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      Violapyrones H and I, New Cytotoxic Compounds Isolated from Streptomyces sp. Associated with the Marine Starfish Acanthaster planci

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          Abstract

          Two new α-pyrone derivatives, violapyrones H ( 1) and I ( 2), along with known violapyrones B ( 3) and C ( 4) were isolated from the fermentation broth of a marine actinomycete Streptomyces sp. The strain was derived from a crown-of-thorns starfish, Acanthaster planci, collected from Chuuk, Federated States of Micronesia. The structures of violapyrones were elucidated by the analysis of 1D and 2D NMR and HR-ESIMS data. Violapyrones ( 14) exhibited cytotoxicity against 10 human cancer cell lines with GI 50 values of 1.10–26.12 μg/mL when tested using sulforhodamine B (SRB) assay. This is the first report on the cytotoxicity of violapyrones against cancer cell lines and the absolute configuration of violapyrone C.

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          Most cited references20

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          Chemical studies of marine bacteria: developing a new resource

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            Nigerapyrones A-H, α-pyrone derivatives from the marine mangrove-derived endophytic fungus Aspergillus niger MA-132.

            Eight new α-pyrone derivatives, namely, nigerapyrones A-E (1-5) and nigerapyrones F-H (8-10), along with two known congeners, asnipyrones B (6) and A (7), were isolated from Aspergillus niger MA-132, an endophytic fungus obtained from the fresh tissue of the marine mangrove plant Avicennia marina. The structures of these compounds were elucidated on the basis of spectroscopic analysis. The undescribed geometries of the trisubstituted double bonds (C-9 and C-11) for asnipyrone B (6) have now been explicitly determined, while the incorrect placement of the methyl group at C-5 of asnipyrone A (7) has now been revised at C-3. The cytotoxic activities of the isolated α-pyrone derivatives against eight tumor cell lines as well as antimicrobial activities against two bacteria and four plant-pathogenic fungi of these compounds were evaluated. Compounds 2, 4, 5, and 7 showed weak cytotoxicity against some of the tested tumor cell lines.
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              Antifungal alkyl pyrones of Trichoderma harzianum

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                Author and article information

                Journal
                Mar Drugs
                Mar Drugs
                marinedrugs
                Marine Drugs
                MDPI
                1660-3397
                30 May 2014
                June 2014
                : 12
                : 6
                : 3283-3291
                Affiliations
                [1 ]Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, 787 Haeanro, Ansan 426-744, Korea; E-Mails: hwasunlee@ 123456kiost.ac (H.-S.L.); jslee@ 123456kiost.ac (J.S.L.); shinjh@ 123456kiost.ac (J.S.); yimina82@ 123456kiost.ac (M.A.L.); hslee@ 123456kiost.ac (H.-S.L.); yjlee@ 123456kiost.ac (Y.-J.L.)
                [2 ]Department of Marine Biotechnology, University of Science and Technology, 217 Gajungro, Daejeon 305-350, Korea
                [3 ]Bio-Evaluation Center, Korea Research Institute of Bioscience and Biotechnology, 30 Yeongudanjiro, Cheongwon 323-883, Korea; E-Mails: jyun@ 123456kribb.re.kr (J.Y.); kanjon@ 123456kribb.re.kr (J.S.K.)
                Author notes
                [* ]Author to whom correspondence should be addressed; E-Mail: shinhj@ 123456kiost.ac ; Tel.: +82-31-400-6172; Fax: +82-31-400-6170.
                Article
                marinedrugs-12-03283
                10.3390/md12063283
                4071576
                24886866
                df8777b7-cb04-468f-a7f4-2819ab4c69db
                © 2014 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 license ( http://creativecommons.org/licenses/by/3.0/).

                Categories
                Article

                Pharmacology & Pharmaceutical medicine
                streptomyces sp.,violapyrones,anti-cancer activity,α-pyrones,starfish

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