Synthesis of carbazoloquinone derivatives and their antileukemic activity via modulating cellular reactive oxygen species.
Bioorg Med Chem Lett
; 29(16): 2243-2247, 2019 08 15.
Article
en En
| MEDLINE
| ID: mdl-31253531
ABSTRACT
Carbazoloquinone alkaloids are of great interest as privileged structures for anticancer drug molecules. The purpose of this study was to investigate the structure-activity relationships of carbazoloquinone derivatives as anticancer agents. A series of carbazoloquinones including murrayaquinone A, koeniginequinones A and B, and related analogues were therefore prepared. Palladium-catalyzed intramolecular cyclization reaction mechanism was well elucidated by DFT calculations. Treatment of the synthesized derivatives showed cytotoxicity on human leukemia HL-60 cells in a dose-dependent fashion. In addition, murrayaquinone A and ß-brazanquinone elevated cellular levels of reactive oxygen species (ROS), thereby triggering apoptosis. Our findings emphasize the excellent potential of carbazoloquinone derivatives as ROS-inducing anticancer agents.
Palabras clave
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Carbazoles
/
Benzoquinonas
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Especies Reactivas de Oxígeno
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Antineoplásicos
Límite:
Humans
Idioma:
En
Año:
2019
Tipo del documento:
Article