title: Zosteropenillines: Polyketides from the MarineDerived Fungus Penicillium thomii.
abstract: Twelve new polyketides, zosteropenillines A-L (1-12), together with known polyketide pallidopenilline A (13), were isolated from the ethylacetate extract of the fungus Penicillium thomii associated with the seagrass Zostera marina. Their structures were established based on spectroscopic methods. The absolute configuration of zosteropenilline A (1) as 4R, 5S, 8S, 9R, 10R, and 13S was determined by a combination of the modified Mosher's method, X-ray analysis, and NOESY data. Absolute configurations of zosteropenillines B-D (2-4) were determined by timedependent density functional theory (TD-DFT) calculations of ECD spectra. The effect of compounds 1-3, 7, 8, 10, and 11 on the viability of human drug-resistant prostate cancer cells PC3 as well as on autophagy in these cancer cells and inhibitory effects of compounds 1, 2, and 8-10 on NO production in LPS-induced RAW 264.7 murine macrophages were examined.
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. afiyat@piboc.dvo.ru.
authors.forename: Shamil Sh
authors.initials: SS
authors.lastname: Afiyatullov
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. bykadorovachem@gmail.com.|School of Natural Science, Far Eastern Federal University, 8 Sukhanova St., Vladivostok 690090, Russia. bykadorovachem@gmail.com.
authors.forename: Elena V
authors.initials: EV
authors.lastname: Leshchenko
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. berdyshev@piboc.dvo.ru.
authors.forename: Dmitrii V
authors.initials: DV
authors.lastname: Berdyshev
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. sobolevskaya_m@mail.ru.
authors.forename: Maria P
authors.initials: MP
authors.lastname: Sobolevskaya
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. alexanderantonovpiboc@gmail.com.
authors.forename: Alexandr S
authors.initials: AS
authors.lastname: Antonov
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. vladenis@piboc.dvo.ru.
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Denisenko
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. prs_90@mail.ru.
authors.forename: Roman S
authors.initials: RS
authors.lastname: Popov
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. pivkin@piboc.dvo.ru.
authors.forename: Mikhail V
authors.initials: MV
authors.lastname: Pivkin
authors.affiliation: Institute of Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. udovenko@ich.dvo.ru.
authors.forename: Anatoly A
authors.initials: AA
authors.lastname: Udovenko
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. pislyagin@hotmail.com.
authors.forename: Evgeny A
authors.initials: EA
authors.lastname: Pislyagin
authors.affiliation: Laboratory of Experimental Oncology, Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center, 20246 Hamburg, Germany. amsberg@uke.de.
authors.forename: Gunhild
authors.initials: G
authors.lastname: von Amsberg
authors.affiliation: Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of Russian Academy of Sciences, 159 Prospect 100-letiya Vladivostoka, Vladivostok 690022, Russia. amsberg@uke.de.|School of Natural Science, Far Eastern Federal University, 8 Sukhanova St., Vladivostok 690090, Russia. amsberg@uke.de.|Laboratory of Experimental Oncology, Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center, 20246 Hamburg, Germany. amsberg@uke.de.
authors.forename: Sergey A
authors.initials: SA
authors.lastname: Dyshlovoy
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D059001:Aquatic Organisms / Q000737:chemistry*; D001343:Autophagy / Q000187:drug effects*; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D006801:Humans; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000737:chemistry*; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000067996:RAW 264.7 Cells; D035962:Zosteraceae / Q000382:microbiology
chemical_list: D000970:Antineoplastic Agents; D061065:Polyketides; D009569:Nitric Oxide
keywords: marine fungi;  ECD spectra;  Penicillium thomii;  X‐ray;  polyketide decalin derivative