Synthesis of Indole Based Sulfonamide Derivatives as potent inhibitors of α-glucosidase and α-amylase in management of type-II diabetes

IF 2.218 Q2 Chemistry

Chemical Data Collections Pub Date : 2024-02-02 DOI:10.1016/j.cdc.2024.101122

Wasi Ullah , Fazal Rahim , Shawkat Hayat , Hayat Ullah , Muhammad Taha , Shoaib Khan , Amena Khaliq , Saba Bibi , Osama Gohar , Naveed Iqbal , Syed Adnan Ali Shah , Khalid Mohammed Khan

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引用次数: 0

Abstract

We have synthesized indole-based sulfonamides derivatives (1–10), characterized through NMR and HR-EIMS, and screened against α-glucosidase and α-amylase enzymes. All the synthesized analogues showed various degrees of inhibitory potential ranging between 1.10 ± 0.10 to 10.90 ± 0.20 µM (against α-glucosidase) and 0.70 ± 0.10 to 11.30 ± 0.20 µM (against α-amylase) as compared to standard acarbose (IC₅₀ = 38.45 ± 0.10 µM and 1.70 ± 0.10 μM, respectively). In both cases, analogues 5 (IC₅₀ = 1.10 ± 0.10 and 0.40 ± 0.10 μM) and 8 (IC₅₀ = 1.20 ± 0.10 and 0.70 ± 0.10 μM) were identified as the most potent among the series. A structure-activity relationship has been established, which mainly depends upon the substitution pattern around the phenyl ring. The interaction of the most potent analogs with the active site of enzymes was determined through a molecular docking study.

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合成吲哚基磺酰胺衍生物，作为α-葡萄糖苷酶和α-淀粉酶的强效抑制剂用于治疗 II 型糖尿病

我们合成了吲哚基磺酰胺类衍生物（1-10），通过核磁共振和 HR-EIMS 对其进行了表征，并针对α-葡萄糖苷酶和α-淀粉酶进行了筛选。与标准阿卡波糖（IC50 = 38.45 ± 0.10 µM 和 1.70 ± 0.10 µM）相比，所有合成的类似物都显示出不同程度的抑制潜力，对α-葡萄糖苷酶的抑制潜力在 1.10 ± 0.10 至 10.90 ± 0.20 µM之间，对α-淀粉酶的抑制潜力在 0.70 ± 0.10 至 11.30 ± 0.20 µM之间。在这两种情况下，类似物 5（IC50 = 1.10 ± 0.10 和 0.40 ± 0.10 μM）和 8（IC50 = 1.20 ± 0.10 和 0.70 ± 0.10 μM）被认为是这一系列中最有效的。已建立的结构-活性关系主要取决于苯环周围的取代模式。通过分子对接研究确定了最有效的类似物与酶活性位点的相互作用。

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来源期刊

Chemical Data Collections Chemistry-Chemistry (all)

CiteScore

6.10

自引率

0.00%

发文量

169

审稿时长

24 days

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