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Chemistry ; 9(5): 1129-36, 2003 Mar 03.
Artigo em Inglês | MEDLINE | ID: mdl-12596149

RESUMO

Callystatin A is a prominent member of a class of natural products which display promising growth inhibition of cancer cells in their biological profile. The challenging structure and the interesting biological activity of (-)-callystatin A fueled our interest in the synthesis of this marine natural product. We achieved the total synthesis using a highly convergent approach joining four subunits together with a Wittig olefination, a selective Heck reaction and an aldol reaction as the pivotal steps. The aldol reaction as one of the final transformations during the synthesis opens fast access to a variety of structural analogues and circumvents tedious protecting group manipulations. Here we report an improved synthesis utilizing a modified vinyl iodide which shortens the synthesis by two steps. Additionally, first biological results will be reported.


Assuntos
Antineoplásicos/síntese química , Ácidos Graxos Insaturados/síntese química , Animais , Morte Celular/efeitos dos fármacos , Divisão Celular/efeitos dos fármacos , Citotoxinas/síntese química , Ácidos Graxos Insaturados/farmacologia , Humanos , Células Jurkat , Poríferos/química , Estereoisomerismo , Relação Estrutura-Atividade
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