Structure Identification: |
Phytochemistry. 2000 Aug;54(8):933-5. | Structure revision of isoline (ruwenine), bisline and isolinecic acid.[Pubmed: 11014292] |
METHODS AND RESULTS:
X-ray crystallography of Bisline, and the chemical interconversion of Bisline and isoline (ruwenine), revealed that the structures previously assigned to these alkaloids required revision; as did that of isolinecic acid. | Journal of the Chemical Society C Organic,1970 ,17 (17) :2312-2315. | The Senecio alkaloids. Suggested structures for isoline and bisline, two new alkaloids from Senecio othonniformis Fourcade[Reference: WebLink] |
METHODS AND RESULTS:
Plants of Senecio othonniformis Fourcade afforded the alkaloids, Bisline, C18H27NO6, and its acetate, isoline, C20H29NO7. Hydrolysis of isoline gave acetic acid, retronecine, and a new acid, isolinecic acid, C10H18O6. N.m.r. and mass spectral data and degradation studies indicate that isolinecic acid is 2,5-dihydroxy-3-methylheptane-2,5-dicarboxylic acid or its 2,4-dihydroxy-isomer. |
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