Novel 1-(2-pyrimidin-2-yl)piperazine derivatives as selective monoamine oxidase (MAO)-A inhibitors

Betül KayaDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey;

Leyla YurttaşDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey; Correspondence[email protected]

Begüm Nurpelin SağlikDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey; ;Doping and Narcotic Compounds Analysis Laboratory, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey

Serkan LeventDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey; ;Doping and Narcotic Compounds Analysis Laboratory, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey

Yusuf ÖzkayDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey; ;Doping and Narcotic Compounds Analysis Laboratory, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey

Zafer Asim KaplancikliDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey;

Figures & data

Figure 1. Structures of azopirones (buspirone, gepirone, ipsapirone, tandopirone and zalospirone) and general structrure of the synthesized compounds (2a-n).

Figure 2. Lineweaver–Burk plots for compound 2j (IC₅₀=23.10 μM). Substrate (kynuramine) concentrations used: 40, 20, 10, 5, 2.5 and 1.25 μM. 1/V: 1/velocity of reaction [1/(nmoles/min/mg protein)], 1/S: 1/substrate concentration (1/μM).

Figure 2. Lineweaver–Burk plots for compound 2j (IC50 = 23.10 μM). Substrate (kynuramine) concentrations used: 40, 20, 10, 5, 2.5 and 1.25 μM. 1/V: 1/velocity of reaction [1/(nmoles/min/mg protein)], 1/S: 1/substrate concentration (1/μM).

Table 1. In silico physicochemical parameters of the compounds 2a-n.

Display Table

Figure 3. Synthesis of the compounds 2a-n. Reactants, reagents and conditions: i: ClCOCH₂Cl, Et₃N, THF, 0–5 °C, 3 h; ii: Potassium/Sodium salts of substituted piperazine dithiocarbamates, K₂CO₃, acetone, r.t, 5 h.

Figure 3. Synthesis of the compounds 2a-n. Reactants, reagents and conditions: i: ClCOCH2Cl, Et3N, THF, 0–5 °C, 3 h; ii: Potassium/Sodium salts of substituted piperazine dithiocarbamates, K2CO3, acetone, r.t, 5 h.

Table 2. Inhibitory activity (%) of the compounds against MAO-A enzyme.

Download CSV Display Table

Table 3. Inhibitory activity (%) of the compounds against MAO-B enzyme.

Download CSV Display Table

Figure 4. IC₅₀ (μM) of the selected compounds and control drug against MAO-A and MAO-B enzymes.

Novel 1-(2-pyrimidin-2-yl)piperazine derivatives as selective monoamine oxidase (MAO)-A inhibitors

Table 1. In silico physicochemical parameters of the compounds 2a-n.

Table 2. Inhibitory activity (%) of the compounds against MAO-A enzyme.

Table 3. Inhibitory activity (%) of the compounds against MAO-B enzyme.

Information for

Open access

Opportunities

Help and information

Your download is now in progress and you may close this window

Login or register to access this feature

Novel 1-(2-pyrimidin-2-yl)piperazine derivatives as selective monoamine oxidase (MAO)-A inhibitors

Figures & data

Table 1. In silico physicochemical parameters of the compounds 2a-n.

Table 2. Inhibitory activity (%) of the compounds against MAO-A enzyme.

Table 3. Inhibitory activity (%) of the compounds against MAO-B enzyme.

Related research

To cite this article:

Download citation

Information for

Open access

Opportunities

Help and information

Keep up to date