Microbial Transformations of Aryltetralone and Aryltetralin Lignans by Cunninghamella echinulata and Beauveria bassiana

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dc.contributor.authorMessiano, Gisele B. [UNESP]
dc.contributor.authorWijeratne, E. M. Kithsiri
dc.contributor.authorLopes, Lucia Maria Xavier [UNESP]
dc.contributor.authorGunatilaka, A. A. Leslie
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversity of Arizona
dc.date.accessioned2014-05-20T15:32:01Z
dc.date.available2014-05-20T15:32:01Z
dc.date.issued2010-11-01
dc.description.abstractMicrobiological transformation of the aryltetralone lignan (-)-8'-epi-aristoligone (1) with Cunninghamella echinulata ATCC 10028B afforded two known natural lignans, (-)-holostyligone (3) and (-)-arisantetralone (4). Incubation of the aryltetralin lignan (-)-isogalbulin (2), obtained by chemical transformation of 1, with C. echinulata ATCC 10028B afforded the known lignan aryltetralol (5) and seven new metabolites, (-)-8-hydroxylsogalbulin (6), (-)-7-methoxyisogalbulin (7), (-)-4'-O-demethyl-8-hydroxyisogalbulin (8), (-)-7-methoxy-8-hydroxyisogalbulin (9), (-)4'-O-demethyl-7-methoxyisogalbulin (10), (-)-4',5-O-didemethylcyclogalgravin (11), and (-)-4'-O-demethylcyclogal-gravin (12). When 2 was subjected to biotransformation with Beauveria bassiana ATCC 7159, (-)-8-hydroxyisogalbulin (6) was the only isolable product. The structures of all new compounds were established by detailed analysis of their spectroscopic data.en
dc.description.affiliationUniv Estadual Paulista, Inst Quim, BR-14801970 Araraquara, SP, Brazil
dc.description.affiliationUniv Arizona, Coll Agr & Life Sci, Sch Nat Resources & Environm, SW Ctr Nat Prod Res & Commercializat,Off Arid Lan, Tucson, AZ 85706 USA
dc.description.affiliationUnespUniv Estadual Paulista, Inst Quim, BR-14801970 Araraquara, SP, Brazil
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.format.extent1933-1937
dc.identifierhttp://dx.doi.org/10.1021/np10060s
dc.identifier.citationJournal of Natural Products. Washington: Amer Chemical Soc, v. 73, n. 11, p. 1933-1937, 2010.
dc.identifier.doi10.1021/np10060s
dc.identifier.issn0163-3864
dc.identifier.lattes5981353442037051
dc.identifier.urihttp://hdl.handle.net/11449/41025
dc.identifier.wosWOS:000284559100031
dc.language.isoeng
dc.publisherAmer Chemical Soc
dc.relation.ispartofJournal of Natural Products
dc.relation.ispartofjcr3.885
dc.relation.ispartofsjr1,368
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.titleMicrobial Transformations of Aryltetralone and Aryltetralin Lignans by Cunninghamella echinulata and Beauveria bassianaen
dc.typeArtigo
dcterms.licensehttp://pubs.acs.org/page/policy/nih/index.html
dcterms.rightsHolderAmer Chemical Soc
unesp.author.lattes5981353442037051
unesp.campusUniversidade Estadual Paulista (Unesp), Instituto de Química, Araraquarapt

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