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
- Авторы: Abbasi M.1,2, Ramzan M.2, Aziz-ur-Rehman 2, Siddiqui S.2, Shah S.3,4, Hassan M.1, Seo S.1, Ashraf M.2, Mirza B.5, Ismail H.5
-
Учреждения:
- College of Natural Science, Department of Biological Sciences
- Department of Chemistry
- Faculty of Pharmacy, University Technology MARA, Puncak Alam Campus
- Atta-ur-Rahman Institute for Natural Products Discovery (AuRIns), University Technology MARA, Puncak Alam Campus
- Department of Biochemistry
- Выпуск: Том 44, № 6 (2018)
- Страницы: 801-811
- Раздел: Article
- URL: https://journals.rcsi.science/1068-1620/article/view/229078
- DOI: https://doi.org/10.1134/S106816201806002X
- ID: 229078
Цитировать
Аннотация
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.
Ключевые слова
Об авторах
M. Abbasi
College of Natural Science, Department of Biological Sciences; Department of Chemistry
Автор, ответственный за переписку.
Email: abbasi@gcu.edu.pk
Республика Корея, Gongju, 32588; Lahore, 54000
M. Ramzan
Department of Chemistry
Email: abbasi@gcu.edu.pk
Пакистан, Lahore, 54000
Aziz-ur-Rehman
Department of Chemistry
Email: abbasi@gcu.edu.pk
Пакистан, Lahore, 54000
S. Siddiqui
Department of Chemistry
Email: abbasi@gcu.edu.pk
Пакистан, Lahore, 54000
S. Shah
Faculty of Pharmacy, University Technology MARA, Puncak Alam Campus; Atta-ur-Rahman Institute for Natural Products Discovery (AuRIns), University Technology MARA, Puncak Alam Campus
Email: abbasi@gcu.edu.pk
Малайзия, Selangor Darul Ehsan, 42300; Selangor Darul Ehsan, 42300
M. Hassan
College of Natural Science, Department of Biological Sciences
Email: abbasi@gcu.edu.pk
Республика Корея, Gongju, 32588
S.-Y. Seo
College of Natural Science, Department of Biological Sciences
Email: abbasi@gcu.edu.pk
Республика Корея, Gongju, 32588
M. Ashraf
Department of Chemistry
Email: abbasi@gcu.edu.pk
Пакистан, Bahawalpur, 63100
B. Mirza
Department of Biochemistry
Email: abbasi@gcu.edu.pk
Пакистан, Islamabad, 45320
H. Ismail
Department of Biochemistry
Email: abbasi@gcu.edu.pk
Пакистан, Islamabad, 45320