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) Å, c = 29.118(6) Å, 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-H•••O and C-H•••O 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.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 463-467 |
| Number of pages | 5 |
| Journal | Journal of Chemical Crystallography |
| Volume | 37 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - Jul 1 2007 |
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Keywords
- African mahogany
- Configuration
- Crystal structure
- Direct method
- Khaya senegalensis
- Khayanone
- Limonoid
- Meliaceae
- Mexicanolide
ASJC Scopus subject areas
- Chemistry(all)
- Condensed Matter Physics