51196-02-2Relevant articles and documents
Symplocoside, a flavanol glycoside from Symplocos uniflora
Tschesche,Braun,Sassen
, p. 1825 - 1829 (1980)
A new flavanol glycoside, symplocoside, was isolated from the MeOH extract of the stem bark of Symplocos uniflora and its constitution and conformation were elucidated by means of MS, 1H and 13C NMR spectroscopy as (2R:3R)-7-O-β-D-glucopyranosyl-3′-O-methyl-(-)-epicatechin.
Determination of absolute configuration of photo-degraded catechinopyranocyanidin A by modified Mosher's method
Oyama, Kin-ichi,Kondo, Tadao,Shimizu, Toshimichi,Yoshida, Kumi
, p. 556 - 563 (2020/03/04)
Catechinopyranocyanidins A and B (cpcA and cpcB) are two purple pigments present in the seed-coat of red adzuki bean, Vigna angularis, of which cpcA is the major pigment, containing two chiral carbons in the catechin part. Their absolute configurations we
Bioactive Phytochemicals: Efficient Synthesis of Optically Active Substituted Flav-3-enes and Flav-3-en-3-o-R Derivatives
Achilonu, Matthew Chilaka,Sedibe, Moosa Mahmood,Shale, Karabo
, (2017/06/05)
The structural core of flavene (2-phenyl-2H-chromene) is commonly found in plant flavonoids, which exhibit a wide range of biological activities and diverse pharmacological profiles (e.g., antioxidant and anticancer activities). Flavonoids have attracted significant interest in medicinal and synthetic chemistry. Substituted flav-3-ene 13 was exclusively synthesized by the stereoselective elimination of the O-mesyl moiety on C-3 of 5,7,3′,4′-tetramethoxyflavan-3-mesylate 12 with 1,8-diazabicyclo[5.4.0]undec-7-ene. The reaction of 5,7,3′,4′-tetramethoxyflavan-3-one 15 with ytterbium trifluoromethanesulfonate in methanol afforded a novel 3-O-substituted flav-3-ene derivative (3,5,7,3′,4′-pentamethoxyflav-3-ene) 17. The reduction of 4-(1,3,5-trihydroxybenzene)-5,7,3′,4′-tetra-O-benzylflavan-3-one 19b with hydrogen afforded a new compound: 3-hydroxy-4-(1,3,5-trihydroxybenzene)-5,7,3′,4′-tetrahydroxyflavan-3-en-3-ol 21 in good yield (95%), while the acetylation of 19a and 21 afforded the expected novel flav-3-en-3-acetoxy derivatives 20 (92%) and 22 (90%), respectively.