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Oxirapentyns F–K from the Marine-Sediment-Derived Fungus Isaria felina KMM 4639

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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. Afiyatullov
Six new highly oxygenated chromene derivatives, oxirapentyns F–K (27), 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 29 were determined using spectroscopic methods. The relative configurations of compounds 27 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.

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