4.7 Article

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

Journal

JOURNAL OF NATURAL PRODUCTS
Volume 77, Issue 6, Pages 1321-1328

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/np500014m

Keywords

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Funding

  1. Russian Foundation for Basic Research [RFBR N 14-04-00910-a, 14-04-32052]
  2. Russian Federation [MK-6019.2014.4]
  3. Program of the Presidium of the Far Eastern Branch of RAS [12-I-P6-11, 14-III-D-06025]
  4. Russian Federation Program for Support of the Leading Scientific Schools [148.2014.4]

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Six 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 cytotcodcity toward HL-60 cells.

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