- Synthesis, characterization, antimicrobial, cytotoxic, DNA-interaction, molecular docking and DFT studies of novel di- and tri-organotin(IV) carboxylates using 3-(3-nitrophenyl)2-methylpropenoic acid
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One diorganotin(IV) [n-Bu2SnL2] (1) and two triorganotin(IV) carboxylates [n-Bu3SnL] (2) and [Ph3SnL] (3) [L = 3-(3-nitrophenyl) 2-methylpropenoic acid] were synthesized and characterized by elemental analysis, FT-IR and NMR (1H, 13C) spectroscopies. The geometry of complexes and binding mode of ligand were worked out through FT-IR and NMR spectroscopies. The ligand coordinate with Sn via carboxylato oxygen in monodentate fashion leading to four coordinated?geometries around Sn center. The effectiveness of complexes towards their antimicrobial and cytotoxic potential was evaluated and a significant extent of antimicrobial potential was observed with a few exceptions. Molecular docking studies were performed for these complexes to check their interaction with DNA. Results from this study revealed that these compounds can bind favorably with cisplatin binding site and targeting the major groove of DNA. The complex-DNA interaction study was also performed through UV-Vis spectroscopic technique and viscosity measurement, and the observed experimental results were well matched with theoretical results. Computational vibrational analysis, frontier molecular orbital (FMO), natural bond orbitals (NBOs), linear and non-linear optical (NLO) properties of ligand and complexes 1-3 were calculated by density functional theory (DFT) and time-dependent DFT (TDDFT) using CAM-B3LYP/6-31G (d,p) level of theory to evaluate spectroscopic, structural parameters and reactivity patterns.
- Tariq, Muhammad,Khan, Rabbia,Hussain, Ajaz,Batool, Atia,Rasool, Faiz,Yar, Muhammad,Ayub, Kurshid,Sirajuddin, Muhammad,Ullah, Faizan,Ali, Saqib,Akhtar, Arusa,Kausar, Samia,Altaf, Ataf Ali
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p. 2407 - 2426
(2021/08/26)
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- Discovery of a novel inhibitor of nitric oxide production with potential therapeutic effect on acute inflammation
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Inflammation as a host's excessive immune response to stimulation, is involved in the development of numerous diseases. To discover novel anti-inflammatory agents and based on our previous synthetic work on marine natural product Chrysamide B, it and a series of derivatives were synthesized and evaluated for their anti-inflammatory activity on inhibition of LPS-induced NO production. Then the preliminary structure–activity relationships were conducted. Among them, Chrysamide B is the most potent anti-inflammatory agent with low cytotoxicity and strong inhibition on the production of NO (IC50 = 0.010 μM) and the activity of iNOS (IC50 = 0.082 μM) in LPS-stimulated RAW 264.7 cells. Primary studies suggested that the mechanism of action may be that it interfered the formation of active dimeric iNOS but not affected transcription and translation. Furthermore, its good performance of anti-inflammatory effect on LPS-induced multiple inflammatory cytokines production, carrageenan-induced paw edema, and endotoxin-induced septic mice, was observed. We believe that these findings would provide an idea for the further modification and research of these analogs in the future.
- Zhu, Long-Qing,Fan, Xiao-Hong,Li, Jun-Fang,Chen, Jin-Hong,Liang, Yan,Hu, Xiao-Ling,Ma, Shu-Meng,Hao, Xiang-Yong,Shi, Tao,Wang, Zhen
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supporting information
(2021/05/26)
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- Sodium tetraborate-dibenzo-18-crown ether-6 complex as reagent in the synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids
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Cinnamic acids have been prepared in 74-81% yields by a new synthesis from aromatic aldehydes and aliphatic carboxylic acids in the presence of anhydrous sodium tetraborate-dibenzo-18-crown ether-6 complex as reagent, 4-dimethylaminopyridine as activating agent, pyridine as base, and N-methyl-2-pyrolidinone as solvent, at reflux (180-190°C) for 10-12 hours.
- Chiriac, Constantin I.,Tanasa, Fulga,Nechifor, Marioara
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experimental part
p. 419 - 423
(2012/01/03)
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- A novel approach in cinnamic acid synthesis: Direct synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids in the presence of boron tribromide
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Cinnamic acids have been prepared in moderate to high yields by a new direct synthesis using aromatic aldehydes and aliphatic carboxylic acids, in the presence of boron tribromide as reagent, 4-dimethylaminopyridine (4-DMAP) and pyridine (Py) as bases and N-methyl-2-pyrolidinone (NMP) as solvent, at reflux (180-190°C) for 8-12 hours.
- Chiriac, Constantin I.,Tanasa, Fulga,Onciu, Marioara
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p. 481 - 487
(2007/10/03)
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- New boron reagents for designed organic synthesis. 2 cinnamic acids synthesis in the presence of sodium tetramethoxyborate-lithium chloride
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Cinnamic acids were prepared in good to high yields by Perkin reaction between aromatic aldehydes and aliphatic anhydrides in the presence of a boron compound, namely sodium tetramethoxyborate-lithium chloride, as a novel catalyst for this synthesis and N-methyl-pyrrolidin-2-one (NMP) as a solvent, at reflux (170-180°C) for 9-12 hours.
- Chiriac, Constantin I.,Tanasǎ, Fulga,Onciu, Marioara
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p. 627 - 631
(2007/10/03)
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- A new direct synthesis of cinnamic acids from aromatic aldehydes and aliphatic carboxylic acids in the presence of sodium borohydride
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Cinnamic acids have been prepared in 59-86% yields by a new direct synthesis from aromatic aldehydes and aliphatic carboxylic acids in the presence of sodium borohydride and N-methyl-2-pyrrolidinone (NMP) as solvent, at reflux (185-190°C), for 9-12 hours. Without sodium borohydride, this reaction is not possible.
- Chiriac, Constantin I.,Tanasa, Fulga,Onciu, Marioara
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p. 3579 - 3580
(2007/10/03)
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