Chianese, G.; Silber, J.; Luciano, P.; Merten, C.; Erpenbeck, D.; Topaloğlu, B.; Kaiser, M.; Tasdemir, D. (2017). Antiprotozoal Linear Furanosesterterpenoids from the Marine Sponge Ircinia oros. Journal of Natural Products. 80(9): 2566-2571.

359946

10.1021/acs.jnatprod.7b00543 [view]

Chianese, G.; Silber, J.; Luciano, P.; Merten, C.; Erpenbeck, D.; Topaloğlu, B.; Kaiser, M.; Tasdemir, D.

2017

80(9): 2566-2571

Publication

Available for editors   [request]

Chemical investigation of the marine sponge Ircinia oros yielded four linear furanosesterterpenoids, including the known metabolites ircinin-1 (1) and ircinin-2 (2) and two new compounds, ircinialactam E (3) and ircinialactam F (4). Their chemical structures were elucidated by using a combination of [a]D, NMR, HRMS, and FT-IR spectroscopy. The absolute configuration of C-18 in compounds 1-3 was identified as R by electronic circular dichroism (ECD) spectroscopy coupled with time-dependent density functional theory calculations. Compounds 1-4 showed moderate leishmanicidal, trypanocidal, and antiplasmodial activities (IC50 values 28-130 µM). This is the second report of rare glycinyl lactam derivatives 3 and 4 from the genus Ircinia.

Mediterranean

Chemistry

Porifera

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