An unusual isopropenyldihydrofuran biflavanol from Tephrosia crassifolia

• Published in: Phytochemistry (Oxford) Vol. 52; no. 6; pp. 1159 - 1163
• Main Authors: Gómez-Garibay, Federico, Calderón, José S, De La O Arciniega, Minarda, Céspedes, Carlos L, Téllez-Valdés, Oswaldo, Taboada, Javier
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01.11.1999; Elsevier
• Subjects: 10″-dihydro-5; 10″-isopropenyldihydrofuran-; 3′)-chalcone) crassichalcone; 4; 4″-biflavanyl ether) crassifolin; 5″-dihydro-3′-hidroxy-6′-methoxy-isopropenyldihydrofuran(2; 5″-dimenthoxy-10; 8″)-4; Biological and medical sciences; chemical constituents of plants; Chemical constitution; chemical structure; flavanols; Fundamental and applied biological sciences. Psychology; Isopropenyldihydrofuran biflavanol; leaves; Leguminosae; Plant physiology and development; roots; Tephrosia; Tephrosia crassifolia; Mexico; Tephrosia crassifolia; Isopropenyldihydrofuran biflavanol; 8″)-4; 5″-dihydro-3′-hidroxy-6′-methoxy-isopropenyldihydrofuran(2; 4″-biflavanyl ether) crassifolin; 3; Leguminosae; 4; 5″-dimenthoxy-10; 3′)-chalcone) crassichalcone; 7; 8; 9; 10″-dihydro-5; 10″-isopropenyldihydrofuran-; 10; Flavanol; Root; Molecular structure; Dicotyledones; Angiospermae; Furan derivatives; Isolation; Above ground plant part; Spermatophyta; Chalcone
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(99)00336-2

The roots and aerial parts of Tephrosia crassifolia afforded an isopropenyldihydrofuran biflavanol and a new chalcone. The structures and relative configuration were established by spectroscopic and chemical methods, and confirmed by X-ray diffraction. Crassifolin is the second 3,4″ ether-linked biflavan-4-ol to be isolated from the genus Tephrosia.