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Journal of Chemistry
Volume 2017 (2017), Article ID 3687182, 8 pages
https://doi.org/10.1155/2017/3687182
Research Article

Synthesis and Biological Evaluation of New (−)-Gossypol-Derived Schiff Bases and Hydrazones

1School of Chemical Engineering, Hanoi University of Science and Technology, No. 1 Dai Co Viet, Hai Ba Trung, Hanoi, Vietnam
2Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam
3Institute of Biotechnology, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam
4Hanoi University of Pharmacy (HUP), 13-15 Le Thanh Tong, Hanoi, Vietnam
5Leibniz Institute for Catalysis at the University of Rostock, Albert-Einstein-Str. 29A, 18059 Rostock, Germany

Correspondence should be addressed to Tran Khac Vu; nv.ude.tsuh@cahknart.uv

Received 8 June 2017; Revised 19 August 2017; Accepted 13 September 2017; Published 17 October 2017

Academic Editor: Mire Zloh

Copyright © 2017 Vu Van Vu et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

A series of 14 new ()-gossypol Schiff bases and hydrazones have been synthesized via an in situ procedure in high yields. Structural data showed that all target compounds exist as the enamine tautomer. Bioassays showed that several compounds exhibited cytotoxic effects against three human cancer cell lines. Compound 8a showed the greatest cytotoxic effect against hepatocellular carcinoma (HepG2), lung carcinoma (LU-1), and breast cancer (MCF-7) cell lines with IC50 values of 20.93, 13.58, and 9.40 μM, respectively. However, in an antibacterial test, compounds 8a and 8b inhibited Staphylococcus aureus and Bacillus cereus and compound 8e inhibited only Staphylococcus aureus at the same MIC values of 1024 μg/ml.