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Synthesis, Cytotoxicity and Antimicrobial Evaluation of Some New 2-Aryl,5-Substituted 1,3,4-Oxadiazoles and 1,3,4-Thiadiazoles

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Abstract

The synthesis of 2-(5-methyl-2-nitrophenyl)-5-(substituted)-1,3,4-oxadiazoles (5a–e) and thiadiazoles (6a–e) was carried out by refluxing of N-(5-methyl-2-nitrobenzoyl)-2-substituted carbohydrazide with phosphorous oxychloride and Lawesson’s reagent respectively. The N-(5-methyl-2-nitrobenzoyl)-2-substituted carbohydrazides was synthesized by treating 2(5-methyl-2-nitrobenzohydrazide) with various aryl acids in the presence of HATU and DIPEA. Compounds 6a, 5c and 5d exhibited significant cytotoxic properties when compared to standard podophyllotoxin. Further, the compounds were also studied for their antibacterial activities.

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Fig. 1
Scheme 1

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Acknowledgements

The authors are highly thankful to Acharya Nagarjuna University, Guntur, Andhra Pradesh, India for constant encouragement, and Laila Impex R&D Centre, Vijayawada, Andhra Pradesh, India for biological studies.

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Authors and Affiliations

  1. Department of Chemistry, Acharya Nagarjuna University, Nagarjunanagar, Guntur, Andhra Pradesh, India

    Baby Ramana Mutchu, Surendranatha Reddy Onteddu, S. N. Murthy Boddapati & Hari Babu Bollikolla

  2. Department of Pharmaceutical chemistry, Quest International University, Plaza The Teng, Perak Darul Ridzuan, 30250, Ipoh, Malaysia

    Vijay Kotra

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  1. Baby Ramana Mutchu
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  2. Vijay Kotra
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Mutchu, B.R., Kotra, V., Onteddu, S.R. et al. Synthesis, Cytotoxicity and Antimicrobial Evaluation of Some New 2-Aryl,5-Substituted 1,3,4-Oxadiazoles and 1,3,4-Thiadiazoles. Chemistry Africa 2, 15–20 (2019). https://doi.org/10.1007/s42250-018-00034-x

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