103744-89-4Relevant academic research and scientific papers
Tannins and Related Compounds. LI. Elucidation of the Stereochemistry of the Triphenoyl Moiety in Castalagin and Vescalagin, and Isolation of 1-O-Galloyl Castalagin from Eugenia grandis
Nonaka,Gen-Ichiro,Ishimaru, Kanji,Watanabe, Michiyo,Nishioka, Itsuo,Yamauchi, Tatsuo,Wan, Alfred S. C.
, p. 217 - 220 (2007/10/02)
The chirality of the nonahydroxytriphenoyl group in castalagin (1) and vescalagin (2) was determined to be in the S,S-series on the basis of circular dichroism analysis.In addition, a new ellagitannin (4) has been isolated from the leaves of Eugenia grandis (Myrtaceae), and the structure was established to be 1-O-galloyl castalagin on the basis of chemical and spectroscopic evidence. Keywords --- castalagin; vescalagin; C-glycosidic ellagitannin; atropisomerism; absolute stereochemistry; nonahydroxytriphenoyl group; flavogallonic acid; Eugenia grandis; 1-O-galloyl castalagin
Tannins and Related Compounds. XLII. Isolation and Characterization of Four New Hydrolyzable Tannins, Terflavins A and B, Tergallagin and Tercatain from the Leaves of Terminalia catappa L.
Tanaka, Takashi,Nonaka, Gen-Ichiro,Nishioka, Itsuo
, p. 1039 - 1049 (2007/10/02)
A chemical examination of the leaves of Terminalia catappa L. (Combretaceae) has led to the isolation and characterization of four new hydrolyzable tannins named terflavins A (1) and B (2), tergallagin (3) and tercatain (4), together with eight known tannins: punicalin (5), punicalagin (6), chebulagic acid (7), geraniin (8), granatin B (9), l-desgalloyleugeniin (10), corilagin (11) and 2,3--D-glucose (12).Terflavins A (1) and B (2) posses novel structures in which a flavogallonyl (triphenyl) ester group is single bonded to the glucopyranose ring, and are presumed to be biosynthetic precursors of punicalagin (6) and punicalin (5), respectively, while tergallagin (3), which contains a gallagyl (tetraphenyl) group and a unique tergalloyl ester group attached to the glucose moiety, seems to be formed biosynthetically from punicalagin (6).Keyword - Terminalia Cattapa; Combretaceae; terflavin A; terflavin B; tercatain; hydrolyzable tannin; tergallic acid; flavogallonic acid; biosynthesis
