M. G. Prasad, C. Lakshmi, N. K. Katari
Apr 9, 2020
Citations
0
Influential Citations
3
Citations
Quality indicators
Journal
Anti-cancer agents in medicinal chemistry
Abstract
BACKGROUND The 2-amino 1,3,4-thiadiazole framework has attracted considerable interest because of its prevalence in compounds possessing a wide range of pharmacological properties including anticancer / antitumor activities. Though a number of methods have been reported for the synthesis of this class of compounds some of them are not straightforward, inexpensive and environmentally friendly. OBJECTIVE To synthesize 2-amino-1,3,4-thiadiazole derivatives that could act as potential anticancer agents. METHODS The use of lemon juice as an inexpensive and readily available biocatalyst was explored in the synthesis of 2-amino 1,3,4- thiadiazole derivatives. Accordingly, a convenient method has been developed for the rapid synthesis of this class of compounds under a mild and non-hazardous reaction condition in good yields. The methodology involved reaction of various acid hydrazides with TMSNCS in the presence of lemon juice in PEG-400 at room temperature (25-30ºC) under ultrasound irradiation. These compounds were assessed for their cytotoxic properties against two different metastatic breast cancer cell lines e.g. MDAMB-231 and MCF-7 and subsequently against SIRT1. RESULTS The 2-amino 1,3,4-thiadiazole derivative 3a, 3i, 3j and 3l showed promising growth inhibition of MDAMB-231 and MCF-7 cell lines and SIRT1 inhibition in vitro. Indeed, 3i was found to be a potent inhibitor of SIRT1. CONCLUSION An ultrasound assisted method facilitated by lemon juice has been developed to synthesize 2-amino-1,3,4-thiadiazole derivatives that could act as potential anticancer agents.