سنتز، فعالیت بیولوژیکی و مطالعات داکینگ مشتقات جدید بازهای شیف ایساتین

عزیزیان, جواد and محمدی, محمد کاظم and فیروزی, امیدرضا and رزاقی اصل, نیما and میری, رامین (1390) سنتز، فعالیت بیولوژیکی و مطالعات داکینگ مشتقات جدید بازهای شیف ایساتین. Medicinal Chemistry Research ــ 21 (11). pp. 3730-3740. شاپا 1054-2523

Text - Published Version
[img] Text - Published Version
محدود به Repository staff only


Official URL: http://link.springer.com/article/10.1007%2Fs00044-...


Synthesis, biological activity and docking study of some new isatin schiff base derivatives

English Abstract

Abstract A set of novel Schiff bases of isatin were synthesized and characterized by reaction of isatin with various aromatic or heterocyclic primary amines. Cytotoxic activities for some of the synthesized compounds were evaluated by MTT assay in three human cancer cell lines (HeLa, LS180 and Raji). Half of the tested compounds showed good cytotoxicity in HeLa cells. 3-(2-(4-nitrophenyl) hydrazono) indolin-2-one was found to be the most potent molecule among the studied isatin derivatives. Docking studies of 3-substituted indolin-2-one scaffolds on vascular endothelial growth factor receptor 2 (VEGFR-2) involved in cell proliferation and angiogenesis was performed. 3-(naphthalen-1-ylimino) indolin-2-one and 3-(2-(4-nitrophenyl) hydrazono) indolin-2-one exhibited higher docking binding energies with receptor. For 3-(2-(4-nitrophenyl) hydrazono) indolin-2-one, H-bond interaction with Cys917 residue of target active site was in common with reported crystallographic benzoimidazole derivative (PDB code: 2OH4). New key H-bonds involving Glu915, Asn921, and Arg1049 residues in VEGFR-2 active site could be detected for 3-(2-(4-nitrophenyl) hydrazono) indolin-2-one. Extended lipophilic rings containing H-bond acceptors on the 3 position of indoline scaffold seemed to be important factors in developing potent VEGFR-2 inhibitors virtually. Based on the ligand efficiency indices, some isoxazole or thiazole substituted isatin derivatives may be regarded as efficient candidates for further molecular developments of anticancer agents

Item Type:Article
زبان سند : انگلیسی
نویسنده اول :جواد عزیزیان
نویسنده :محمد کاظم محمدی
نویسنده :امیدرضا فیروزی
نویسنده :نیما رزاقی اصل
نویسنده مسئول :رامین میری
Additional Information:2012 - Impact Factor : 1.612 Indexing in: Science Citation Index Expanded (SciSearch), Journal Citation Reports/Science Edition, SCOPUS, EMBASE, Chemical Abstracts Service (CAS), Google Scholar, CAB International, Academic OneFile, AGRICOLA, Biological Abstracts, BIOSIS, CAB Abstracts, ChemWeb, Chimica, Current Contents/ Life Sciences, Gale, Global Health, Index to Scienctific & Technical Proceedings, OCLC, Reaxys, SCImago, Summon by ProQuest
Uncontrolled Keywords:ایساتین، بازهای شیف، سنتز، سیتوتوکسیسیتی، داکینگ
کلیدواژه ها (انگلیسی):Isatin, Schiff base, Synthesis, Cytotoxicity, Docking
Subjects:QV pharmacology > QV 744 Medicinal Chemistry
Divisions:School of Pharmacy > Department of Medicinal Chemistry
ID Code:5388
Deposited By: Dr Nima Razzaghi-Asl
Deposited On:04 Sep 1393 08:02
Last Modified:04 Sep 1393 08:02

Repository Staff Only: item control page

Document Downloads

More statistics for this item...