np500014m_si_001.pdf (9.34 MB)
Oxirapentyns F–K from the Marine-Sediment-Derived Fungus Isaria felina KMM 4639
journal contribution
posted on 2014-06-27, 00:00 authored by Anton N. Yurchenko, Olga F. Smetanina, Anatoly I. Kalinovsky, Michael A. Pushilin, Valeriy P. Glazunov, Yuliya V. Khudyakova, Natalya N. Kirichuk, Svetlana P. Ermakova, Sergey A. Dyshlovoy, Ekaterina
A. Yurchenko, Shamil Sh. AfiyatullovSix new highly oxygenated chromene
derivatives, oxirapentyns F–K (2–7), one new polyketide (8), one new benzofurane
(9), and two known cyclodepsipeptides, isoisariin B and
isaridin E, were isolated from the lipophilic extract of the marine-derived
fungus Isaria felina KMM 4639. The structures of
compounds 2–9 were determined using
spectroscopic methods. The relative configurations of compounds 2–7 were established through a combination
of NOE data and spin coupling constants, and these results were confirmed
by X-ray crystallographic analysis of 4. The absolute
structures of all oxirapentyns were assumed based on their biogenetic
relationship and confirmed using the modified Mosher’s method
on 2 and 7. Isariketide (8)
showed moderate cytotoxicity toward HL-60 cells.