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- Title
6 S ,8α-Dihydroxy-14,15-Dihydrocarapin (Khayanone) from the Stem Bark of Khaya Senegalensis (Meliaceae): Isolation and its Crystal Structure.
- Authors
Huaping Zhang; Don VanDerveer; Xi Wang; Feng Chen; Xiao Androulakis; Michael Wargovich
- Abstract
Abstract  Khayanone was isolated from the stem bark of African mahogany, Khaya senegalensis (Meliaceae), and characterized as 6S,8α-dihydroxy-14,15-dihydrocarapin on the basis of spectral analysis and single crystal X-ray diffraction study. The compound crystallizes in the tetragonal space group P4 1 2 1 2 with unit cell parameters: a = 13.2315(19) , c = 29.118(6) , Z = 8. The crystal structure has been solved by direct methods and refined to R = 0.0375 for 4552 unique reflections. The six-membered rings A and B exist in boat conformations, rings C and D in chair conformations, and the furan ring is planar. The crystal structure is stabilized by O-HO and C-HO interactions. This is the first report about 6S configuration of mexicanolide revealed by X-ray diffraction analysis. The configuration of oxygenated C-6 in mexicanolide-group limonoids is discussed.
- Subjects
X-ray diffraction; SPECTRUM analysis; MELIACEAE; LIMONOIDS
- Publication
Journal of Chemical Crystallography, 2007, Vol 37, Issue 7, p463
- ISSN
1074-1542
- Publication type
Article
- DOI
10.1007/s10870-007-9193-x