Microwave-Mediated Modification of Selected Limonoids with DMAB Reagent and Antibacterial Studies |
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Authors: | S. Venkatesan Jayakumar Amit Saxena Divya Rana Tomar |
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Affiliation: | 1. Department of Chemistry, SVIS, SVVV University, Indore, Madhya Pradesh, 453111 India;2. Department of Physics, IPS Academy, Jhabua, Madhya Pradesh, 457661 India |
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Abstract: | N,N-Dimethylaniline.borane (DMAB) is a stable, multifaceted electrophilic boron agent that displays hydroboration of C = C as well as selective reduction of functional groups under reflux, microwave, and ultrasound conditions. Natural products contain a plethora of functional groups that govern the specific bioactivity. It will be interesting to correlate the change in a functional group with the concern for change in bioactivity. Current research emphasizes the influence of microwave irradiation on moderately reactive DMAB reagent towards the functional group modification of selected limonoid-phytochemicals of Meliaceae family viz. cedrelone, azadirone, nimbin, and azadiradione. DMAB conveniently reduces the ketone, epoxide group into alcohol, and does a hydroboration reaction on the C = C bond. It does not show interest to reduce the ester group irrespective of 30 min of MW irradiation. Except for these reducing properties, the reagent DMAB unveils chemo-selective nature in respect of different functional groups and utilizes in an asymmetric synthesis. The coalescence of amine.borane with microwave irradiation brings forth a commodious and prompt method for the selective reduction of functional groups. The bioactive efficacy of modified phytochemicals is further taken for the antimicrobial studies. |
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Keywords: | azadiradione azadirone cedrelone chemo-selectivity DMAB microwave nimbin |
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