2850-58-0Relevant academic research and scientific papers
Synthesis of canthardin sulfanilamides and their acid anhydride analogues via a ring-opening reaction of activated aziridines and their associated pharmacological effects
Chiang, Ling-Ling,Tseng, Ing-Jy,Lin, Pen-Yuan,Sheu, Shiow-Yunn,Lin, Ching-Tung,Hsieh, Yun-Han,Lin, Yi-Jing,Chen, Hsiao-Ling,Lin, Mei-Hsiang
, (2016)
The cantharidinimide derivatives, 5a-h, including sulfanilamides containing pyrimidyl, pyrazinyl, hydrogen, thiazolyl, and oxazolyl groups were synthesized. Modification of cantharidinimide by means of the reaction of activated aziridine ring opening led to the discovery of a novel class of antitumor compounds. The analogues 10i-k, 11l-n, 12o-p, and 16q-s were obtained from treating cantharidinimide 6 and analogues (7, 8, and 13) with activated aziridines, which produced a series of ring-opened products including normal and abnormal types. Some of these compounds showed cytotoxic effects in vitro against HL-60, Hep3B, MCF7, and MDA-MB-231 cancer cells. The most potent cytostatic compound, N-cantharidinimido-sulfamethazine (5a), exhibited anti-HL-60 and anti-Hep3B cell activities. Two compounds 5g and 5h displayed slight effects on the Hep3B cell line, while the other compounds produced no response in these four cell lines.
