Synthesis, biological evaluation and SAR analysis of O-alkylated analogs of quercetin for anticancer.

Abstract

O-Alkylated quercetin analogs were synthesized and their anticancer activities were assessed by a high-throughout screening (HTS) method. The structure-activity relationships (SAR) showed that introduction of long alkyl chain such as propyl group at the C-3 OH position or short alkyl chain such as ethyl group at the C-4' OH position were very important for keeping inhibitory activities against the 16 cancer cell lines. Furthermore, when the two n-butyl groups were introduced into the C-3, C-7 or C-4', C-7 positions, the anticancer activity was enhanced.

• Authors: Zhi-Hao Shi, Nian-Guang Li, Yu-Ping Tang, Qian-Ping Shi, Wei Zhang, Peng-Xuan Zhang, Ze-Xi Dong, Wei Li, Xu Zhang, Hai-An Fu, Jin-Ao Duan
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 24 Issue 18 Pg. 4424-4427 (Sep 15 2014) ISSN: 1464-3405 [Electronic] England
• PMID: 25139569 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2014 Elsevier Ltd. All rights reserved.

Chemical References

• Antineoplastic Agents
• Quercetin

Topics

• Alkylation
• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Line, Tumor
• Cell Proliferation (drug effects)
• Dose-Response Relationship, Drug
• Drug Screening Assays, Antitumor
• HeLa Cells
• High-Throughput Screening Assays
• Humans
• Molecular Structure
• Quercetin (chemical synthesis, chemistry, pharmacology)
• Structure-Activity Relationship