Synthesis of Benzothiazolyl Guanidinyl Derivatives and their In-Vitro Antimicrobial and Antioxidant Activity

Author(s): Mahesh Bhat*, S. L. Belagali, D. C. Shyamala

Journal Name: The Natural Products Journal

Volume 7 , Issue 4 , 2017

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Graphical Abstract:


Background: Compounds containing CN3 groups are named as guanidine derivatives, which have a rich history in biological and bio-inspired activity. Many guanidine moieties are reported for the antimicrobial activity. Present study aims to the enhancement of bio-activity of the guanidine subunits by conjugating with benzothiazole.

Methods: A new series of benzothiazole guanidines have been synthesized from the reaction of thiourea derivatives of 6-substituted benzothiazoles with different substituted anilines in presence of HgCl2. The synthesized compounds were characterized through FT-IR, mass and 1H NMR spectral techniques. The synthesized compounds were screened for the Antimicrobial activity by disc diffusion method and antioxidant activity was assigned by DPPH and ABTS assay.

Results: The products were screened for antimicrobial activity. They were found to exhibit moderate to potent activity against the tested microorganisms and have shown minimum inhibition concentration of 1.56 µg/mL for Candida albicans, 0.78 µg/mL for Aspergillus niger, 25 µg/mL for S. aureus and 12.5 µg/mL for E. coli. The derivatives were also tested for antioxidant DPPH and ABTS assays and they were found to have significant activities compared to the standards.

Conclusion: In the present work, a new series of benzothiazole guanidinyl derivatives were synthesized in good yields by employing HgCl2 reagent. Synthesized compounds were screened for antimicrobial and antioxidant activities and compounds containing p-methoxy, o-hydroxy showed better antioxidant activities and antimicrobial activities.

Keywords: Benzothiazolyl guanidine, antimicrobial activity, DPPH assay, ABTS assay, antioxidant, Aspergillus niger.

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Article Details

Year: 2017
Published on: 13 December, 2017
Page: [286 - 290]
Pages: 5
DOI: 10.2174/2210315507666170530091940
Price: $25

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