One-Pot Synthesis and Evaluation of Antileishmanial Activities of Functionalized S‑Alkyl/Aryl Benzothiazole-2-carbothioate Scaffold
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
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| Title |
One-Pot Synthesis and Evaluation of Antileishmanial Activities of Functionalized S‑Alkyl/Aryl Benzothiazole-2-carbothioate Scaffold
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| Creator |
Dar, Ajaz A
Shadab, M Khan, Suman Ali, Nahid Khan, T |
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| Subject |
Infectious Diseases and Immunology
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| Description |
The synthesis of hitherto unreported S-alkyl/
aryl benzothiazole-2-carbothioate is reported from thiols,
oxalyl chloride, and 2-aminothiophenols using 10 mol % ntetrabutylammonium iodide (TBAI) as catalyst in acetonitrile through multicomponent reaction (MCR) strategy. The present protocol favored formation of benzothiazoles and thioesters via simultaneous formation of C−N and C−S bonds in good yields with a wide range of substrates. A few of the synthesized derivatives were evaluated for their antimicrobial activity against the protozoan parasite Leishmania donovani, a causative agent of visceral leishmaniasis (VL). Further, these
compounds displayed no toxicity toward macrophage RAW
264.7 cells and are therefore nontoxic and effective antileishmanial leads. In silico docking studies were performed to understand the possible binding site interaction with trypanothione reductase (TryR).
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| Publisher |
American Chemical Society
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| Date |
2016
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://www.eprints.iicb.res.in/2496/1/JOURNAL_OF_ORGANIC_CHEMISTRY__Volume__81____Issue__8____Pages__3149%2D3160_.pdf
Dar, Ajaz A and Shadab, M and Khan, Suman and Ali, Nahid and Khan, T (2016) One-Pot Synthesis and Evaluation of Antileishmanial Activities of Functionalized S‑Alkyl/Aryl Benzothiazole-2-carbothioate Scaffold. The Journal of Organic Chemistry, 81 (8). pp. 3149-3160. |
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| Relation |
http://dx.doi.org/10.1021/acs.joc.6b00113
http://www.eprints.iicb.res.in/2496/ |
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