Antiprotozoal Linear Furanosesterterpenoids from the Marine Sponge Ircinia oros

作者:Chianese Giuseppina; Silber Johanna; Luciano Paolo; Merten Christian; Erpenbeck Dirk; Topaloglu Bulent; Kaiser Marcel; Tasdemir Deniz*
来源:Journal of Natural Products, 2017, 80(9): 2566-2571.
DOI:10.1021/acs.jnatprod.7b00543

摘要

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 [alpha](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 mu M). This is the second report of rare glycinyl lactam derivatives 3 and 4 from the genus Ircinia.

  • 出版日期2017-9