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Mar. Drugs 2016, 14(7), 122; doi:10.3390/md14070122

Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672

1
G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, Russia
2
School of Natural Science, Far Eastern Federal University, Sukhanova St., 8, Vladivostok 690000, Russia
3
Laboratory of Experimantal Oncology, Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center Hamburg-Eppendorf, Hamburg 20246, Germany
*
Author to whom correspondence should be addressed.
Academic Editor: Vassilios Roussis
Received: 14 April 2016 / Revised: 6 June 2016 / Accepted: 8 June 2016 / Published: 27 June 2016
View Full-Text   |   Download PDF [874 KB, uploaded 27 June 2016]   |  

Abstract

Three new epidithiodiketopiperazines pretrichodermamides D–F (13), together with the known N-methylpretrichodermamide B (4) and pretrichodermamide С (5), were isolated from the lipophilic extract of the marine algae-derived fungus Penicillium sp. KMM 4672. The structures of compounds 15 were determined based on spectroscopic methods. The absolute configuration of pretrichodermamide D (1) was established by a combination of modified Mosher′s method, NOESY data, and biogenetic considerations. N-Methylpretrichodermamide B (5) showed strong cytotoxicity against 22Rv1 human prostate cancer cells resistant to androgen receptor targeted therapies. View Full-Text
Keywords: marine-derived fungus; secondary metabolites; diketopiperazine; oxazadecaline; cytotoxicity marine-derived fungus; secondary metabolites; diketopiperazine; oxazadecaline; cytotoxicity
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Yurchenko, A.N.; Smetanina, O.F.; Ivanets, E.V.; Kalinovsky, A.I.; Khudyakova, Y.V.; Kirichuk, N.N.; Popov, R.S.; Bokemeyer, C.; von Amsberg, G.; Chingizova, E.A.; Afiyatullov, S.S.; Dyshlovoy, S.A. Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672. Mar. Drugs 2016, 14, 122.

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