| pubmed-article:9572894 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:9572894 | lifeskim:mentions | umls-concept:C0003392 | lld:lifeskim |
| pubmed-article:9572894 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:9572894 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:9572894 | lifeskim:mentions | umls-concept:C0674571 | lld:lifeskim |
| pubmed-article:9572894 | pubmed:issue | 10 | lld:pubmed |
| pubmed-article:9572894 | pubmed:dateCreated | 1998-5-28 | lld:pubmed |
| pubmed-article:9572894 | pubmed:abstractText | A structure-activity relationship (SAR) study of the South African willow tree (Combretum caffrum) antineoplastic constituent combretastatin A-4 (1b) directed at maintaining the (Z)-stilbene relationship of the olefin diphenyl substituents led to synthesis of a potent cancer cell growth inhibitor designated phenstatin (3b). Initially phenstatin silyl ether (3a) was unexpectedly obtained by Jacobsen oxidation of combretastatin A-4 silyl ether (1c --> 3a), and the parent phenstatin (3b) was later synthesized (6a --> 3a --> 3b) in quantity. Phenstatin was converted to the sodium phosphate prodrug (3d) by a dibenzyl phosphite phosphorylation and subsequent hydrogenolysis sequence (3b --> 3c --> 3d). Phenstatin (3b) inhibited growth of the pathogenic bacterium Neisseriagonorrhoeae and was a potent inhibitor of tubulin polymerization and the binding of colchicine to tubulin comparable to combretastatin A-4 (1b). Interestingly, the prodrugs were found to have reduced activity in these biochemical assays. While no significant tubulin activity was observed with the phosphorylated derivative of combretastatin A-4 (1d), phosphate 3d retained detectable inhibitory effects in both assays. | lld:pubmed |
| pubmed-article:9572894 | pubmed:language | eng | lld:pubmed |
| pubmed-article:9572894 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:9572894 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:9572894 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:9572894 | pubmed:month | May | lld:pubmed |
| pubmed-article:9572894 | pubmed:issn | 0022-2623 | lld:pubmed |
| pubmed-article:9572894 | pubmed:author | pubmed-author:BoydM RMR | lld:pubmed |
| pubmed-article:9572894 | pubmed:author | pubmed-author:HamelEE | lld:pubmed |
| pubmed-article:9572894 | pubmed:author | pubmed-author:PettitG RGR | lld:pubmed |
| pubmed-article:9572894 | pubmed:author | pubmed-author:HeraldD LDL | lld:pubmed |
| pubmed-article:9572894 | pubmed:author | pubmed-author:PettitR KRK | lld:pubmed |
| pubmed-article:9572894 | pubmed:author | pubmed-author:Verdier-Pinar... | lld:pubmed |
| pubmed-article:9572894 | pubmed:author | pubmed-author:TokiBB | lld:pubmed |
| pubmed-article:9572894 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:9572894 | pubmed:day | 7 | lld:pubmed |
| pubmed-article:9572894 | pubmed:volume | 41 | lld:pubmed |
| pubmed-article:9572894 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:9572894 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:9572894 | pubmed:pagination | 1688-95 | lld:pubmed |
| pubmed-article:9572894 | pubmed:dateRevised | 2006-11-15 | lld:pubmed |
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| pubmed-article:9572894 | pubmed:meshHeading | pubmed-meshheading:9572894-... | lld:pubmed |
| pubmed-article:9572894 | pubmed:year | 1998 | lld:pubmed |
| pubmed-article:9572894 | pubmed:articleTitle | Antineoplastic agents. 379. Synthesis of phenstatin phosphate. | lld:pubmed |
| pubmed-article:9572894 | pubmed:affiliation | Cancer Research Institute and Department of Chemistry, Arizona State University, Tempe, Arizona 85287-1604, USA. | lld:pubmed |
| pubmed-article:9572894 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:9572894 | pubmed:publicationType | Comparative Study | lld:pubmed |
| pubmed-article:9572894 | pubmed:publicationType | Research Support, U.S. Gov't, Non-P.H.S. | lld:pubmed |
| http://linkedlifedata.com/r... | http://linkedlifedata.com/r... | pubmed-article:9572894 | lld:chembl |
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