Antiprotozoal Linear Furanosesterterpenoids from the Marine Sponge Ircinia oros

Chianese, Giuseppina; Silber, Johanna; Luciano, Paolo; Merten, Christian; Erpenbeck, Dirk; Topaloglu, Bülent; Kaiser, Marcel und Tasdemir, Deniz (2017): Antiprotozoal Linear Furanosesterterpenoids from the Marine Sponge Ircinia oros. In: Journal of Natural Products, Bd. 80, Nr. 9: S. 2566-2571

Abstract

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.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Geowissenschaften > Department für Geo- und Umweltwissenschaften
• Fakultätsübergreifende Einrichtungen: GeoBio-Center
• Themengebiete: 500 Naturwissenschaften und Mathematik > 550 Geowissenschaften, Geologie ; 500 Naturwissenschaften und Mathematik > 500 Naturwissenschaften
• ISSN: 0163-3864
• Sprache: Englisch