Xanthanolides, germacranolides, and other constituents from Carpesium longifolium.
Three new xanthanolides, 1-3, along with nine known compounds, were isolated from the aerial parts of Carpesium longifolium. The structures of the new compounds were elucidated as 1beta,4beta-epoxy-5beta-hydroxy-10alphaH-xantha-11(13)-en-12,8beta-olide (1), 1beta,4beta,4alpha,5beta-diepoxy-10alphaH,11alphaH-xantha-12,8beta-olide (2), and 4-acetoxy-1beta,5beta-epoxy-10alphaH-xantha-11(13)-en-12,8beta-olide (3) by spectroscopic methods including IR, EIMS, HRESIMS, and 1D and 2D NMR experiments. Parthenolide and michelenolide exhibited significant cytotoxic activity against cultured SMMC-7721 (human hepatoma) and HO-8910 (human ovarian carcinoma) cells.
Yang
Chao
C
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, People's Republic of China.
Yuan
Chengshan
C
Jia
Zhongjian
Z
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019659:Asteraceae / Q000737:chemistry*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D045788:Sesquiterpenes, Germacrane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism
C482755:1beta,4beta,4alpha,5beta-diepoxy-10alphaH,11alphaH-xantha-12,8beta-olide; C482754:1beta,4beta-epoxy-5beta-hydroxy-10alphaH-xantha-11(13)-en-12,8beta-olide; C482756:4-acetoxy-1beta,5beta-epoxy-10alphaH-xantha-11(13)-en-12,8beta-olide; D000972:Antineoplastic Agents, Phytogenic; D004365:Drugs, Chinese Herbal; D012717:Sesquiterpenes; D045788:Sesquiterpenes, Germacrane