Timofey V. Malyarenko 1 , 2 , * , Olesya S. Malyarenko 1 , Alla A. Kicha 1 , Natalia V. Ivanchina 1 , Anatoly I. Kalinovsky 1 , Pavel S. Dmitrenok 1 , Svetlana P. Ermakova 1 , Valentin A. Stonik 1 , 2
01 November 2018
New marine glycoconjugates—the steroidal glycosides designated as anthenosides V–X ( 1– 3)—and the seven previously known anthenosides E ( 4), G ( 5), J ( 6), K ( 7), S1 ( 8), S4 ( 9), and S6 ( 10) were isolated from the extract of the tropical starfish Anthenea aspera. The structures of 1– 3 were elucidated by extensive NMR and ESIMS techniques. Glycoside 1 contains a rare 5α-cholest-8(14)-ene-3α,7β,16α-hydroxysteroidal nucleus. Compounds 2 and 3 were isolated as inseparable mixtures of epimers. All investigated compounds ( 1– 10) at nontoxic concentrations inhibited colony formation of human melanoma RPMI-7951, breast cancer T-47D, and colorectal carcinoma HT-29 cells to a variable degree. The mixture of 6 and 7 possessed significant anticancer activity and induced apoptosis of HT-29 cells. The molecular mechanism of the proapoptotic action of this mixture was shown to be associated with the regulation of anti- and proapoptotic protein expression followed by the activation of initiator and effector caspases.