Synthesis of calix[4]azacrown substituted sulphonamides with antioxidant, acetylcholinesterase, butyrylcholinesterase, tyrosinase and carbonic anhydrase inhibitory action

Mehmet Oguza Department of Chemistry, University of Selcuk, Konya, Turkey;b Department of Advanced Material and Nanotechnology, Selcuk University, Konya, Turkey

https://orcid.org/0000-0002-3999-620X

Erbay Kalayc Kars Vocational School, Kafkas University, Kars, Turkey

Suleyman Akocakd Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Adiyaman University, Adiyaman, Turkey

Alessio Nocentinie NEUROFARBA Department, Sezione di Scienze Farmaceutiche, Università degli Studi di Firenze, Florence, Italy

https://orcid.org/0000-0003-3342-702X

Nebih Lolakd Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Adiyaman University, Adiyaman, Turkey

Mehmet Bogaf Department of Analytical Chemistry, Faculty of Pharmacy, Dicle University, Diyarbakir, Turkey

Mustafa Yilmaza Department of Chemistry, University of Selcuk, Konya, TurkeyCorrespondence[email protected]

Claudiu T. Supurane NEUROFARBA Department, Sezione di Scienze Farmaceutiche, Università degli Studi di Firenze, Florence, ItalyCorrespondence[email protected]

https://orcid.org/0000-0003-4262-0323

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Scheme 1. General synthetic route for the synthesis of the calix[4]arene substituted sulphonamide Schiff base derivatives CX(1–6).

Table 1. In vitro hCA I, hCA II, hCA IV, hCA VII, hCA IX, and hCA XII inhibition data with calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) investigated here, and standard sulphonamide inhibitor Acetazolamide (AAZ) by a stopped flow CO₂ hydrase assayCitation²⁶.

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Table 2. The antioxidant activity of calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) and controls BHA, BHT, and EDTA.

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Table 3. Anti-cholinesterase and anti-tyrosinase activity of calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) and controls galantamine and kojik acid.

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Synthesis of calix[4]azacrown substituted sulphonamides with antioxidant, acetylcholinesterase, butyrylcholinesterase, tyrosinase and carbonic anhydrase inhibitory action

Table 1. In vitro hCA I, hCA II, hCA IV, hCA VII, hCA IX, and hCA XII inhibition data with calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) investigated here, and standard sulphonamide inhibitor Acetazolamide (AAZ) by a stopped flow CO₂ hydrase assayCitation²⁶.

Table 2. The antioxidant activity of calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) and controls BHA, BHT, and EDTA.

Table 3. Anti-cholinesterase and anti-tyrosinase activity of calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) and controls galantamine and kojik acid.

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Synthesis of calix[4]azacrown substituted sulphonamides with antioxidant, acetylcholinesterase, butyrylcholinesterase, tyrosinase and carbonic anhydrase inhibitory action

Figures & data

Table 1. In vitro hCA I, hCA II, hCA IV, hCA VII, hCA IX, and hCA XII inhibition data with calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) investigated here, and standard sulphonamide inhibitor Acetazolamide (AAZ) by a stopped flow CO2 hydrase assayCitation26.

Table 2. The antioxidant activity of calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) and controls BHA, BHT, and EDTA.

Table 3. Anti-cholinesterase and anti-tyrosinase activity of calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) and controls galantamine and kojik acid.

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Table 1. In vitro hCA I, hCA II, hCA IV, hCA VII, hCA IX, and hCA XII inhibition data with calix[4]azacrown substituted sulphonamide Schiff base derivatives CX(1–6) investigated here, and standard sulphonamide inhibitor Acetazolamide (AAZ) by a stopped flow CO₂ hydrase assayCitation²⁶.