Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents

European Journal of Medicinal Chemistry
Nidhi GuptaPayare L Sangwan

Abstract

Different benzylidene derivatives (15a-o and 16a-o) of betulinic acid were designed and synthesized in an effort to develop potent anticancer agents. All the synthesized derivatives along with betulinic acid were evaluated for cytotoxicity against a panel of five different human cancer cell lines A-549 (Lung), PC-3 (Prostate), HCT 116 (Colon), MCF-7 (Breast) and MIA PaCa-2 (Pancreatic) using SRB assay. Pharmacological results showed that compounds 15b, 15c, 15i, 15k, 16a-c and 16l were found to have promising cytotoxic profile against various cancer cell lines tested (IC50 1-2 μM). Best results were observed for compound 16c with IC50 values 1.5, 1.6, 1.36, 3.5 and 3.2 μM against A-549, PC-3, HCT 116, MCF-7 and MIA PaCa-2 cell lines, respectively. Mechanistic study of compound 16c revealed that it inhibits the colony formation and restrict the migration in HCT 116 cells in vitro. It also induces growth arrest with characterized morphological changes and loss of mitochondrial membrane potential (MMP) in a concentration dependent manner.

Citations

Jan 24, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Joana L C SousaArtur M S Silva
Mar 22, 2019·International Journal of Molecular Sciences·Ewa BębenekStanisław Boryczka
Aug 4, 2018·Current Medical Science·Qiu-Xia HuangXing Zheng
May 14, 2021·Toxicon : Official Journal of the International Society on Toxinology·Leandro S NascimentoValdir F Veiga-Junior

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