenum‐Catalyzed Deoxygenative Cyclopropanation of 1,2‐Dicarbonyl or Monocarbonyl Compounds." Angewandte Chemie International Edition 60, no. 28 (2021): 15254–59. http://dx.doi.org/10.1002/anie.202103429.

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26

K N, Agel, Abood E, and Alsalim T. "Synthesis and antioxidant evaluation for monocarbonyl curcuminoids and their derivatives." Innovaciencia Facultad de Ciencias Exactas Físicas y Naturales 6, no. 2 (2018): 1–13. http://dx.doi.org/10.15649/2346075x.481.

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Introduction: Curcumin is a yellow pigment extracted from the Curcuma longa L, which have a several biological activities and pharmacological properties. Curcuminoids have a wide range as antioxidant not only in a food system, but also for biological systems. Materials and Methods: Acetone, 4-thiomethoxy benzaldehy, pepronal, thiosemicarbazide, 4-phenylthiosemicarbazide and chloroethylacetate. The two Analogous of monocarbonyl curcuminoids (MCCs) have been synthesized by claisen –Schmidt condensation from the reaction between one mole of acetone with two moles of appropriate aromatic aldehydes (4-thiomethoxy benzaldehyde and pepronal) then synthesized their hetero derivatives. The pyrazols derived from the reaction MCCs with hydrazine or one of their derivative (thiosemicarbazide, 4-phenylhydrazine).Results and Discussion:All synthesized compounds were characterized by various spectroscopic techniques such as FTIR, 1HNMR, 13CNMR, Mass spectroscopies and CHN analysis. The antioxidant activity of synthesized MCCs, 1, 2, 1a, 2a, 3, were determined by the ability to scavenge the stable 1,1-diphenyl-2-picryl hydrazyl (DPPH) free radical according to Blois method. The DPPH inhibition activity was measured by spectrophometric method. The polyhydroxy curcuminoid has showed a high activity for scavenging of DPPH radicals, the reason is the hydroxyl phenolic group OH give the compound high activity of scavenging the radical by donating hydrogen atom to the DPPH radicals and inhibition the radical activity by hydrogen atom transfer (HAT). Therefore the scavenge of radical activitywill be in the order: 3>2a>1a>2>1 andthe half maximal inhibitory concentration (IC50) between (17.35-135.2) μmol/L.Conclusions: The proposed struc ture of the synthesized compounds were confirmed by used a spectroscopic technique such as, FTIR, Mass spectra (EI),1H and 13C NMR, The antioxidant activity of curcuminoids were studied by using DPPH as a source of radicals. The higher activity of compounds can be attributed to present the phenolic OH group.

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27

Yamazaki, Emi, Toshiaki Okabayashi, and Mitsutoshi Tanimoto. "Detection of Free Nickel Monocarbonyl, NiCO: Rotational Spectrum and Structure." Journal of the American Chemical Society 126, no. 4 (2004): 1028–29. http://dx.doi.org/10.1021/ja0391309.

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28

Şeker, Mine Gül, Tuğçe Akbal, Devrim Atilla, Neslihan Avşar, and Hanife İbişoğlu. "Synthesis and antimicrobial effects of cyclotriphosphazenes containing monocarbonyl curcumin analogs." Journal of Research in Pharmacy 22, no. 1 (2018): 206–2016. http://dx.doi.org/10.12991/jrp.2018.95.

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29

Nagargoje, Amol A., Satish V. Akolkar, Dnyaneshwar D. Subhedar, et al. "Propargylated monocarbonyl curcumin analogues: synthesis, bioevaluation and molecular docking study." Medicinal Chemistry Research 29, no. 10 (2020): 1902–13. http://dx.doi.org/10.1007/s00044-020-02611-7.

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30

Carapina da Silva, Caroline, Bruna Silveira Pacheco, Raquel Nascimento das Neves, et al. "Antiparasitic activity of synthetic curcumin monocarbonyl analogues against Trichomonas vaginalis." Biomedicine & Pharmacotherapy 111 (March 2019): 367–77. http://dx.doi.org/10.1016/j.biopha.2018.12.058.

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31

Moon, Jiwon, and Joonghan Kim. "High-LevelAb InitioCalculations of Molecular Properties of Chromium Monocarbonyl, CrCO." Bulletin of the Korean Chemical Society 36, no. 12 (2015): 2801–9. http://dx.doi.org/10.1002/bkcs.10566.

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32

Muhanad T. Almayyahi, Basil A. Saleh, and Baqer A. Almayyahi. "Synthesis, Characterization and Thermal Study of Some new Copolyesters from mono-carbonyl analogues of Curcumin and Thymol blue dye." Journal of Kufa for Chemical Sciences 2, no. 9 (2023): 569–81. http://dx.doi.org/10.36329/jkcm/2022/v2.i9.13322.

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A series of copolyesters were prepared from a dicarboxylic acid, curcumin analogues (monocarbonyl) and thymol blue dye in the mole ratio of 2:1:1 by direct polycondensation using triethylamine (Et3N) as the condensation agent. The dicarboxylic used is 2,6-Pyridine dicarbonyl dichloride acid. The curcumin analogues were prepared by acid catalyzed Aldol condensation reaction. These copolyesters were characterized by FT-IR. The fluorescence of the synthesized copolyesters was also investigated. Furthermore, Thermo gravimetric analysis (TGA) was used to investigate the thermal stability of these copolymers

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Muhanad, T. Almayyahi, A. Saleh Basil, and A. Almayyahi Baqer. "Synthesis and Characterization of Some New Copolyester from Curcumin Mono-Carbonyl Analogues." Biomedicine and Chemical Sciences 1, no. 3 (2022): 147–59. https://doi.org/10.48112/bcs.v1i3.179.

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Nine copolyesters were prepared from a dicarboxylic acid, curcumin analogues (monocarbonyl) and phenophthalene dye in the mole ratio of 2:1:1 by direct polycondensation using triethylamine (Et<sub>3</sub>N) as the condensation agent. The dicarboxylic used is 2,6-Pyridine dicarbonyl dichloride acid. The curcumin analogues were prepared by acid catalyzed Aldol condensation reaction. These copolyesters were characterized by FT-IR. The fluorescence of the synthesized copolyesters was also investigated. Furthermore, Thermo gravimetric analysis (TGA) was used to investigate the thermal stability of these copolymers.

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Dar’in, Dmitry, Grigory Kantin та Mikhail Krasavin. "Practical Application of the Aqueous ‘Sulfonyl-Azide-Free’ (SAFE) Diazo Transfer Protocol to Less α-C–H Acidic Ketones and Esters". Synthesis 51, № 22 (2019): 4284–90. http://dx.doi.org/10.1055/s-0039-1690613.

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The earlier described ‘sulfonyl-azide-free’ (‘SAFE’) protocol for diazo transfer to CH-acidic 1,3-dicarbonyl compounds (and their similarly activated congeners) has been extended to the less reactive monocarbonyl substrates, which previously required a separate activation step. Formylation in situ, followed by the addition of an optimized amount of the ‘SAFE cocktail’ (obtained by mixing sodium azide, potassium carbonate, and m-carboxybenzenesulfonyl chloride in water) led to the formation of the desired diazo compounds, which were isolated by extraction in moderate to excellent yields, and, in most cases, with no need for additional purification.

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Shetty, Dinesh, Yong Kim, Hyunsuk Shim, and James Snyder. "Eliminating the Heart from the Curcumin Molecule: Monocarbonyl Curcumin Mimics (MACs)." Molecules 20, no. 1 (2014): 249–92. http://dx.doi.org/10.3390/molecules20010249.

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Brown, Andrew, Qi Shi, Terry W. Moore, et al. "Monocarbonyl Curcumin Analogues: Heterocyclic Pleiotropic Kinase Inhibitors That Mediate Anticancer Properties." Journal of Medicinal Chemistry 56, no. 9 (2013): 3456–66. http://dx.doi.org/10.1021/jm4002692.

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Karagianni, Alexandra, Styliani Timotheatou, Vasiliki Manakou, et al. "Monocarbonyl curcuminoids as potential photosensitizers in photodynamic therapy against skin cancer." Journal of Photochemistry and Photobiology B: Biology 260 (November 2024): 113025. http://dx.doi.org/10.1016/j.jphotobiol.2024.113025.

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Van de Walle, Tim, Atiruj Theppawong, Charlotte Grootaert, et al. "Synthesis and cytotoxic evaluation of monocarbonyl curcuminoids and their pyrazoline derivatives." Monatshefte für Chemie - Chemical Monthly 150, no. 12 (2019): 2045–51. http://dx.doi.org/10.1007/s00706-019-02516-1.

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Ho, Phyllis E., Jason Tao, and Graham K. Murphy. "Wittig Reagents as Metallocarbene Precursors: In Situ Generated Monocarbonyl Iodonium Ylides." European Journal of Organic Chemistry 2013, no. 29 (2013): 6540–44. http://dx.doi.org/10.1002/ejoc.201300954.

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Zhuo, Chun-Xiang, and Jia-Le Wang. "Catalytic Deoxygenative Cyclopropanation of 1,2-Dicarbonyl or Monocarbonyl Compounds via Molybdenum Catalysis." Synlett 33, no. 07 (2021): 599–608. http://dx.doi.org/10.1055/a-1696-4553.

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AbstractThe cyclopropanation of alkenes through the transition-metal-catalyzed decomposition of diazo compounds is a powerful and straightforward strategy to produce cyclopropanes. Nevertheless, the appeal of further application of this strategy is tempered by the potentially explosive nature of the diazo substrates. Therefore, it is highly desirable to develop sustainable and operationally safe surrogates for diazo compounds. In this Synpacts article, we discuss recent advances on the cyclopropane syntheses through the catalytic cyclopropanation of alkenes and metal carbenes generated in situ from nondiazo precursors as well as highlight our recent progress on the unprecedented molybdenum-catalyzed deoxygenative cyclopropanation reaction of 1,2-dicarbonyl or monocarbonyl compounds.

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Xie, Jingwen, Yingxin Zhao, Xingyu Liu, et al. "The effect and mechanism of novel methoxy curcumin analogs based on network pharmacology." Medicine 103, no. 7 (2024): e36483. http://dx.doi.org/10.1097/md.0000000000036483.

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In this study, a series of novel compounds were synthesized by introducing the 3,4,5-trimethoxyphenyl and isatin groups into the monocarbonyl skeleton of curcumin. The possible biological activities and potential targets for these compounds were explored through network pharmacology. The results revealed that these compounds could significantly inhibit production of the inflammatory factors IL-6 and TNF-α, and suppress phosphorylation of the extracellular signal-regulated kinase (ERK) protein. Moreover, molecular docking experiments showed that the ERK protein was the potential target for these compounds. In summary, this study, through network pharmacology, presents a novel series of methoxy curcumin analogs as potent anti-inflammatory drugs.

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Yoo, Changho, Seohee Oh, Jin Kim, and Yunho Lee. "Transmethylation of a four-coordinate nickel(i) monocarbonyl species with methyl iodide." Chem. Sci. 5, no. 10 (2014): 3853–58. http://dx.doi.org/10.1039/c4sc01089b.

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Manohar, Sunny, Shabana I. Khan, Shamseer Kulangara Kandi, et al. "Synthesis, antimalarial activity and cytotoxic potential of new monocarbonyl analogues of curcumin." Bioorganic & Medicinal Chemistry Letters 23, no. 1 (2013): 112–16. http://dx.doi.org/10.1016/j.bmcl.2012.11.004.

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Karthikeyan, Natesan Sundarmurthy, Kulathu Iyer Sathiyanarayanan, Paduthapillai Gopal Aravindan, and P. Giridharan. "Synthesis, crystal structure, and anticancer properties of cyclic monocarbonyl analogs of curcumin." Medicinal Chemistry Research 20, no. 1 (2009): 81–87. http://dx.doi.org/10.1007/s00044-009-9284-7.

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Tremblay, Benoı̂t, and Laurent Manceron. "Far-infrared spectrum and structure of copper monocarbonyl isolated in solid argon." Chemical Physics 242, no. 2 (1999): 235–40. http://dx.doi.org/10.1016/s0301-0104(99)00027-0.

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Quoc Hoan, Duong, Nguyen Thi Thanh Xuan, Truong Minh Luong, and Tran Thi Trang. "CHARACTERIZATION AND BIO-ACTIVITY EVALUATION OF TWO NEW ACETOHYDRAZIDES SYNTHESIZED FROM CURCUMIN AND MONOCARBONYL CURCUMIN ANALOG." Journal of Science, Natural Science 61, no. 9 (2016): 11–20. http://dx.doi.org/10.18173/2354-1059.2016-0050.

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Matiadis, Dimitris, See-Ting Ng, Eric H. L. Chen, et al. "Synthesis and Biological Evaluation of Hydroxylated Monocarbonyl Curcumin Derivatives as Potential Inducers of Neprilysin Activity." Biomedicines 9, no. 8 (2021): 955. http://dx.doi.org/10.3390/biomedicines9080955.

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Background: Alzheimer’s disease (AD) involves impairment of Aβ clearance. Neprilysin (NEP) is the most efficient Aβ peptidase. Enhancement of the activity or expression of NEP may provide a prominent therapeutic strategy against AD. Aims: Ten hydroxylated monocarbonyl curcumin derivatives were designed, synthesized and evaluated for their NEP upregulating potential using sensitive fluorescence-based Aβ digestion and inhibition assays. Results: Compound 4 was the most active one, resulting in a 50% increase in Aβ cleavage activity. Cyclohexanone-bearing derivatives exhibited higher activity enhancement compared to their acetone counterparts. Inhibition experiments with the NEP-specific inhibitor thiorphan resulted in dramatic cleavage reduction. Conclusion: The increased Aβ cleavage activity and the ease of synthesis of 4 renders it an extremely attractive lead compound.

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Ochiai, Masahito, and Yutaka Kitagawa. "Reaction of .LAMBDA.3-Vinyliodanes. Generation and Alkylidene-Transfer of Monocarbonyl Iodonium Ylides." Journal of Synthetic Organic Chemistry, Japan 58, no. 11 (2000): 1048–56. http://dx.doi.org/10.5059/yukigoseikyokaishi.58.1048.

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Klyukin, I. N., A. V. Kolbunova, N. A. Selivanov, et al. "Study of Protonation of the Monocarbonyl Derivative of the closo-Decaborate Anion [B10H9CO]–." Russian Journal of Inorganic Chemistry 66, no. 12 (2021): 1798–801. http://dx.doi.org/10.1134/s003602362112007x.

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Pozdnyakov, D. I., and A. A. Vikhor. "Anti-apoptotic effects of trimethoxy-substituted monocarbonyl curcumin analogues in experimental Alzheimer’s disease." Journal of Siberian Medical Sciences 8, no. 3 (2024): 77–90. http://dx.doi.org/10.31549/2542-1174-2024-8-3-77-90.

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Introduction. Alzheimer’s disease (AD) is one of the most common dementia disorders with an alarming rate of spread. The significant medical, social and economic burden of this disease makes it necessary to develop new agents for its treatment. In this case, the action of these agents can be focused on specific pathophysiological mechanisms of the disease, for example, apoptosis. Aim. To study the effect of new monocarbonyl curcumin analogues on the change in the apoptotic response in rat brain under experimental AD. Materials and methods. AD was simulated in female Wistar rats by injecting beta-amyloid aggregates (1-42) into the CA1 region of the hippocampus. The studied compounds (1E, 4E)-1,5-bis (3,4,5-trimethoxyphenyl) penta-1,4-dien-3-one (code named AZBAX4) and (1E, 4E)-1,5-bis (2,4,6-trimethoxyphenyl) penta-1,4-dien-3-one (code named AZBAX6) at doses of 20 mg/kg (orally) each compound and the reference drug, donepezil at a dose of 50 mg/kg (orally) were administered for 30 days from the start of pathology modeling. Thereafter, samples of the hippocampus and cerebral cortex were collected from the animals for assessment of the concentration of apoptosis-related biomarkers: cytochrome c, apoptosis-inducing factor, caspase-3 and PUMA protein. Results. The administration of AZBAX4 and AZBAX6 compounds, as well as of the reference drug, contributed to a significant decrease in the concentration of proapoptotic biomarkers both in the hippocampus and cerebral cortex. The concentration of biomarkers of the intrinsic pathway of apoptosis (apoptosis-inducing factor and cytochrome c) was significantly (p < 0.05) lower in animals treated with AZBAX4 compared to rats treated with AZBAX6 and donepezil. Conclusion. The present study showed the relevance of further investigation of (1E, 4E)-1,5-bis (3,4,5-trimethoxyphenyl) penta-1,4-dien-3-one as an anti-apoptotic agent for therapy of AD.

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