Bioactivity of the fungal metabolite (8R,16R)-(-)-pyrenophorin on graminaceous plants

dc.contributor.author	Kastanias, MA	en
dc.contributor.author	Chrysayi-Tokousbalides, M	en
dc.date.accessioned	2014-06-06T06:46:26Z
dc.date.available	2014-06-06T06:46:26Z
dc.date.issued	2005	en
dc.identifier.issn	00218561	en
dc.identifier.uri	http://dx.doi.org/10.1021/jf050792m	en
dc.identifier.uri	http://62.217.125.90/xmlui/handle/123456789/3008
dc.subject	Avena strerilis	en
dc.subject	Graminaceous plants	en
dc.subject	Macrodiolides	en
dc.subject	Pyrenophorin	en
dc.subject	Pyrenophorol	en
dc.subject.other	chlorophyll	en
dc.subject.other	lactone	en
dc.subject.other	pyrenophorin	en
dc.subject.other	article	en
dc.subject.other	Ascomycetes	en
dc.subject.other	barley	en
dc.subject.other	drug effect	en
dc.subject.other	germination	en
dc.subject.other	growth, development and aging	en
dc.subject.other	metabolism	en
dc.subject.other	oat	en
dc.subject.other	plant leaf	en
dc.subject.other	plant root	en
dc.subject.other	plant seed	en
dc.subject.other	Poaceae	en
dc.subject.other	wheat	en
dc.subject.other	Ascomycota	en
dc.subject.other	Avena sativa	en
dc.subject.other	Chlorophyll	en
dc.subject.other	Germination	en
dc.subject.other	Hordeum	en
dc.subject.other	Lactones	en
dc.subject.other	Plant Leaves	en
dc.subject.other	Plant Roots	en
dc.subject.other	Poaceae	en
dc.subject.other	Seeds	en
dc.subject.other	Triticum	en
dc.subject.other	Avena	en
dc.subject.other	Avena fatua	en
dc.subject.other	Avena sativa	en
dc.subject.other	Avena sterilis	en
dc.subject.other	Chasmanthium latifolium	en
dc.subject.other	Drechslera avenae	en
dc.subject.other	Hordeum vulgare	en
dc.subject.other	Hordeum vulgare subsp. vulgare	en
dc.subject.other	Triticum aestivum	en
dc.title	Bioactivity of the fungal metabolite (8R,16R)-(-)-pyrenophorin on graminaceous plants	en
heal.type	journalArticle	en
heal.identifier.primary	10.1021/jf050792m	en
heal.publicationDate	2005	en
heal.abstract	A secondary metabolite was isolated from cultures of a Drechslera avenae pathotype with host specificity to Avena sterilis and identified as the macrodiolide (8R,16R)-(-)-pyrenophorin (8,16-dimethyl-1,9-dioxa-cyclohexadeca-3, 11-diene-2,5,10,13-tetraone). A considerable yield of the substance was obtained after 8-12 days of incubation at temperatures of 15-20°C. The compound at a concentration of 60 μM inhibited seed germination of wild oats (Avena sterilis, A. fatua), oat (A. sativa), wheat (Triticum aestivum), and barley (Hordeum vulgare). Root growth of pregerminated seeds of the graminaceous plants was stimulated, remained unaffected, or was inhibited by pyrenophorin at 10-30, 31-50, and >51 μM, respectively. The metabolite caused abnormal chlorophyll retention in leaf sections of all five graminaceous plants, but seedling cuttings partially immersed in 1000 μM solutions remained unaffected. The rate of chlorophyll dissipation was decreased by half in leaf sections treated with pyrenophorin at 320 μM compared with the control. These findings are discussed and compared with data on the production and bioactivity of the macrodiolide (5S,8R,-13S,16R)-(-)-pyrenophorol, which has a similar stereochemical configuration. © 2005 American Chemical Society.	en
heal.journalName	Journal of Agricultural and Food Chemistry	en
dc.identifier.issue	15	en
dc.identifier.volume	53	en
dc.identifier.doi	10.1021/jf050792m	en
dc.identifier.spage	5943	en
dc.identifier.epage	5947	en