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

ABSTRACT: Three new epidithiodiketopiperazines pretrichodermamides D-F (1-3), together with the known N-methylpretrichodermamide B (4) and pretrichodermamide ? (5), were isolated from the lipophilic extract of the marine algae-derived fungus Penicillium sp. KMM 4672. The structures of compounds 1-5 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.

SUBMITTER: Yurchenko AN

PROVIDER: S-EPMC4962012 | biostudies-literature | 2016 Jun

REPOSITORIES: biostudies-literature

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

Yurchenko Anton N AN Smetanina Olga F OF Ivanets Elena V EV Kalinovsky Anatoly I AI Khudyakova Yuliya V YV Kirichuk Natalya N NN Popov Roman S RS Bokemeyer Carsten C von Amsberg Gunhild G Chingizova Ekaterina A EA Afiyatullov Shamil Sh SSh Dyshlovoy Sergey A SA

Marine drugs 20160627 7

Three new epidithiodiketopiperazines pretrichodermamides D-F (1-3), 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 1-5 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- ...[more]

PMID: 27355960

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