title: 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 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.
authors.affiliation: 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. yurchant@ya.ru.
authors.forename: Anton N
authors.initials: AN
authors.lastname: Yurchenko
authors.affiliation: 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. smetof@rambler.ru.
authors.forename: Olga F
authors.initials: OF
authors.lastname: Smetanina
authors.affiliation: School of Natural Science, Far Eastern Federal University, Sukhanova St., 8, Vladivostok 690000, Russia. ev.ivanets@yandex.ru.
authors.forename: Elena V
authors.initials: EV
authors.lastname: Ivanets
authors.affiliation: 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. kaaniv@piboc.dvo.ru.
authors.forename: Anatoly I
authors.initials: AI
authors.lastname: Kalinovsky
authors.affiliation: 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. 161070@rambler.ru.
authors.forename: Yuliya V
authors.initials: YV
authors.lastname: Khudyakova
authors.affiliation: 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. sheflera@bk.ru.
authors.forename: Natalya N
authors.initials: NN
authors.lastname: Kirichuk
authors.affiliation: 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. prs_90@mail.ru.
authors.forename: Roman S
authors.initials: RS
authors.lastname: Popov
authors.affiliation: 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. cbokemeyer@uke.de.
authors.forename: Carsten
authors.initials: C
authors.lastname: Bokemeyer
authors.affiliation: 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. g.von-amsberg@uke.de.
authors.forename: Gunhild
authors.initials: G
authors.lastname: von Amsberg
authors.affiliation: 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. martyyas@mail.ru.
authors.forename: Ekaterina A
authors.initials: EA
authors.lastname: Chingizova
authors.affiliation: 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. afiyat@piboc.dvo.ru.
authors.forename: Shamil Sh
authors.initials: SSh
authors.lastname: Afiyatullov
authors.affiliation: 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. dyshlovoy@gmail.com.|School of Natural Science, Far Eastern Federal University, Sukhanova St., 8, Vladivostok 690000, Russia. dyshlovoy@gmail.com.|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. dyshlovoy@gmail.com.
authors.forename: Sergey A
authors.initials: SA
authors.lastname: Dyshlovoy
mesh_terms: D001688:Biological Products / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D004224:Diterpenes / Q000737:chemistry* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005658:Fungi / Q000737:chemistry*; D006801:Humans; D008386:Marine Biology / Q000379:methods; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry*; D010879:Piperazines / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D001688:Biological Products; D004224:Diterpenes; D010879:Piperazines; C583251:epidithiodiketopiperazine
keywords: cytotoxicity; diketopiperazine; marine-derived fungus; oxazadecaline; secondary metabolites