GREEN SYNTHESIS OF NEW SULFANYL DERIVATIVES OF AMPYRONE AND PREDICTION OF THEIR ANTI-INFLAMMATORY ACTIVITY

Authors

  • Наиль С. Ахмадиев Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave, Ufa 450075, Russia
  • Екатерина С. Мещерякова Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave, Ufa 450075, Russia
  • Вероника Р. Хайруллина Bashkir State University, 32 Zaki Validi St., Ufa 450076, Russia
  • Внирa Р. Ахметова Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave, Ufa 450075, Russia
  • Асхат Г. Ибрагимов Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave, Ufa 450075, Russia

DOI:

https://doi.org/10.1007/5472

Keywords:

sulfanyl-substituted ampyrones, anti-inflammatory activity prediction, green chemistry, molecular docking, multicomponent reactions.

Abstract

A selective method was developed for the synthesis of acyclic sulfanyl derivatives of ampyrone by thiomethylation reaction of 4-amino-
2,3-dimethyl-1-phenyl-3-pyrazolin-5-one with formaldehyde and thiols in aqueous medium under various conditions (room temperature, 80°C, ultrasonication or microwave irradiation). A series of the synthesized sulfanyl derivatives of ampyrone were characterized with regard to their anti-inflammatory activity by molecular docking method using the AutoDock 4.2 and AutoDock Vina software. The steric complementarity with the active sites of cyclooxygenase isoforms (COX-1 and COX-2) was explored.

Author Biographies

Наиль С. Ахмадиев, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave, Ufa 450075, Russia

Научный сотрудник лаборатории молекулярного дизайна и биологического скрининга веществ кандидатов для фарминдустрии ИНК УФИЦ РАН, к.х.н.

Екатерина С. Мещерякова, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave, Ufa 450075, Russia

Младший научный сотрудник лаборатории структурной химии ИНК УФИЦ РАН, к.х.н.

Вероника Р. Хайруллина, Bashkir State University, 32 Zaki Validi St., Ufa 450076, Russia

Доцент кафедры физической химии и химической экологии БашГУ, д.х.н.

Внирa Р. Ахметова, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave, Ufa 450075, Russia

Старший научный сотрудник лаборатории гетероатомных соединений ИНК УФИЦ РАН, д.х.н.,проф.

Асхат Г. Ибрагимов, Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Oktyabrya Ave, Ufa 450075, Russia

Заведующий лабораторией гетероатомных соединений ИНК УФИЦ РАН, д.х.н.,проф.

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Published

2020-04-30

Issue

Vol. 56 No. 4 (2020): Green chemistry of heterocycles

Section

Original Papers