Premium
Design, Synthesis and In‐Vitro Antitumor Activity of Lupeol Derivatives via Modification at C‐3 and C‐30 Positions
Author(s) -
Saini Monika,
Khan Mohammad Faheem,
Sangwan Reetu,
Khan Mohsin Ali,
Kumar Ashok,
Verma Ruchi,
Ahamad Tanveer,
Jain Sudha
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201803101
Subject(s) - hela , lupeol , a549 cell , chemistry , in vitro , cell culture , stereochemistry , pyrimidine , biochemistry , biology , genetics
Lupeol has been isolated from ethanol extract of stem bark of Bombax ceiba through normal phase column chromatography. Total fourteen derivatives of lupeol were synthesized and assayed for in vitro antitumor activities against MDA MB‐231, HeLa and A549 cell lines. In cell proliferation experiments, pyrimidine‐2(5H)‐thione derivative (15) was found to be most potent and significantly inhibited all three tested cancer cell lines i. e. MDA MB‐231 (IC 50 27.13±2.13), HeLa (IC 50 45.95±1.42) and A549 (IC 50 46.27±0.9). The (2, 4‐dinitrophenyl) hydrazyl‐3‐lupeol Derivative (12) exhibited antitumor activity against MDA MB‐231 (IC 50 35.88±1.9) and HeLa cells (IC 50 31.91±1.6) whereas (2, 4‐dinitrophenyl)‐2H‐imidazole derivative (14) showed activity against MDA MB‐231 (IC 50 38.05±1.9) and A549 (IC 50 42.01±0.90) cells respectively. Structure activity relationship is also described. Our study showed that compound 15 exhibited promising activity against MDA MB‐231 and A549 cancer cell lines.