1.
Org Biomol Chem
; 3(21): 3880-2, 2005 Nov 07.
Artigo
em Inglês
| MEDLINE
| ID: mdl-16240002
RESUMO
A series of palmarumycin prodrugs and water-soluble analogs has been synthesized and assayed for inhibition of the thioredoxin-thioredoxin reductase system. Increased aqueous solubility led to an improved in vivo activity profile.
Assuntos
Antineoplásicos/síntese química , Pró-Fármacos/síntese química , Tiorredoxina Dissulfeto Redutase/antagonistas & inibidores , Antineoplásicos/farmacologia , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Naftalenos/química , Naftalenos/farmacologia , Pró-Fármacos/farmacologia , Solubilidade , Compostos de Espiro/química , Compostos de Espiro/farmacologia , Relação Estrutura-Atividade , Tiorredoxinas/antagonistas & inibidores
2.
Org Lett
; 4(13): 2273-5, 2002 Jun 27.
Artigo
em Inglês
| MEDLINE
| ID: mdl-12074685
RESUMO
[reaction: see text] Efficient modular synthesis of conformationally preorganized, C(3)-symmetric trilactams is reported. The allyl acetate cyclization substrate was synthesized in five steps from Garner's L-serine-derived aldehyde. After chiral ligand-mediated palladium cyclization, the resulting vinyl hydropyran was transformed into the orthogonally protected amino acids for iterative coupling. The final macrolactamization was accomplished using EDCI/HOBt or HATU/HOAt under high dilution conditions.