Multi-component reactions for the synthesis of pyrazolo [1,5-a]quinoline derivatives together with their cytotoxic evaluations

IF 1.3 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Bulletin of the Chemical Society of Ethiopia Pub Date : 2023-03-06 DOI:10.4314/bcse.v37i3.14

R. M. Mohareb, Maher H.E. Helal, Amany E. Mayhoub, Amira E.M. Abdallah

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引用次数: 2

Abstract

ABSTRACT. A new approaches for the synthesis of novel pyrazolo[1,5-a]quinazoline 8a-f and pyrazolo[1,5-a]quinazolin-6-one 10a-s and 12a-s derivatives were obtained using 4-(2-phenylhydrazono)-4H-pyrazol-3-amine derivatives 5a-f via their multi-component reactions. The later pyrazole derivatives were prepared via arylhydrazone derivatives 3a-f. The structures of the synthesized compounds were established based on their respective analytical data. On the other hand, the cytotoxic effects of the synthesized compounds were obtained against the six cancer cell lines, namely A549, HT-29, MKN-45, U87MG, SMMC-7721 and, H460 utilizing foretinib as the positive control and the standard MTT assay in vitro. The obtained results showed that compounds 8c, 8f, 10c, 10i, 10l, 10p, 10s, 12c, 12i, 12l, 12p and, 12s were the most cytotoxic compounds. In most cases the presence of the electronegative Cl group enhanced the cytotoxicity of the tested compound. KEY WORDS: Multi-component reactions, Pyrazolo[1,5-a]quinazoline, Pyrazolo[1,5-a]quinazolin-6-one, Cytotoxicity Bull. Chem. Soc. Ethiop. 2023, 37(3), 717-734. DOI: https://dx.doi.org/10.4314/bcse.v37i3.14

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多组分反应合成吡唑啉[1,5-a]喹啉衍生物及其细胞毒性评价

摘要以4-(2-苯腙)- 4h -吡唑-3胺衍生物5a-f为原料，通过多组分反应，得到了新型吡唑[1,5- A]喹唑啉8a-f和吡唑[1,5- A]喹唑啉-6- 1 10a-s和12a-s衍生物的合成新方法。后来的吡唑衍生物是由芳基腙衍生物3a-f制备的。根据各自的分析数据确定了合成化合物的结构。另一方面，以福替尼为阳性对照，体外标准MTT法测定合成的化合物对A549、HT-29、MKN-45、U87MG、SMMC-7721和H460 6株癌细胞的细胞毒作用。结果表明，化合物8c、8f、10c、10i、10l、10p、10s、12c、12i、12l、12p和12s是细胞毒性最强的化合物。在大多数情况下，电负性Cl基团的存在增强了被试化合物的细胞毒性。关键词:多组分反应，吡唑啉[1,5-a]喹唑啉，吡唑啉[1,5-a]喹唑啉-6- 1，细胞毒性化学。Soc。阿比西尼亚人。2023年,37 (3),717 - 734 . DOI: https://dx.doi.org/10.4314/bcse.v37i3.14

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来源期刊

Bulletin of the Chemical Society of Ethiopia 化学-化学综合

CiteScore

2.20

自引率

8.30%

发文量

113

审稿时长

6-12 weeks

期刊介绍： The Bulletin of the Chemical Society of Ethiopia (BCSE) is a triannual publication of the Chemical Society of Ethiopia. The BCSE is an open access and peer reviewed journal. The BCSE invites contributions in any field of basic and applied chemistry.