2-(phenyl)-4H-chromen-4-ones: Green synthesis, characterization, in vitro antifungal evaluation and molecular docking approach toward Aspergillus fumigatus

Q2 Materials Science Current Research in Green and Sustainable Chemistry Pub Date : 2022-01-01 DOI:10.1016/j.crgsc.2021.100234

Ahanthem Priyanca Devi , Naveen Dhingra , Uma Bhardwaj , R.S. Chundawat , Chetan K. Joshi , Shivendra Singh , Keshav Lalit Ameta

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引用次数: 4

Abstract

An effective and greener method for the synthesis of 2-(phenyl)-4H-chromen-4-ones has been developed by reacting 2-hydroxychalcones and tert-butyl hydroperoxide (TBHP) in the presence of a base via ultrasonic irradiation. Ultrasonic irradiation is used to replace conventional energy sources in synthesis. In terms of energy conservation and waste reduction, ultrasonic irradiations are increasingly being used as eco-friendly, green, and clean solutions in organic processes. Antifungal activity of all the synthesized compounds was evaluated against three fungi strains. Compound 4d showed the highest activity against A. fumigatus, R. stolonifer and M. mucedo with the values of 20 ± 0.47 mm, 19 ± 0.46 mm and 22 ± 0.49 mm respectively. Compound 4d also showed highest moldock score and formed H-bond with active amino acids. Compounds bearing lipophilic electron withdrawing groups showed more potent activity compared to compounds having electron donating groups.

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2-(苯基)- 4h - chromen4 -ones:绿色合成、表征、体外抑菌评价及烟曲霉分子对接方法

本文提出了一种高效、绿色的合成2-(苯基)- 4h -铬-4-酮的方法，即2-羟基查尔酮与过氧化叔丁基(TBHP)在碱存在下通过超声波照射反应。超声辐照在合成中取代了传统的能量来源。在节能降耗方面，超声波辐照作为环保、绿色、清洁的解决方案越来越多地应用于有机工艺中。合成的化合物对三种真菌的抑菌活性进行了评价。化合物4d对烟螨、匍匐茎螟和粘蝇的抑制活性最高，分别为20±0.47 mm、19±0.46 mm和22±0.49 mm。化合物4d也表现出最高的moldock评分，并与活性氨基酸形成氢键。具有亲脂性吸电子基团的化合物比具有供电子基团的化合物具有更强的活性。

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