A new class of pyrrolo[2,3-b]quinoxalines: synthesis, anticancer and antimicrobial activities

Bader A. Salameh, Eman H. Al-Hushki, Wamidh H. Talib, Raed Ghanem, Fatima-Azzahra Delmani, Asma I. Mahmod
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Abstract

A series of 3-chloro-1-aryl-4-dihydro-2H-pyrrolo[2,3-b]quinoxalin-2-ones and 3-chloro-1-aryl-6,7-dimethyl-1,4-dihydro-2H-pyrrolo[2,3-b]quinoxalin-2-ones was prepared by the condensation of o-phenylenediamine or 4,5-dimethyl-1,2-aminobenzene with N-aryl-3,4-dichloro-maleimides. All the prepared quinoxalines were tested for their antitumor activity against three human cancer cell lines (prostate cells PC3, colorectal cells Caco-2, and cervical cells HeLa), and a mammalian cell line (Vero cells). The compounds were also tested for their antibacterial properties against three different bacterial cells Escherichia coli, Bacillus spizizenii, and Pseudomonas aeruginosa. The compounds 3c, 3d, 3g, 3h, 3i and 4a, 4b, 4h showed anti-proliferative activity against the tested cell lines. Regarding their antibacterial activity, compounds 3a, 3g, 4a, and 4h showed inhibitory activity against E. coli, and B. spizizenii only.
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一类新的吡咯并[2,3-b]喹喔啉:合成、抗癌和抗菌活性
通过邻苯二胺或 4,5-二甲基-1,2-氨基苯与 N-芳基-3,4-二氯马来酰亚胺的缩合,制备了一系列 3-氯-1-芳基-4-二氢-2H-吡咯并[2,3-b]喹喔啉-2-酮和 3-氯-1-芳基-6,7-二甲基-1,4-二氢-2H-吡咯并[2,3-b]喹喔啉-2-酮。测试了所有制备的喹喔啉类化合物对三种人类癌细胞系(前列腺癌细胞 PC3、结直肠癌细胞 Caco-2 和宫颈癌细胞 HeLa)和一种哺乳动物细胞系(Vero 细胞)的抗肿瘤活性。此外,还测试了这些化合物对三种不同细菌细胞大肠杆菌、芽孢杆菌和铜绿假单胞菌的抗菌特性。化合物 3c、3d、3g、3h、3i 和 4a、4b、4h 对测试的细胞株具有抗增殖活性。在抗菌活性方面,化合物 3a、3g、4a 和 4h 仅对大肠杆菌和 B. spizenii 具有抑制活性。
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