Structure determination of grandifotane A from Khaya grandifoliola by NMR, X-ray diffraction, and ECD calculation.
Grandifotane A (1), a limonoid with an unprecedented carbon skeleton, was isolated from the stem bark of Khaya grandifoliola. The structure of 1 with the absolute configuration was determined by spectroscopic data, X-ray crystallography, and ECD calculation. A biogenetic route for grandifotane A (1) involving an enzymatic Baeyer-Villiger oxidation as the key step is proposed.
Yuan
Tao
T
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zuchongzhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China.
Zhu
Rong-Xiu
RX
Zhang
Hua
H
Odeku
Oluwatoyin A
OA
Yang
Sheng-Ping
SP
Liao
Shang-Gao
SG
Yue
Jian-Min
JM
D000818:Animals; D002942:Circular Dichroism; D018360:Crystallography, X-Ray; D036701:Limonins / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D029582:Meliaceae / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
D036701:Limonins; C547493:grandifotane A