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Inducible isoflavonoids from the lima bean,Phaseolus lunatus
Affiliation:1. University of Manitoba, Department of Food & Human Nutritional Sciences, 250 Ellis Building, Winnipeg, Manitoba, R3T 2N2, Canada;2. Nanjing Forestry University, College of Light Industry Science and Engineering, Nanjing, Jiangsu, 210037, China;3. University of Manitoba, Richardson Centre for Functional Foods and Nutraceuticals, Winnipeg, Manitoba, R3T 2N2, Canada;1. Department of Pharmacognosy, Faculty of Pharmacy, University of Erciyes, Kayseri, Turkey;2. Department of Pharmacognosy, Faculty of Pharmacy, University of Hacettepe, Ankara, Turkey;3. Department of Pharmacognosy, Faculty of Pharmacy, University of Ataturk, Erzurum, Turkey;1. QOPNA Research Unit, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal;2. “Molecular Physical-Chemistry” R&D Unit, Faculty of Science and Technology, University of Coimbra, Portugal;3. Department of Life Sciences, Faculty of Science and Technology, University of Coimbra, Portugal
Abstract:Phaseolus lunatus seedlings treated with aqueous cuprous chloride produced 25 isoflavonoids which were isolated and characterized by UV, mass and 1H NMR spectroscopy as kievitone, isoferreirin, 5-deoxykievitone, kievitone hydrate, cyclokievitone, cyclokievitone hydrate, daidzein, 2′-hydroxydaidzein, genistein, 2′-hydroxygenistein, 2,3-dehydrokievitone, luteone, phaseollidin, 2-(γ,γ-dimethylallyl)-phaseollidin, coumestrol, psoralidin, 7,8,2′,4′-tetrahydroxyisoflavone, 5,7,8,2′,4′-penta hydroxyisoflavone, 2,3-dehydrokievitol, lunatone, 5-deoxykievitol, kievitol, 3′-(γ,γ-dimethylallyl)-kievitone, 4-(γ,γ-dimethylallyl)-phaseollidin and 2-(γ,γ)-dimethylallyl)-6a-hydroxy-phaseollidin. The last nine compounds have novel structures. Possible biogenetic routes for these isoflavonoids and the taxonomic implications of their occurrence are discussed.
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