897932-10-4

Basic information

• Product Name: N,O-bis(3,4-dimethoxycarbonylcaffeoyl)-L-lysine methyl ester
• Synonyms: N,O-bis(3,4-dimethoxycarbonylcaffeoyl)-L-lysine methyl ester
• CAS NO: 897932-10-4
• Molecular Weight: 716.653
• Mol File: 897932-10-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N,O-bis(3,4-dimethoxycarbonylcaffeoyl)-L-lysine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N,O-bis(3,4-dimethoxycarbonylcaffeoyl)-L-lysine methyl ester(897932-10-4)
• EPA Substance Registry System: N,O-bis(3,4-dimethoxycarbonylcaffeoyl)-L-lysine methyl ester(897932-10-4)

Safety Data

• Hazardous Substances Data: 897932-10-4(Hazardous Substances Data)

Upstream product

• 18959-40-5 3,4-O-dimethoxycarbonyl caffeic acid 
• 13515-95-2 lysine methyl ester dihydrochloride 
• 657-27-2 L-Lysine hydrochloride 

Relevant articles and documents

Dicaffeoyltartaric acid analogues inhibit human immunodeficiency virus type 1 (HIV-1) integrase and hiv-1 replication at nontoxic concentrations

The human immunodeficiency virus type 1 (HIV-1) is a major health problem worldwide. In this study, 17 analogues of L-chicoric acid, a potent inhibitor of HIV integrase, were studied. Of these analogues, five submicromolar inhibitors of integrase were discovered and 13 compounds with activity against integrase at less than 10 μM were identified. Six demonstrated greater than 10-fold selectivity for HIV replication over cellular toxicity. Ten analogues inhibited HIV replication at nontoxic concentrations. Alteration of the linkages between the two biscatechol rings, including the use of amides, mixed amide esters, cholate, and alkyl bridges, was explored. Amides were as active as esters but were more toxic in tissue culture. Alkyl and cholate bridges were significantly less potent against HIV-1 integrase in vitro and were inactive against HIV-1 replication. Two amino acid derivates and one digalloylderivative of L-chicoric acid (L-CA) showed improved selectivity over L-CA against integration in cell culture. These data suggest that in addition to the bis-catechols and free carboxylic acid groups reported previously, polar linkages are important constituents for optimal activity against HIV-1 integrase and that new derivatives can be developed with increased specificity for integration over HIV entry in vivo.