Antiprotozoal Linear Furanosesterterpenoids from the Marine Sponge Ircinia oros

Chianese G., Silber J., Luciano P., Merten C., Erpenbeck D., Topaloglu B., ...Daha Fazla

JOURNAL OF NATURAL PRODUCTS, cilt.80, sa.9, ss.2566-2571, 2017 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 80 Sayı: 9
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1021/acs.jnatprod.7b00543
  • Dergi Adı: JOURNAL OF NATURAL PRODUCTS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2566-2571
  • İstanbul Üniversitesi Adresli: Evet

Özet

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.