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Synthesis of quinone imine and sulphur-containing compounds with antitumor and trypanocidal activities: redox and biological implications.


ABSTRACT: Ortho-Quinones represent a special class of redox active compounds associated with a spectrum of pronounced biological activities, including selective cytotoxicity and antimicrobial actions. The modification of the quinone ring by simple nitrogen and sulphur substitutions leads to several new classes of compounds with their own, distinct redox behaviour and equally distinct activities against cancer cell lines and Trypanosoma cruzi. Some of the compounds investigated show activity against T. cruzi at concentrations of 24.3 and 65.6 μM with a selectivity index of around 1. These results demonstrate that simple chemical modifications on the ortho-quinone ring system, in particular, by heteroatoms such as nitrogen and sulphur, transform these simple redox molecules into powerful cytotoxic agents with considerable "potential", not only in synthesis and electrochemistry, but also, in a broader sense, in health sciences.

SUBMITTER: Almeida RG 

PROVIDER: S-EPMC7651858 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Synthesis of quinone imine and sulphur-containing compounds with antitumor and trypanocidal activities: redox and biological implications.

Almeida Renata G RG   Valença Wagner O WO   Rosa Luísa G LG   de Simone Carlos A CA   de Castro Solange L SL   Barbosa Juliana M C JMC   Pinheiro Daniel P DP   Paier Carlos R K CRK   de Carvalho Guilherme G C GGC   Pessoa Claudia C   Goulart Marilia O F MOF   Kharma Ammar A   da Silva Júnior Eufrânio N EN  

RSC medicinal chemistry 20200713 10


<i>Ortho</i>-Quinones represent a special class of redox active compounds associated with a spectrum of pronounced biological activities, including selective cytotoxicity and antimicrobial actions. The modification of the quinone ring by simple nitrogen and sulphur substitutions leads to several new classes of compounds with their own, distinct redox behaviour and equally distinct activities against cancer cell lines and <i>Trypanosoma cruzi</i>. Some of the compounds investigated show activity  ...[more]

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