Dracaenogenins A and B, new spirostanols from the red resin of Dracaena cochinchinensis.
A 12(13-->14)abeospirostanol dracaenogenin A (1) and a spirostanol dracaenogenin B (2) were isolated from Chinese dragon's blood, the red resin of Dracaena cochinchinensis (Agavaceae). Their structures were established as (14S,25R)12(13-->14)abeospirosta-5,13(18)-diene-1beta,3beta,15alpha-triol (1) and (25R) spirost-5-ene-1beta,3beta,14alpha,15alpha-tetrol (2) by means of spectroscopic analysis, especially by 2D NMR spectra, and X-ray crystallographic analysis. Dracaenogenin A (1) is the first example of a 12(13-->14)abeospirostane spirostanoid found in nature. Its biogenesis from ruscogenin (3) through namogenin (4) and 2 was tentatively proposed.
Zheng
Qing-An
QA
State Key Laboratory of Phytochemistry and Plant Resource in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, PR China.
Li
Hai-Zhou
HZ
Zhang
Ying-Jun
YJ
Yang
Chong-Ren
CR
D018360:Crystallography, X-Ray; D031409:Dracaena / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D012116:Resins, Plant / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013150:Spirostans / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
C509436:12(13-14)abeospirosta-5,13(18)-diene-1,3,15-triol; D012116:Resins, Plant; D013141:Spiro Compounds; D013150:Spirostans; C509437:spirost-5-ene-1,3,14,15-tetrol