Synthesis of a series of new 6-nitrobenzofuran-2-carbohydrazide derivatives with cytotoxic and antioxidant activity

New horizons in translational medicine Pub Date : 2017-11-01 DOI:10.1016/j.nhtm.2017.08.002

Muhammad Taha , Sadia Sultan , Mohamad Azlan , Syed Adnan Ali Shah , Waqas Jamil , Swee Keong Yeap , Syahrul Imran , Muhammad Nadeem Akhtar , Seema Zareen , Nor Hadiani Ismail , Muhammad Ali

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引用次数: 3

Abstract

6-nitrobenzofuran-2-carbohydrazide Schiff base derivatives have been synthesized and their structure has been confirmed via H¹NMR, Mass spectrometry and elemental (CHN/S) analysis. These synthesized analogs showed significant cytotoxic and antioxidant activity. Doxorubicin (IC₅₀ = 0.94 ± 0.20 μM) and n-propyl gallate (IC₅₀ = 30.30 ± 0.40 μM) were used as standard in cytotoxic and antioxidant activities, respectively. Compound 1 (IC₅₀ = 3.30 ± 0.90 μM), 2 (IC₅₀ = 2.70 ± 0.25 μM), 3 (IC₅₀ = 2.70 ± 0.25 μM), 10 (IC₅₀ = 2.70 ± 1.10 μM), 11 (IC₅₀ = 1.00 ± 1.20 μM), and 17 (IC₅₀ = 3.75 ± 0.90 μM) showed excellent while 21 (IC₅₀ = 7.50 ± 0.60 μM) and 28 (IC₅₀ = 7.50 ± 0.66 μM) showed moderate anti cancer activity. Furthermore, compound 10 (IC₅₀ = 17.50 ± 0.85 μM), 11 (IC₅₀ = 24.20 ± 0.55 μM), 12 (IC₅₀ = 21.10 ± 1.58 μM), 13 (IC₅₀ = 14.60 ± 0.32 μM), 14 (IC₅₀ = 29.20 ± 0.75 μM) and 15 (IC₅₀ = 9.26 ± 0.15 μM) showed better antioxidant activity than the standard n-propyl gallate. This study will be useful to develop potential lead molecules with cytotoxic and antioxidant potential.

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一系列具有细胞毒性和抗氧化活性的6-硝基苯并呋喃-2-碳肼衍生物的合成

合成了6-硝基苯并呋喃-2-碳酰肼希夫碱衍生物，并通过H1NMR、质谱和元素(CHN/S)分析对其结构进行了确证。这些合成的类似物具有显著的细胞毒性和抗氧化活性。以阿霉素(IC50 = 0.94±0.20 μM)和没食子酸正丙酯(IC50 = 30.30±0.40 μM)作为细胞毒性和抗氧化活性的标准。化合物1 (IC50 = 3.30±0.90 μM)、2 (IC50 = 2.70±0.25 μM)、3 (IC50 = 2.70±0.25 μM)、10 (IC50 = 2.70±1.10 μM)、11 (IC50 = 1.00±1.20 μM)和17 (IC50 = 3.75±0.90 μM)表现出优异的抗癌活性，而化合物21 (IC50 = 7.50±0.60 μM)和28 (IC50 = 7.50±0.66 μM)表现出中等的抗癌活性。化合物10 (IC50 = 17.50±0.85 μM)、11 (IC50 = 24.20±0.55 μM)、12 (IC50 = 21.10±1.58 μM)、13 (IC50 = 14.60±0.32 μM)、14 (IC50 = 29.20±0.75 μM)和15 (IC50 = 9.26±0.15 μM)的抗氧化活性均优于标准的没食子酸正丙酯。该研究将有助于开发具有细胞毒性和抗氧化潜力的潜在铅分子。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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New horizons in translational medicine

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