Paper Report for: Xie_2007_J.Agric.Food.Chem_55_8067
Reference
Title: 2'-epi-orobanchol and solanacol, two unique strigolactones, germination stimulants for root parasitic weeds, produced by tobacco Xie X, Kusumoto D, Takeuchi Y, Yoneyama K, Yamada Y Ref: Journal of Agricultural and Food Chemistry, 55:8067, 2007 : PubMed
Germination stimulants for root holoparasitic weeds broomrapes ( Orobanche and Phelipanche spp.) produced by tobacco ( Nicotiana tabacum L.) were purified and characterized. The root exudates of tobacco contained at least five different stimulants, and LC-MS/MS analyses revealed that four of them were strigolactones; a tetradehydrostrigol isomer, a didehydrostrigol isomer, and two strigol isomers. The two isomers of strigol were identified as (+)-orobanchol and its 2'-epimer by comparison of NMR and GC- and LC-MS data with those of synthetic standards. The structure of the tetradehydrostrigol isomer, the major stimulant of the bright yellow tobacco cultivars, was determined as 4-alpha-hydroxy-5,8-dimethyl-GR24 [( E)-4-alpha-hydroxy-5,8-dimethyl-3-(4-methyl-5-oxo-2,5-dihydrofuran-2-yloxy)methylene)-3a,4-dihydro-3 H-indeno[1,2- b]furan-2(8b H)-one] and named solanacol. 2'-Epi-orobanchol and solanacol are the first natural strigolactones having a 2'-epi stereochemistry and a benzene ring, respectively.
Xie X, Kusumoto D, Takeuchi Y, Yoneyama K, Yamada Y (2007) 2'-epi-orobanchol and solanacol, two unique strigolactones, germination stimulants for root parasitic weeds, produced by tobacco Journal of Agricultural and Food Chemistry55: 8067-72
Xie X, Kusumoto D, Takeuchi Y, Yoneyama K, Yamada Y (2007) Journal of Agricultural and Food Chemistry55: 8067-72