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Bioconjug Chem ; 31(10): 2350-2361, 2020 10 21.
Artigo em Inglês | MEDLINE | ID: mdl-32881482

RESUMO

Antibody-drug conjugates (ADCs) use antibodies to deliver cytotoxic payloads directly into tumor cells via specifically binding to the target cell surface antigens. ADCs can enhance the anti-tumor effects of antibodies, and increase the delivery of cytotoxic payloads to cancer cells with a better therapeutic index. An ADC was prepared with a potent carbamate-containing tubulysin analogue attached to an anti-mesothelin antibody via a Cit-Val dipeptide linker. An aniline functionality in the tubulysin analogue was created to provide a site of linker attachment via an amide bond that would be stable in systemic circulation. Upon ADC internalization into antigen-positive cancer cells, the Cit-Val dipeptide linker was cleaved by lysosomal proteases, and the drug was released inside the tumor cells. The naturally occurring acetate of tubulysin was modified to a carbamate to reduce acetate hydrolysis of the ADC in circulation and to increase the hydrophilicity of the drug. The ADC bearing the monoclonal anti-mesothelin antibody and the carbamate-containing tubulysin was highly potent and immunologically specific to H226 human lung carcinoma cells in vitro, and efficacious at well-tolerated doses in a mesothelin-positive OVCAR3 ovarian cancer xenograft mouse model.


Assuntos
Antineoplásicos/química , Carbamatos/química , Proteínas Ligadas por GPI/antagonistas & inibidores , Imunoconjugados/química , Oligopeptídeos/química , Animais , Antineoplásicos/síntese química , Antineoplásicos/farmacologia , Carbamatos/síntese química , Carbamatos/farmacologia , Feminino , Humanos , Imunoconjugados/farmacologia , Neoplasias Pulmonares/tratamento farmacológico , Mesotelina , Camundongos , Camundongos SCID , Oligopeptídeos/síntese química , Oligopeptídeos/farmacologia , Neoplasias Ovarianas/tratamento farmacológico
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