Journal
MINI-REVIEWS IN MEDICINAL CHEMISTRY
Volume 18, Issue 19, Pages 1670-1682Publisher
BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1389557518666180424113819
Keywords
Pyranochromene; hydrazonoyl halides; thiazoles; thiadiazoles; molecular docking studies; antitumor activity
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Background: Chemotherapy has become one of the methods that are being adopted to treat cancer. Coumarins, thiazoles and thiadiazoles are versatile synthetic scaffolds possessing wide spectrum of biological effects including potential anticancer activity. Objective: In the efforts to develop suitable anticancer drugs, medicinal chemists have focused on coumarin derivatives. A series of novel thiazole-pyranochromene and thiadiazole-pyranochromene derivatives were synthesized via heterocyclization of varies hydrazonoyl halides with methyl pyrano[3,2-g]chromen-3-yl)ethylidene)hydrazine-1-carbodithio ate and pyrano[3, 2-g]chromen-3-yl)ethylidene)-hydrazine-1-carbothio amide, respectively. Method: All the newly synthesized compounds have been characterized on the basis of elemental analysis and spectral data (IR, 1H and 13C NMR, Mass). Moreover, all the products were evaluated for their anticancer activity against HEPG2-1. Results: The results revealed that six new compounds showed promising anticancer activity. Conclusion: In the present paper, 3-acety1-5 -methoxy-8-methyl-2H,6H-pyrano [3,2-g] chromene-2,6-dione proved to be a useful precursor for synthesis of various 1,3-thiazoles and 1,2,4-thiadiazoles incorporating pyrano[3,2-g]chromene moiety as anticancer agents. The computational studies using MOE 2014.09 software are confirming the results in biological activity.
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