84316-77-8Relevant academic research and scientific papers
Roxbin B is cuspinin: Structural revision and total synthesis
Yamaguchi, Sayuri,Hirokane, Tsukasa,Yoshida, Takashi,Tanaka, Takashi,Hatano, Tsutomu,Ito, Hideyuki,Nonaka, Gen-Ichiro,Yamada, Hidetoshi
, p. 5410 - 5417 (2013/07/26)
Prompted by the outcome that the synthesized roxbin B was not identical to the natural roxbin B, the structural determination process and spectral data were re-examined, with the finding that roxbin B was very likely to be 1-O-galloyl-2,3-(R);4,6-(S)-bis-
Total synthesis of sanguiin H-5
Su, Xianbin,Surry, David S.,Spandl, Richard J.,Spring, David R.
supporting information; experimental part, p. 2593 - 2596 (2009/05/26)
(Chemical Equation Presented) Using an atropdiastereoselective oxidative biaryl coupling as the key step, the total synthesis of the ellagitannin natural product sanguiin H-5 is reported. Both organomagnesium and organozinc based metalation methodologies
Ellagitannin Chemistry. The First Total Chemical Synthesis of an O(2),O(3)-Galloyl-Coupled Ellagitannin, Sanguiin H-5
Feldman, Ken S.,Sambandam, Aruna
, p. 8171 - 8178 (2007/10/02)
The biomimetic synthesis of sanguiin H-5 (1) was accomplished through the diastereoselective formation of the crucial biphenyl carbon-carbon bond between galloyl moieties at the O(2) and O(3) positions of an appropriately protected glucose-derived precursor.Furthermore, the β-anomeric galloyl linkage was established with complete stereochemical control.
REVISED STRUCTURE OF NOBOTANIN B, A DIMERIC ELLAGITANNIN OF TIBOUCHINA SEMIDECANDRA
Yoshida, Takashi,Haba, Kumiko,Shingu, Tetsuro,Okuda, Takuo
, p. 2845 - 2848 (2007/10/02)
The structure of nobotanin B, a dimeric ellagitannin of Tibouchina semidecandra, has been revised to 9 on the basis of structural analysis of a partial hydrolysate.
The Metabolism of Gallic Acid and Hexahydroxydiphenic Acid in Plants. Part 2. Esters of (S)-Hexahydroxydiphenic Acid with D-Glucopyranose (4C1)
Gupta, Raj K.,Al-Shafi, Sabah M. K.,Layden, Keith,Haslam, Edwin
, p. 2525 - 2534 (2007/10/02)
One form of further metabolism of β-penta-O-galloyl-D-glucose in higher plants is that in which intramolecular oxidative coupling takes place between adjacent galloyl ester groups (2,3 and 4,6).This route of biosynthesis is confined to certain plants and details of the structure elucidation of some of the principal metabolites are recorded.
