Three 2′,4′,6′-trioxygenated flavanones in roots of Echinosophora koreensis

• Published in: Phytochemistry (Oxford) Vol. 31; no. 8; pp. 2855 - 2858
• Main Authors: Iinuma, Munekazu, Ohyama, Masayoshi, Tanaka, Toshiyuki, Mizuno, Mizuo, Hong, Soon-Keun
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01.08.1992; Elsevier
• Subjects: 2′,4′,6′ -trioxygenated flavanone; 2′,4′,6′-trioxygenated flavanonol; Biological and medical sciences; Chemical constitution; Echinosophora koreensis; Fundamental and applied biological sciences. Psychology; kenusanones CE; Leguminosae; Plant physiology and development; roots; kenusanones CE; 2′,4′,6′-trioxygenated flavanonol; roots; Leguminosae; 2′,4′,6′ -trioxygenated flavanone; Echinosophora koreensis; Root; Molecular structure; Dicotyledones; Angiospermae; Isolation; Spermatophyta; Flavonoid
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/0031-9422(92)83646-G

By further investigation on the constituents of roots of Echinosophora koreensis, three novel flavanones with a 2′,4′,6′-trioxygenated B ring were isolated. These structures were determined to be (2 R,3 R)-8-γ,γ-dimethylallyl-6 -geranyl-5,7,2′,6′-tetrahydroxy-4′-methoxyflavanone (kenusanone C), (2 S)-8-γ,γ-dimethylallyl-5,7,2′,6′-tetrahydroxy-4′ -methoxyflavanone (kenusanone D) and (2 S)-8-γ,γ-dimethylallyl-5,2′,6′-trihydroxy-7,4′-dimethoxyflavanone (kenusanone E), respectively, by spectroscopic analysis. The characteristic behaviour of H-2 and H-3 in a 2′,6′-dioxygenated flavanone or flavanonol is also discussed.