Kalkipyrone B, a marine cyanobacterial ?-pyrone possessing cytotoxic and anti-fungal activities

Basit Öğe Kaydı
dc.authoridWinzeler, Elizabeth/0000-0002-4049-2113
dc.authoridGoldgof, Gregory/0000-0001-8732-9834
dc.authoridLee, John/0000-0002-6898-7804
dc.authorwosidWinzeler, Elizabeth/AAP-6752-2020
dc.contributor.authorBertin, Matthew J.
dc.contributor.authorDemirkiran, Ozlem
dc.contributor.authorNavarro, Gabriel
dc.contributor.authorMoss, Nathan A.
dc.contributor.authorLee, John
dc.contributor.authorGoldgof, Gregory M.
dc.contributor.authorVigil, Edgar
dc.date.accessioned2024-06-12T10:59:05Z
dc.date.available2024-06-12T10:59:05Z
dc.date.issued2016
dc.departmentTrakya Üniversitesien_US
dc.description.abstractBioassay-guided fractionation of two marine cyanobacterial extracts using the H-460 human lung cancer cell line and the OVC-5 human ovarian cancer cell line led to the isolation of three related alpha-methoxy-beta, beta'-dimethyl-gamma-pyrones each containing a modified alkyl chain, one of which was identified as the previously reported kalkipyrone and designated kalkipyrone A. The second compound was an analog designated kalkipyrone B. The third was identified as the recently reported yoshinone A, also isolated from a marine cyanobacterium. Kalkipyrone A and B were obtained from a field-collection of the cyanobacterium Leptolyngbya sp. from Fagasa Bay, American Samoa, while yoshinone A was isolated from a field-collection of cyanobacteria (cf. Schizothrix sp.) from Panama. One-dimensional and twodimensional NMR experiments were used to determine the overall structures and relative configurations of the kalkipyrones, and the absolute configuration of kalkipyrone B was determined by H-1 NMR analysis of diastereomeric Mosher's esters. Kalkipyrone A showed good cytotoxicity to H-460 human lung cancer cells (EC50 = 0.9 mu M), while kalkipyrone B and yoshinone A were less active (EC50 = 9.0 mu M and >10 mu M, respectively). Both kalkipyrone A and B showed moderate toxicity to Saccharomyces cerevisiae ABC16-Monster strain (IC50 = 14.6 and 13.4 mu M, respectively), whereas yoshinone A was of low toxicity to this yeast strain (IC50 = 63.8 mu M). (C) 2015 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK); NIH [TW006634, CA100851]en_US
dc.description.sponsorshipWe thank E. Glukhov for photomicrographs of the voucher specimen of Leptolyngbya sp. (ASG15Jul14-6). O. Demirkiran is grateful to The Scientific and Technological Research Council of Turkey (TUBITAK) for a fellowship that enabled her to conduct research at the Scripps Institution of Oceanography, UCSD. This work was supported by NIH Grants TW006634 and CA100851 (to WHG).en_US
dc.identifier.doi10.1016/j.phytochem.2015.11.011
dc.identifier.endpage118en_US
dc.identifier.issn0031-9422
dc.identifier.pmid26632528en_US
dc.identifier.scopus2-s2.0-84955735508en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage113en_US
dc.identifier.urihttps://doi.org/10.1016/j.phytochem.2015.11.011
dc.identifier.urihttps://hdl.handle.net/20.500.14551/20289
dc.identifier.volume122en_US
dc.identifier.wosWOS:000369460200011en_US
dc.identifier.wosqualityQ1en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofPhytochemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectCyanobacteriaen_US
dc.subjectPolyketideen_US
dc.subjectKalkipyroneen_US
dc.subjectYoshinoneen_US
dc.subjectLeptolyngbyaen_US
dc.subjectMooreaen_US
dc.subjectSchizothrixen_US
dc.subjectPhysiologically Active Substancesen_US
dc.subjectNatural-Productsen_US
dc.subjectActinopyrone-Ben_US
dc.subjectProliferationen_US
dc.subjectAnalogsen_US
dc.titleKalkipyrone B, a marine cyanobacterial ?-pyrone possessing cytotoxic and anti-fungal activitiesen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
PubMed İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu