N-(5-Methyl-1,3-Thiazol-2-yl)-2-{[5-((Un)Substituted- Phenyl)1,3,4-Oxadiazol-2-yl]Sulfanyl}acetamides. Unique Biheterocycles as Promising Therapeutic Agents
| Autor: | Muhammad Ashraf, S. Z. Siddiqui, Sung-Yum Seo, Muhammad Athar Abbasi, Bushra Mirza, Mubashir Hassan, Muhammad Shahid Ramzan, Hammad Ismail, Aziz-ur-Rehman, Syed Adnan Ali Shah |
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| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Organic Chemistry Carbon-13 NMR 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences 010404 medicinal & biomolecular chemistry chemistry.chemical_compound Enzyme chemistry Sulfanyl Bromide Electrophile Proton NMR Butyrylcholinesterase Acetamide |
| Zdroj: | Russian Journal of Bioorganic Chemistry. 44:801-811 |
| ISSN: | 1608-330X 1068-1620 |
| Popis: | An electrophile, 2-bromo-N-(5-methyl-1,3-thiazol-2-yl)acetamide, was synthesized by the reaction of 5-methyl-1,3-thiazol-2-amine and bromoacetyl bromide in an aqueous medium. In a parallel scheme, a series of (un)substituted benzoic acids was converted sequentially into respective esters, acid hydrazides, and then into 1,3,4-oxadiazole heterocyclic cores. The electrophile was coupled with the aforementioned 1,3,4-oxadiazoles to obtain the targeted bi-heterocyles. Structural analysis of the synthesized compounds was performed by IR, EI-MS, 1H NMR, and 13C NMR. The enzyme inhibition study of these molecules was carried out against four enzymes, namely, acetylcholinesterase, butyrylcholinesterase, α-glucosidase, and urease. The interactions of these compounds with respective enzymes were recognized by their in silico study. Moreover, their cytotoxicity was also determined to find out their utility as possible therapeutic agents. |
| Databáze: | OpenAIRE |
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