1097160-33-2Relevant academic research and scientific papers
Total synthesis and biological evaluation of novel C2-C6 region analogues of dictyostatin
Paterson, Ian,Gardner, Nicola M.,Guzman, Esther,Wright, Amy E.
supporting information; experimental part, p. 2282 - 2289 (2009/08/07)
By exploiting a Still-Gennari HWE coupling with a common C11-C26 aldehyde, a series of C2-C6 modified analogues of the microtubule-stabilising marine natural product dictyostatin were synthesised and evaluated in vitro for growth inhibition against a rang
Total synthesis and biological evaluation of potent analogues of dictyostatin: Modification of the C2-C6 dienoate region
Paterson, Ian,Gardner, Nicola M.,Guzman, Esther,Wright, Amy E.
scheme or table, p. 6268 - 6272 (2009/10/15)
By exploiting a Still-Gennari olefination of a common C11-C26 aldehyde with a C4-C10 or C1-C10 β-ketophosphonate, three modified C2-C6 region analogues of the 22-membered macrolide dictyostatin were synthesised and evaluated in vitro for growth inhibition against a range of human cancer cell lines, including the Taxol-resistant NCI/ADR-Res cell line. 6-Desmethyldictyostatin and 2,3-dihydrodictyostatin displayed potent (low nanomolar) antiproliferative activity, intermediate between dictyostatin and discodermolide, while 2,3,4,5-tetrahydrodictyostatin showed activity comparable to discodermolide. As with dictyostatin, these simplified analogues act through a mechanism of microtubule stabilisation, G2/M arrest and apoptosis.
