Cynodontin: A fungal metabolite with antifungal properties

dc.contributor.author	Chrysayi-Tokousbalides, M	en
dc.contributor.author	Kastanias, MA	en
dc.date.accessioned	2014-06-06T06:45:27Z
dc.date.available	2014-06-06T06:45:27Z
dc.date.issued	2003	en
dc.identifier.issn	00218561	en
dc.identifier.uri	http://dx.doi.org/10.1021/jf034359t	en
dc.identifier.uri	http://62.217.125.90/xmlui/handle/123456789/2453
dc.subject	Anthraquinones	en
dc.subject	Cynodontin	en
dc.subject	Drechslera avenae	en
dc.subject	Fungal metabolites	en
dc.subject	Natural products	en
dc.subject.other	anthraquinone derivative	en
dc.subject.other	antifungal agent	en
dc.subject.other	carbendazim	en
dc.subject.other	chrysophanic acid	en
dc.subject.other	cynodontin	en
dc.subject.other	emodin	en
dc.subject.other	natural product	en
dc.subject.other	unclassified drug	en
dc.subject.other	antifungal activity	en
dc.subject.other	article	en
dc.subject.other	fungicidal activity	en
dc.subject.other	fungus culture	en
dc.subject.other	fungus growth	en
dc.subject.other	growth inhibition	en
dc.subject.other	nonhuman	en
dc.subject.other	temperature sensitivity	en
dc.subject.other	Anthraquinones	en
dc.subject.other	Ascomycota	en
dc.subject.other	Botrytis	en
dc.subject.other	Fungicides, Industrial	en
dc.subject.other	Verticillium	en
dc.subject.other	Avena	en
dc.subject.other	Avena sterilis	en
dc.subject.other	Botryotinia fuckeliana	en
dc.subject.other	Botrytis	en
dc.subject.other	Drechslera	en
dc.subject.other	Drechslera avenae	en
dc.subject.other	Fungi	en
dc.subject.other	Sclerotinia	en
dc.subject.other	Sclerotinia minor	en
dc.subject.other	Sclerotinia sclerotiorum	en
dc.subject.other	Verticillium dahliae	en
dc.title	Cynodontin: A fungal metabolite with antifungal properties	en
heal.type	journalArticle	en
heal.identifier.primary	10.1021/jf034359t	en
heal.publicationDate	2003	en
heal.abstract	A red pigment that accumulates in cultures of a Drechslera avenae pathotype with specificity for Avena sterilis was isolated and identified as the anthraquinone cynodontin (3-methyl-1,4,5,8-tetrahydroxyanthraquinone). Satisfactory yield of the compound was obtained with 20-60 day incubations at temperatures between 20 and 27 °C. Cynodontin was tested in vitro for fungitoxicity and was found to be a potent inhibitor of the growth of Sclerotinia minor, Sclerotinia sclerotiorum, and Botrytis cinerea and, to a lesser extent, of Verticillium dahliae. The ED50 values obtained with these fungi were of the same order of magnitude as those of the commercial fungicides dicloran and carbendazim, which were used as reference chemicals. In contrast, the growth of a number of other fungi was not significantly inhibited by cynodontin. Anthraquinone and two other anthraquinone derivatives, emodin and chrysophanol, which were also included in the tests, did not affect the growth of the cynodontin-sensitive fungi. It thus appears that the type and position of the substitutions at the C-ring play a role in the expression of antifungal activity.	en
heal.journalName	Journal of Agricultural and Food Chemistry	en
dc.identifier.issue	17	en
dc.identifier.volume	51	en
dc.identifier.doi	10.1021/jf034359t	en
dc.identifier.spage	4920	en
dc.identifier.epage	4923	en