Citation: Mermer Arif, Demirci Serpil, Ozdemir Serap Basoglu, Demirbas Ahmet, Ulker Serdar, Ayaz Faik Ahmet, Aksakal Fatma, Demirbas Neslihan. Conventional and microwave irradiated synthesis, biological activity evaluation and molecular docking studies of highly substituted piperazine-azole hybrids[J]. Chinese Chemical Letters, ;2017, 28(5): 995-1005. doi: 10.1016/j.cclet.2016.12.012 shu

Conventional and microwave irradiated synthesis, biological activity evaluation and molecular docking studies of highly substituted piperazine-azole hybrids

a.
Karadeniz Technical University, Department of Chemistry, Trabzon 61080, Turkey
b.
Giresun University, School of Applied Science, Department of Crop Production and Technology, Giresun 28000, Turkey
c.
Recep Tayyip Erdogan University, Department of Biology, Rize 53100, Turkey
d.
Karadeniz Technical University, Department of Biology, Trabzon 61080, Turkey
e.
Department of Chemistry, Faculty of Science, Gebze Technical University, Kocaeli 41400, Turkey

Corresponding author: Demirbas Neslihan, neslihan@ktu.edu.tr
Received Date: 1 February 2016
Revised Date: 30 October 2016
Accepted Date: 18 November 2016
Available Online: 21 May 2016

Figures(5)

Azole derivatives (3, 6) obtained starting from 1-(2-methoxyphenyl)piperazine were converted to the corresponding Mannich bases containing β-lactame or flouroquinolone core via a one pot three component reaction. The synthesis of conazole analogues was carried out starting from triazoles by three steps. Reactions were carried out under conventional and microwave mediated conditions. All the newly synthesized compounds were screened for their antimicrobial, enzyme inhibition and antioxidant activity, and most of them displayed good-moderate activity. Binding affinities and non-covalent interactions between enzyme-ligand complexes were predicted with molecular docking method at molecular level. Docking results complemented well the experimental results on α-glucosidase and urease inhibitory effects of the compounds. Higher binding affinities and much more interaction networks were observed for active compounds in contrary to inactive ones. It was predicted with the docking studies that triazole and anisole moieties in the structure of the synthesized compounds contributed to the stabilization of corresponding enzymes through noncovalent interactions.
- Fluoroquinolone,
- 1,2,4-Triazole,
- Microwave,
- Mannich reaction,
- Biological activity,
- Molecular docking
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