NDLI: Oxidative Aromatization, Cytotoxic Activity Evaluation and Conformational Study of Novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione Derivatives.

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Oxidative Aromatization, Cytotoxic Activity Evaluation and Conformational Study of Novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione Derivatives.

Content Provider	Europe PMC
Author	Motamedi, Radineh Shafiee, Abbas Rezai, Mohammad Reza Firuzi, Omidreza Edraki, Najmeh Miri, Ramin
Abstract	In the present work, novel 7-aryl-10, 11-dihydro-7H-chromeno [4, 3-b]quinoline-6, 8(9H, 12H)-dione derivatives were synthesized by oxidation of 7-aryl-8, 9, 10, 12-tetrahydro-7H-chromeno[4, 3-b]quinoline-6, 8-diones in the presence of silica sulfuric acid/NaNO2 with yields of 64-74%. Cytotoxic activity of synthesized compounds was assessed on three different human cancer cell lines (K562, LS180, and MCF-7). Synthesized compounds showed moderate cytotoxic activities. The most active one apeared to be 2e, containing a methoxy group on the meta position of phenyl ring (IC50 range in different cell lines: 11.1–55.7 µM). Furthermore; comparison of the cytotoxic activity of these novel oxidized derivatives with non-oxidized counterparts revealed that oxidation of dihydropyridine ring to pyridine, improves the activity especially in LS180 cell line. Conformational analysis revealed that some conformational aspects of oxidized derivatives such as orientation of C7-aryl substitute were clearly different from non-oxidized ones.
ISSN	17350328
Journal	Iranian Journal of Pharmaceutical Research : IJPR
Volume Number	13
PubMed Central reference number	PMC3985264
Issue Number	1
PubMed reference number	24734061
e-ISSN	17266890
Language	English
Publisher	Shaheed Beheshti University of Medical Sciences
Publisher Date	2014-01-01
Publisher Place	Tehran, Iran
Access Restriction	Open
Rights License	This is an Open Access article distributed under the terms of the Creative Commons Attribution License, (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. © 2014 by School of Pharmacy, Shaheed Beheshti University of Medical Sciences and Health Services
Subject Keyword	Oxidative aromatization Chromeno [4 3-b]quinolone Cytotoxicity Conformational analysis
Content Type	Text
Resource Type	Article
Subject	Pharmacology, Toxicology and Pharmaceutics Pharmacology (medical)

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