Synthesis and carbonic anhydrase inhibitory properties of novel 4-(2-aminoethyl)benzenesulfonamide-dipeptide conjugates |
| |
| Institution: | 1. ?nönü University, Faculty of Arts and Sciences, Department of Chemistry, 44280 Malatya, Turkey;2. ?nönü University, Faculty of Pharmacy, Department of Basic Pharmaceutical Sciences, 44280 Malatya, Turkey;3. Dipartimento Neurofarba, Sezione Di Scienze Farmaceutiche E Nutraceutiche e Laboratorio Di Chimica Bioinorganica, Universita‘ Degli Studi Di Firenze, Sesto Fiorentino, Florence, Italy;4. Istituto di Bioscienze e Biorisorse, CNR, Via Pietro Castellino 111, Napoli, Italy;1. Department of Chemistry, Faculty of Arts and Sciences, ?nönü University, 44280 Malatya, Turkey;2. Department of Basic Pharmaceutical Sciences, Faculty of Pharmacy, ?nönü University, 44280 Malatya, Turkey;3. Dipartimento Neurofarba, Sezione Di Scienze Farmaceutiche E Nutraceutiche e Laboratorio Di Chimica Bioinorganica, Universita‘ Degli Studi Di Firenze, Sesto Fiorentino, Florence, Italy;4. Latvian Biomedical Research and Study Center, Ratsupites 1, Riga, Latvia;1. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia;2. Università degli Studi di Firenze, Dipartimento Neurofarba, Sezione di Scienze Farmaceutiche e Nutraceutiche, Via U. Schiff 6, 50019 Sesto Fiorentino, Florence, Italy;3. Department of Pharmaceutical Chemistry, College of Pharmacy, Prince Sattam Bin Abdulaziz University, AlKharj, Saudi Arabia;4. Department of Organic Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt;5. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt;1. Department of University of Florence, NEUROFARBA Dept., Sezione di Scienze Farmaceutiche, Via Ugo Schiff 6, 50019 Sesto Fiorentino (Florence), Italy;2. Department of University of Florence, Department of Chemistry “Ugo Schiff”, Via della Lastruccia 13, I-50019 Sesto Fiorentino, Italy;1. Università degli Studi di Firenze, NEUROFARBA Dept., Sezione di Scienze Farmaceutiche, Via Ugo Schiff 6, 50019 Sesto Fiorentino (Florence), Italy;2. Department of Biological Sciences and Chemistry, University of Nizwa, Birkat Al-Mauz, P.O. Box 33, Nizwa 616, Oman;3. Istituto di Bioscienze e Biorisorse, CNR, Via Pietro Castellino 111, 80131 Napoli, Italy;1. Università degli Studi di Firenze, Dipartimento Neurofarba, Sezione di Scienze Farmaceutiche e Nutraceutiche, Via U. Schiff 6, 50019 Sesto Fiorentino, Florence, Italy;2. School of Chemistry, University of New South Wales, Sydney, New South Wales 2052, Australia;3. Faculty of Medicine and Life Sciences, University of Tampere, Fimlab Ltd., Tampere University Hospital, 33520 Tampere, Finland;1. Department of Organic Chemistry, Medical University of Gdańsk, Al. Gen. J. Hallera 107, 80-416 Gdańsk, Poland;2. Dipartimento di Chimica, Universita degli Studi di Firenze, Polo Scientifico, Laboratorio di Chimica Bioinorganica, Rm. 188, Via della Lastruccia 3, 50019 Sesto Fiorentino, Florence, Italy |
| |
| Abstract: | Thirty novel sulfonamide derivatives incorporating dipeptide were synthesized by facile acylation through benzotriazole mediated reactions and their structures were identified by 1H NMR, 13C NMR, MS and FT-IR spectroscopic techniques and elemental analysis. The carbonic anhydrase (CA, EC 4.2.1.1) inhibitory activity of the new compounds was assessed against four human (h) isoforms, hCA I, hCA II, hCA IV and hCA XII. Most of the synthesized compounds showed excellent in vitro carbonic anhydrase inhibitory properties comparable to those of the clinically used drug acetazolamide (AAZ). The new unprotected dipeptide-sulfonamide conjugates showed very effective inhibitory activity, in the low nanomolar range against II and XII, being less effective as hCA I and IV inhibitors. Four of the thirty compounds also showed strong inhibitory activity against hCA XII compared to AAZ. |
| |
| Keywords: | Carbonic anhydrase Inhibitor Sulfonamide Dipeptide Conjugate |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
