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Three new C-14 oxygenated taxanes from the wood of Taxus yunnanensis.
- Source :
-
Journal of natural products [J Nat Prod] 2002 Nov; Vol. 65 (11), pp. 1700-2. - Publication Year :
- 2002
-
Abstract
- Three new C-14 oxygenated taxane-type diterpenes, hongdoushans A-C (1-3), were isolated from the wood of Taxus yunnanensis together with four known diterpenes and two lignans. The absolute stereochemistry of the 2-methylbutyryloxy group attached at C-14 of the taxane skeleton was determined to be S by GC analysis of the methyl ester of 2-methylbutyric acid obtained after alkaline hydrolysis of 1 and 4 followed by treatment with CH(2)N(2). The complete stereostructure of the known compound 2alpha,5alpha,10beta-triacetoxy-14beta-[(S)-2-methylbutyryloxy]-4(20),11-taxadiene (4) was established for the first time. The isolates obtained were evaluated for their antiproliferative activity toward murine colon 26-L5 carcinoma and human HT-1080 fibrosarcoma cell lines.
- Subjects :
- Animals
Antineoplastic Agents, Phytogenic chemistry
Antineoplastic Agents, Phytogenic pharmacology
Bridged-Ring Compounds chemistry
Bridged-Ring Compounds pharmacology
Cell Survival drug effects
Colonic Neoplasms
Diterpenes chemistry
Diterpenes pharmacology
Drug Screening Assays, Antitumor
Fibrosarcoma
Humans
Hydrolysis
Mice
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Paclitaxel analogs & derivatives
Stereoisomerism
Tumor Cells, Cultured drug effects
Antineoplastic Agents, Phytogenic isolation & purification
Bridged-Ring Compounds isolation & purification
Diterpenes isolation & purification
Drugs, Chinese Herbal chemistry
Plants, Medicinal chemistry
Taxoids
Taxus chemistry
Trees chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 0163-3864
- Volume :
- 65
- Issue :
- 11
- Database :
- MEDLINE
- Journal :
- Journal of natural products
- Publication Type :
- Academic Journal
- Accession number :
- 12444707
- Full Text :
- https://doi.org/10.1021/np020235j