Guaianolides and elemanolides from Vernonia anthelmintica |
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Institution: | 1. Department of Biochemistry, Faculty of Science, Mahidol University, Ratchathewi, Bangkok 10400, Thailand;2. Department of Oral Biology, Faculty of Dentistry, Mahidol University, Ratchathevi, Bangkok 10400, Thailand;3. Department of Biochemistry, Faculty of Medicine, Chiang Mai University, Chiang Mai 50200, Thailand |
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Abstract: | Two new guaianolides, (1R,4R,5S,6R,7R,8S)-8,15-dihydroxyguaia-10(14),11(13)-dien-12,6-olide (1) and (1R,4R,5S,6R,7R,8S,11S)-8,15-dihydroxyguaia-10(14)-en-6,12-olide (2), and two known elemanolides, (4S,5R,6R,7R,8S,10R,11S)-11,13-dihydrovernolepin (3) and (5R,6R,7R,8S,10R,11S)-melitensin (4) were isolated from the aerial parts of Vernonia anthelmintica Willd. The structures of these compounds were determined on the basis of IR, UV, MS, 1D-NMR and 2D-NMR, and their absolute configurations were deduced using the CD exciton chirality method and single-crystal X-ray diffraction. The possible biosynthetic relationships of compounds 1–4 are postulated. Compounds 1–4 were evaluated for their cytotoxicity against HL-60 and SMMC-7721 cell lines. |
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Keywords: | Guaianolides Elemanolides Cytotoxicity Biosynthetic relationships |
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