Design,synthesis and evaluation of phenylfuroxan nitric oxide-donor phenols as potential anti-diabetic agents |
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| Affiliation: | 1. College of Pharmacy, Shaanxi University of Chinese Medicine, Shiji Ave., Xi''an-Xianyang New Ecomic Zone, Shaanxi Province, People’s Republic of China;2. College of Pharmacy, Xi’an Jiaotong University, No. 76 Yanta West Road, Xi’an 710061, Shaanxi Province, People’s Republic of China;3. Community Health Service Center of Daxing New District, No. 233 Ziqiang West Road, Lianhu District, Xi’an 710000, Shaanxi Province, People’s Republic of China;1. State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy, and Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300350, People’s Republic of China;2. Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi 832003, People’s Republic of China;3. College of Chemistry and Environmental Sciences, Laboratory of Xinjiang Native Medicinal and Edible Plant Resources Chemistry, Kashgar University, Kashgar 844000, People’s Republic of China;4. School of Medicine, Nankai University, Tianjin 300071, People’s Republic of China;5. Department of Biosystems and Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul 02841, Republic of Korea;6. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Guangxi Normal University, People’s Republic of China;7. Kansei Fukushi Research Institute, Tohoku Fukushi University, Sendai 989-3201, Japan;1. Al-Azhar University, Faculty of Pharmacy, Pharmaceutical Organic Chemistry, Assiut 71524, Egypt;2. Cairo University, Faculty of Pharmacy, Pharmaceutical Organic Chemistry, Cairo 11562, Egypt;3. University of Sadat City, Faculty of Pharmacy, Organic and Medicinal Chemistry, Menoufia 32958, Egypt;4. South Dakota State University, Chemistry & Biochemistry, Box 2202, Brookings, SD 57007, USA;1. Department of Chemistry, Lehigh University, Bethlehem, PA 18015, USA;2. Department of Environmental and Occupational Health, Rutgers University School of Public Health, Piscataway, NJ 08854, USA;3. Department of Environmental Science, New York Medical College, Valhalla, NY 10595, USA;4. Buckman Laboratories, 1256 N. McLean Blvd, Memphis, TN 38108, USA;5. Laboratoire de Chimie Organique, Université Libre de Bruxelles, B-1050 Brussels, Belgium;1. Jiangxi Key Laboratory of Natural Product and Functional Food, College of Food Science and Engineering Jiangxi Agricultural University, Nanchang 33045, China;2. Library of Jiangxi Agricultural University, Nanchang 330045, China;1. Department of Chemistry, Kurukshetra University, Kurukshetra 136119, India;2. Università degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm 188, and Neurofarba Department, Sezione di Scienze Farmaceutiche, Via U. Schiff 6, I-50019 Sesto Fiorentino, Firenze, Italy;1. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran;2. Persian Medicine and Pharmacy Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran;3. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran;4. School of Chemistry, College of Science, University of Tehran, Tehran, Iran;5. Faculty of Pharmacy, International Campus (TUMS-IC), Tehran University of Medical Sciences, Tehran, Iran;6. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, P.O. Box 14155-6451, Tehran 1417614411, Iran;7. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran;8. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran |
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| Abstract: | Both nitric oxide (NO) dysfunction and oxidative stress have been regarded as the important factors in the development and progression of diabetes and its complications. Multifunctional compounds with hypoglycemic, NO supplementation and anti-oxidation will be the promising agents for treatment of diabetes. In this study, six phenylfuroxan nitric oxide (NO) donor phenols were synthesized, which were designed via a combination approach with phenylfuroxan NO-donor and natural phenols. These novel synthetic compounds were screened in vitro for α-glucosidase inhibition, NO releasing, anti-oxidation, anti-glycation and anti-platelet aggregation activity as well as vasodilatation effects. The results exhibited that compound T5 displayed more excellent activity than other compounds. Moreover, T5 demonstrated significant hypoglycemic activity in diabetic mice and oral glucose tolerance test (OGTT) mice. T5 also showed NO releasing and anti-oxidation in diabetic mice. Based on these results, compound T5 deserves further study as potential new multifunctional anti-diabetic agent with antioxidant, NO releasing, anti-platelet aggregation and vasodilatation properties. |
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| Keywords: | Phenylfuroxan Phenols α-glucosidase Antioxidant NO releasing |
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