Synthesis and Biological Evaluation of Benzo[ f ]indole-4,9-diones N -Linked to Carbohydrate Chains as New Type of Antitumor Agents

Journal of the Brazilian Chemical Society

article

Dias, Flaviana R. F.¹  Guerra, Fabiana S.²  Lima, Fernanda A.³  Castro, Yasmin K. C. de¹  Ferreira, Vitor F.¹  Campos, Vinícius R.¹  Fernandes, Patrícia D.²  Cunha, Anna C.¹ 

[1] Departamento de Química Orgânica, Instituto de Química, Universidade Federal Fluminense, Campus do Valonguinho;Laboratório de Farmacologia da Dor e da Inflamação, Instituto de Ciências Biomédicas, Universidade Federal do Rio de Janeiro;Departamento de Química Orgânica, Instituto de Química, Universidade Federal do Rio de Janeiro

关键词: quinone;    naphthoquinone;    benzo[f]indole-4;    9-dione;    carbohydrate;    antitumor activity;   

DOI  :  10.21577/0103-5053.20200202

学科分类：内科医学

来源: SciELO

【 摘 要 】

In this work, we report the synthesis of three series of carbohydrate-based benzo[ f ]indole-4,9-diones and amino-1,4-naphthoquinone derivatives and evaluated their cytotoxic activity against eight human cancer cell lines. Several compounds showed a promising cytotoxic activity toward the tumor cell lines (half maximal inhibitory concentration (IC 50 ) < 10.0 μM). The importance of the substitution pattern of the quinone derivatives on the antitumor activity was also discussed. 3-Carboethoxy-2-methyl-benzo[ f ]indole-4,9-dione derivatives were more cytotoxic than their parent compounds and amino-1,4-naphthoquinones. Unlike clinically useful anticancer agent doxorubicin, the majority of synthesized compounds did not exhibit any lytic effects against erythrocytes or normal human leukocytes.

【 授权许可】

CC BY