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Synthesis, Docking Study and Antifungal Activity Evaluation of Some 1,3-benzo[d]thiazole Analogs: A Promotion in Synthetic Method with Nano-γ-Al2O3/BF3-n under Solvent Free Conditions

Bi Bi Fatemah Mirjalili, Soghra Kabnadideh, Kamiar Zomorodian, Leila Zamani, Masoomeh Faghih, Zahra Haghighijoo, Samira Kananizadehgan

Journal of Pharmaceutical Research International · pp. 1–26 · Published 28 Oct 2017

10.9734/JPRI/2017/35831

Abstract

Aim: Nano-γ-Al2O3/BF3-n was applied for the synthesis of 1,3-benzo[d]thiazole derivatives as a new solid acid catalyst. Benzothiazole is used as a pharmacological agent with a wide variety of biological activities such as anticancer, antimicrobial, antitumor and antiviral properties. In the view we have synthesized a series of 1,3-benzo[d]thiazole derivatives (T1-T10) and screened for their antibacterial and antifungal abilities. Methods: In this work, nano-γ-Al2O3/BF3-n was applied for the synthesis of 1,3-benzo[d]thiazole derivatives. Ten compounds (T1-T10) were screened for antimicrobial activity by broth micro dilution methods as recommended by CLSI. Results: We have demonstrated a simple method for the synthesis of 1,3-benzo[d]thiazoles with using nano-γ-Al2O3/BF3-n as a new solid acid catalyst under solvent free condition at 110 °C .Also, of the tested compounds N1,N1-dimethyl-4-(1,3-benzothiazol-2-yl)aniline (T8) and 2(2-(4-nitrophenyl)-1,3-benzothiazole (T10) inhibited the growth of all examined fungi. Determination the probable binding model of compounds T8 and T10 in to Mycobacterium tuberculosis enzyme CYP51 active site was performed with docking simulation. Conclusion: We have demonstrated a simple method for the synthesis of 1,3-benzo[d]thiazoles with using nano-γ-Al2O3/BF3-n as a new heterogeneous solid acid. Biological studies showed that some of the synthetic compounds including T8 and T10 exhibited a great activity against tested candida and dermatophytes.

1,3-Benzo[d]thiazole 2-Aminothiophenol Nano-γ-Al2O3/BF3-n solvent free antifungal docking study

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Cited by 2

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Gamal El-Din A. Abuo-Rahma, Abdelfattah Hassan, Heba A. Hassan · HETEROCYCLES · 2021

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