Synthesis, antiproliferative activity and insilco studies of substituted 2-((N-benzyl-5-bromo-2-methoxyphenyl) sulfonamide) glycinamide derivatives

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC Synthetic Communications Pub Date : 2024-08-06 DOI:10.1080/00397911.2024.2387810
Dattatray D. Gaikwad , Sachin A. Dhawale , Chandrakant D. Pawar , Dattatraya N. Pansare , Umakant D. Pawar , Ashok M. Zine
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Abstract

The present work aimed to synthesize different substituted glycinamide derivatives. A series of novel substituted 2-((N-benzyl-5-bromo-2-methoxyphenyl) sulfonamide) and their glycinamide derivatives (5a–5p) were synthesized. We developed a simple strategy for synthesizing functionally diverse sulfonamide and glycinamide derivatives through a series of steps. A series of molecules containing amide derivatives were designed and synthesized, and their structures were elucidated and confirmed by1H NMR, 13 C NMR, LCMS, and their purity was checked using HPLC. The synthesized compounds were screened for anticancer activity against A-549 and A431 cancer cell lines by MTT assay and then docking studies were carried out to understand the molecular interactions. The preliminary bioassay suggests that most compounds showed remarkable anti-proliferation activity. Gefitinib was used as a positive control. The compounds 5g and 5f were active compared with Gefitinib in both the cell lines.

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取代的 2-((N-苄基-5-溴-2-甲氧基苯基)磺酰胺)甘氨酰胺衍生物的合成、抗增殖活性和绝缘研究
本研究旨在合成不同的取代甘氨酰胺衍生物。我们合成了一系列新型取代的 2-((N-苄基-5-溴-2-甲氧基苯基)磺酰胺)及其甘氨酰胺衍生物(5a-5p)。我们开发了一种简单的策略,通过一系列步骤合成功能多样的磺酰胺和甘氨酰胺衍生物。我们设计并合成了一系列含有酰胺衍生物的分子,并通过 1H NMR、13 C NMR 和 LCMS 对其结构进行了阐明和确认,同时使用 HPLC 对其纯度进行了检测。通过 MTT 试验筛选了合成的化合物对 A-549 和 A431 癌细胞株的抗癌活性,然后进行了对接研究以了解分子间的相互作用。初步生物测定表明,大多数化合物具有显著的抗癌活性。吉非替尼被用作阳性对照。与吉非替尼相比,化合物 5g 和 5f 在两种细胞系中都具有活性。
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来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
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