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Design, synthesis, and antimicrobial evaluation of novel 10-Undecenoic acid-based lipidic triazoles

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Abstract

A series of novel 10-Undecenoic acid-based triazole derivatives were designed and synthesized in the present study. 10-Undecenoic acid on treatment with propargyl bromide yielded the corresponding ester which was reacted with different aryl azides to obtain the novel triazoles. The synthesized compounds were characterized by NMR, IR, and mass spectral data. The synthesized lipidic triazole compounds were studied for the antibacterial and antifungal activities against Ralstonia solanacearum and Fusarium oxysporum, respectively. The antimicrobial assay results revealed that the synthesized compounds possessed a certain degree of antifungal and antibacterial activities on the tested organisms. Among all the compounds, it was found that compounds 4j (with iodo substituent) and 4q (tert-butyl substituent) displayed the highest antibacterial and antifungal activity respectively. The study revealed that novel lipidic triazole derivatives of 10-Undecenoic acid could be potential antimicrobial compounds. This is the first report on the design, synthesis, and antimicrobial assessment of 10-Undecenoic acid-based triazole against plant pathogenic microorganisms.

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Acknowledgements

The authors also express sincere thanks to the Director, CSIR-IICT (Ms. No. IICT/Pubs./2022/126) for providing all the required facilities.

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Authors and Affiliations

  1. Centre for Lipid Science & Technology, CSIR-Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500007, India

    B. Gandhi & Shiva Shanker Kaki

  2. Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India

    B. Gandhi & Shiva Shanker Kaki

  3. Crop Protection Division, ICAR-Indian Institute of Oilseeds Research, Rajendranagar, Hyderabad, Telangana, 500030, India

    K. Greeshma & Durga Prasad Ruvulapalli

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  1. B. Gandhi
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Correspondence to Shiva Shanker Kaki.

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Gandhi, B., Greeshma, K., Ruvulapalli, D.P. et al. Design, synthesis, and antimicrobial evaluation of novel 10-Undecenoic acid-based lipidic triazoles. Med Chem Res 31, 1558–1570 (2022). https://doi.org/10.1007/s00044-022-02940-9

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