1. Antimycobacterial triterpenes from Melia volkensii.
- Author
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Cantrell CL, Rajab MS, Franzblau SG, and Fischer NH
- Subjects
- Antitubercular Agents isolation & purification, Chromatography, High Pressure Liquid, Kenya, Lactones isolation & purification, Magnetic Resonance Spectroscopy, Mass Spectrometry, Methanol, Mycobacterium tuberculosis metabolism, Oxygen metabolism, Seeds chemistry, Spectrophotometry, Ultraviolet, Antitubercular Agents pharmacology, Lactones pharmacology, Mycobacterium tuberculosis drug effects, Plants, Medicinal chemistry
- Abstract
In a bioassay-guided search for antimycobacterial compounds from higher plants, we have chemically investigated methanolic extracts of seeds of Melia volkensii. Chromatographic fractions provided two new euphane (20R)-type triterpenoids. The structures of the new compounds, 12beta-hydroxykulactone (1) and 6beta-hydroxykulactone (2), were elucidated by 1D and 2D NMR (13C, 1H, 1H-1H COSY, HMQC, HMBC, and NOESY spectra) and FABMS studies and shown to be hydroxyl derivatives of kulactone (3). Also isolated was the known kulonate (4). In a radiorespirometric bioassay against Mycobacterium tuberculosis, compounds 1, 2, and 4 exhibited minimum inhibitory concentrations of 16, 4, and 16 microg/mL, respectively.
- Published
- 1999
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