Triterpenoids from the stem bark of Melia toosendan and determination of their absolute configurations at C(24).
Six new triterpenoids, meliasenins S-X (1-6, resp.), were isolated from the stem bark of Melia toosendan. Their structures were elucidated by mass spectrometry, NMR experiments, and comparison with the known compounds. Particularly, the absolute configuration at C(24) in new compounds was determined through their CD spectra of the [Pr(FOD)3 ] complex (fod=1,1,1,2,2,3,3,7,7,7-decafluoroheptane-4,6-dione) in CCl4 , as well as by using Mosher's method.
State Key Laboratory of Drug Research, and Natural Products Chemistry Department, and SIMM-CUHK Joint Research Laboratory of Promoting Globalization of Traditional Chinese Medicines, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu-Chong-Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, P. R. China, (phone/fax: +86-21-50806726).
Yi
Y
Zhang
Chun-Ping
CP
Tang
Chang-Qiang
CQ
Ke
Sheng
S
Yao
Yang
Y
Ye
D002942:Circular Dichroism; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D031585:Melia / Q000737:chemistry* / Q000378:metabolism; D008968:Molecular Conformation; D024301:Plant Bark / Q000737:chemistry / Q000378:metabolism; D018547:Plant Stems / Q000737:chemistry / Q000378:metabolism; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification
D014315:Triterpenes
Melia toosendan; Meliasenins S - X; Triterpenoids