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

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 deter...

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Autores principales: Yurchenko, Anton N., Smetanina, Olga F., Ivanets, Elena V., Kalinovsky, Anatoly I., Khudyakova, Yuliya V., Kirichuk, Natalya N., Popov, Roman S., Bokemeyer, Carsten, von Amsberg, Gunhild, Chingizova, Ekaterina A., Afiyatullov, Shamil Sh., Dyshlovoy, Sergey A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4962012/
https://www.ncbi.nlm.nih.gov/pubmed/27355960
http://dx.doi.org/10.3390/md14070122
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author Yurchenko, Anton N.
Smetanina, Olga F.
Ivanets, Elena V.
Kalinovsky, Anatoly I.
Khudyakova, Yuliya V.
Kirichuk, Natalya N.
Popov, Roman S.
Bokemeyer, Carsten
von Amsberg, Gunhild
Chingizova, Ekaterina A.
Afiyatullov, Shamil Sh.
Dyshlovoy, Sergey A.
author_facet Yurchenko, Anton N.
Smetanina, Olga F.
Ivanets, Elena V.
Kalinovsky, Anatoly I.
Khudyakova, Yuliya V.
Kirichuk, Natalya N.
Popov, Roman S.
Bokemeyer, Carsten
von Amsberg, Gunhild
Chingizova, Ekaterina A.
Afiyatullov, Shamil Sh.
Dyshlovoy, Sergey A.
author_sort Yurchenko, Anton N.
collection PubMed
description 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-Methylpretrichodermamide B (5) showed strong cytotoxicity against 22Rv1 human prostate cancer cells resistant to androgen receptor targeted therapies.
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spelling pubmed-49620122016-08-01 Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672 Yurchenko, Anton N. Smetanina, Olga F. Ivanets, Elena V. Kalinovsky, Anatoly I. Khudyakova, Yuliya V. Kirichuk, Natalya N. Popov, Roman S. Bokemeyer, Carsten von Amsberg, Gunhild Chingizova, Ekaterina A. Afiyatullov, Shamil Sh. Dyshlovoy, Sergey A. Mar Drugs Article 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-Methylpretrichodermamide B (5) showed strong cytotoxicity against 22Rv1 human prostate cancer cells resistant to androgen receptor targeted therapies. MDPI 2016-06-27 /pmc/articles/PMC4962012/ /pubmed/27355960 http://dx.doi.org/10.3390/md14070122 Text en © 2016 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Yurchenko, Anton N.
Smetanina, Olga F.
Ivanets, Elena V.
Kalinovsky, Anatoly I.
Khudyakova, Yuliya V.
Kirichuk, Natalya N.
Popov, Roman S.
Bokemeyer, Carsten
von Amsberg, Gunhild
Chingizova, Ekaterina A.
Afiyatullov, Shamil Sh.
Dyshlovoy, Sergey A.
Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672
title Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672
title_full Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672
title_fullStr Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672
title_full_unstemmed Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672
title_short Pretrichodermamides D–F from a Marine Algicolous Fungus Penicillium sp. KMM 4672
title_sort pretrichodermamides d–f from a marine algicolous fungus penicillium sp. kmm 4672
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4962012/
https://www.ncbi.nlm.nih.gov/pubmed/27355960
http://dx.doi.org/10.3390/md14070122
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