99096-59-0Relevant academic research and scientific papers
First total synthesis of two new diglycosides, neohancosides A and B, from Cynanchum hancockianum
Konda, Yaeko,Toida, Tsuneyuki,Kaji, Eisuke,Takeda, Kazuyoshi,Harigaya, Yoshihiro
, p. 123 - 143 (2007/10/03)
Neohancosides A (1) and B (2) are monoterpene diglycosides isolated from Cynanchum hancockianum, which is a Chinese folk medicine having antitumor activity. First total synthesis of 1 and 2, (3R)-linaloyl and (3R)-8-hydroxylinaloyl 3-O-β-D-xylopyranosyl-(1 → 6)-β-D-glucopyranosides were achieved stereoselectively using fluoride 12b as a glycosyl donor. The asymmetry of C-3 in 1 and 2 was introduced efficiently by separating diasteremers of (3R), (3S)-linaloyl and (3R), (3S)-8-benzoyloxylinaloyl 3-O-2,3,4-tri-O-benzoyl-β-D-glucopyranoside, 19 and 21 and 20 and 22, respectively. Absolute configurations of 1 and 2 were determined by enzymatic degradation of synthetic intermediates 33 and 34.
First total synthesis of new diglycosides, neohancoside A, and B from Cynanchum hancockianum
Konda, Yaeko,Toida, Tsuneyuki,Kaji, Eisuke,Takeda, Kazuyoshi,Harigaya, Yoshihiro
, p. 4015 - 4018 (2007/10/03)
First total synthesis of monoterpene diglycosides, neohancosides A (1) and B (2) from Cynanchum hancockianum were achieved stereoselectively using fluoride as a glycosyl donor. The absolute configurations of 1 and 2 were determined by enzymatic degradation of synthetic intermediates.
Synthesis of Glycosides of Mono-, Sesqui-, and Diterpene Alcohols
Paulsen, Hans,Le-Nguyen, Bien,Sinnwell, Volker,Heemann, Volker,Seehofer, Friedlieb
, p. 1513 - 1536 (2007/10/02)
The β-D-glucopyranosides of the monoterpene alcohols (S)-(-)-β-citronellol (1), (S)-cis-verbenol (5), (3R)-(-)-linalool (8), dihydromyrcenol (11), terpinen-4-ol (14), of the norcarotionoides β-ionol (17), α-ionol (22), and of the sesquiterpene alcohol (+)
