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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
1
|
| pubmed:dateCreated |
1998-3-16
|
| pubmed:abstractText |
Two diastereomeric 2",3"-dibromo cephalomannines and their two corresponding 7-epimers were obtained by treatment of extracts of Taxus yunnanensis with bromine solution under mild conditions. Treatment of the same extract with chlorine solution yielded four diasteromeric 2",3"-dichlorocephalomannines, with no 7-epimers. The diastereomeric mixtures were separated into the individual components by preparative HPLC on C18 reversed-phase silica gel. A more efficient analytical separation was obtained on a pentafluorophenyl-bonded phase. These reaction products were isolated and fully identified spectroscopically. Slight differences were observed in the NMR spectra of the 7-epimers when compared to their 7 beta-OH analogues. On the basis of a comparison of physicochemical data, the bromo compounds were identified as (2"R,3"S)-dibromo-7-epi-cephalomannine (3), (2"S,3"R)-dibromo-7-epi-cephalomannine (4), (2"R,3"S)-dibromocephalomannine (5), and (2"S,3"R)-dibromocephalomannine (6), and the chloro compounds as (2"R,3"R)-dichlorocephalomannine (7), (2"S,3"S)-dichlorocephalomannine (8), (2"R,3"S)-dichlorocephalomannine (9), and (2"S,3"R)-dichlorocephalomannine (10). Cytotoxic activity was tested against the NCI 60 human tumor cell line panel in comparison with paclitaxel (1), and encouraging results were obtained in some cases.
|
| pubmed:language |
eng
|
| pubmed:journal | |
| pubmed:citationSubset |
IM
|
| pubmed:chemical | |
| pubmed:status |
MEDLINE
|
| pubmed:month |
Jan
|
| pubmed:issn |
0163-3864
|
| pubmed:author | |
| pubmed:issnType |
Print
|
| pubmed:volume |
61
|
| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
|
| pubmed:pagination |
57-63
|
| pubmed:dateRevised |
2000-12-18
|
| pubmed:meshHeading |
pubmed-meshheading:9461653-Antineoplastic Agents, Phytogenic,
pubmed-meshheading:9461653-Bromine,
pubmed-meshheading:9461653-Chromatography, High Pressure Liquid,
pubmed-meshheading:9461653-Drug Screening Assays, Antitumor,
pubmed-meshheading:9461653-Magnetic Resonance Spectroscopy,
pubmed-meshheading:9461653-Paclitaxel,
pubmed-meshheading:9461653-Plants, Medicinal,
pubmed-meshheading:9461653-Stereoisomerism
|
| pubmed:year |
1998
|
| pubmed:articleTitle |
Synthesis and separation of potential anticancer active dihalocephalomannine diastereomers from extracts of Taxus yunnanensis.
|
| pubmed:affiliation |
Xechem, Inc., Research Laboratories, New Brunswick, New Jersey 08901-3279, USA.
|
| pubmed:publicationType |
Journal Article
|