1.
J Org Chem
; 68(17): 6646-60, 2003 Aug 22.
Artículo
en Inglés
| MEDLINE
| ID: mdl-12919029
RESUMEN
The total synthesis of the potent microtubule-stabilizing, antimitotic agent (+)-discodermolide is described. The convergent synthetic strategy takes advantage of the diastereoselective alkylation of a ketone enolate to establish the key C15-C16 bond. The synthesis is amenable to preparation of gram-scale quantities of (+)-discodermolide and analogues.
Asunto(s)
Alcanos/síntesis química , Antineoplásicos/síntesis química , Carbamatos/síntesis química , Lactonas/síntesis química , Microtúbulos/ultraestructura , Alcanos/química , Alcanos/farmacología , Alquilación , Antineoplásicos/química , Antineoplásicos/farmacología , Carbamatos/química , Carbamatos/farmacología , Indicadores y Reactivos , Lactonas/química , Lactonas/farmacología , Microtúbulos/efectos de los fármacos , Modelos Moleculares , Conformación Molecular , Pironas
2.
Bioorg Med Chem Lett
; 14(1): 87-90, 2004 Jan 05.
Artículo
en Inglés
| MEDLINE
| ID: mdl-14684304
RESUMEN
A series of (4-piperidinylphenyl)aminoethyl amides based on dipeptide anilines were synthesized and tested against cathepsin K, cathepsin L and cathepsin B. These new non-covalent inhibitors exhibited single-digit nM inhibition of the cysteine proteases. Compounds 3 and 7 demonstrated potency in both mouse and human osteoclast resorption assays.