TITLE:
Synthesis and Anti-Tumor Activities of Fluoride-Containing Gossypol Derivatives Compounds
AUTHORS:
Liying Zeng, Yijian Deng, Lidong Weng, Zhijun Yang, Huoji Chen, Qiang Liu
KEYWORDS:
Gossypol Derivatives, Fluoride-Containing, Synthesis, Anti-Tumor Activity
JOURNAL NAME:
Natural Science,
Vol.9 No.9,
September
19,
2017
ABSTRACT: We
report herein the design and synthesis of a series of novel fluoride-containing
gossypol derivatives by the condensation reaction of gossypol with
fluoride-containing aromatic amine. These fluoride-containing gossypol derivatives
were characterized by IR, 1H-NMR and high resolution mass
spectral data, then screened as antitumor agents against three human cancer
cell lines (HeLa, A-549 and BGC-823) and a normal cell line (VEC) in
vitro by using MTT cell proliferation assays. Results revealed that
compounds 3a, 3c and 3f exhibited superior anticancer activity against HeLa,
compounds 3b,3c, 3e and 3f exhibited superior anticancer activity against
A-549, compounds 3b, 3c and 3f exhibited superior anticancer activity against
BGC-823 compared to gossypol. In particular, fluorine substituent at the para
positions of the phenyl ring showed remarkable inhibitory effects on HeLa(3c:
IC50 = 14.2 μM, 3f:IC50 = 8.34 μM),
A-549(3c: IC50 = 6.32 μM, 3f: IC50 = 9.76 μM)
and BGC-823 cells(3c: IC50 = 8.62 μM, 3f: IC50 =
4.36 μM). Furthermore, all the compounds 3a-3f exhibited lessened cytotoxicity
against VEC compared to gossypol.