Cytotoxic Sesquiterpene Lactones from the Root of Saussurea lappa
| Autor: | Gum-Hee Lee, Jang-Jih Lu, Wan-Jr Syu, Chang-Ming Sun, Ming-Jaw Don |
|---|---|
| Rok vydání: | 2003 |
| Předmět: |
Saussurea
Carcinoma Hepatocellular Stereochemistry Pharmaceutical Science Pharmacognosy Crystallography X-Ray Sesquiterpene Plant Roots Analytical Chemistry HeLa Lactones Structure-Activity Relationship chemistry.chemical_compound Drug Discovery Tumor Cells Cultured Humans Cytotoxicity Nuclear Magnetic Resonance Biomolecular Saussurea lappa Ovarian Neoplasms Pharmacology chemistry.chemical_classification Costunolide Plants Medicinal Molecular Structure biology Organic Chemistry biology.organism_classification Antineoplastic Agents Phytogenic Complementary and alternative medicine Biochemistry chemistry Molecular Medicine Female Drug Screening Assays Antitumor Antibacterial activity Sesquiterpenes Lactone Drugs Chinese Herbal HeLa Cells |
| Zdroj: | Journal of Natural Products. 66:1175-1180 |
| ISSN: | 1520-6025 0163-3864 |
| Popis: | Bioassay-directed fractionation of Saussurea lappa led to the isolation of a novel lappadilactone (1) and seven sesquiterpene lactones (2-8) as cytotoxic principles against selected human cancer cell lines. Lappadilactone (1), dehydrocostuslactone (2), and costunolide (5) exhibited the most potent cytotoxicity with CD50 values in the range 1.6-3.5 microg/mL in dose- and time-dependent manners. The cytotoxicities were not specific and showed similar activities against HepG2, OVCAR-3 and HeLa cell lines. The structure-activity relationship showed that the alpha-methylene-gamma-lactone moiety is necessary for cytotoxicity, and activity is reduced with the presence of a hydroxyl group. In addition, seven noncytotoxic compounds (9-15) were also isolated, including two novel sesquiterpenes, a guaianolide-type with a C17 skeleton, lappalone (13), and 1beta,6alpha-dihydroxycostic acid ethyl ester (14). The structures of the new compounds were elucidated from spectroscopic and/or X-ray data interpretations. Some representative compounds were also tested for antibacterial activity; however, only marginal activities were observed. Therefore, compounds 1-8 are potential cytotoxic agents but without significant antibacterial effect. |
| Databáze: | OpenAIRE |
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