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Aldose reductase inhibitors: flavonoids, alkaloids, acetophenones, benzophenones, and spirohydantoins of chroman
Authors:N Nakai  Y Fujii  K Kobashi  K Nomura
Institution:3. Department of Chemistry, Fukui Medical School, Matsuoka, Fukui 910-11 Japan;1. Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama-shi, Toyama 930-01 Japan;2. Division of Research and Development, Eisai Co., Ltd. Tokyo 112, Japan;1. Department of Biotechnology, Alagappa University, Karaikudi 630004, India;2. Department of Industrial Chemistry, Alagappa University, Karaikudi 630003, India;1. Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, China;2. Faculty of Science, Kunming University of Science and Technology, Kunming, 6500500, China;1. Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal 462 066, Madhya Pradesh, India;2. Department of Chemistry, Indian Institute of Science Education and Research Berhampur, Berhampur 760 010, Odisha, India
Abstract:The inhibitory activity of various compounds, including 12 flavonoids, 10 alkaloids, 15 benzophenones, 5 acetophenones, and 7 spirohydantoins of chroman, was tested on rabbit lens aldose reductase, an enzyme involved in complications of diabetes. Almost all compounds tested were found to inhibit the enzyme at low concentrations (10(-5) M). The most potent inhibitor was 2R,4S-6-chloro-2-methylspiro(chroman-4,4'-imidazo-lidine+ ++)-2',5'-dione with an I50 value of 4.7 x 10(-8) M; other spirohydantoins showed similar potency. Polyhydroxybenzophenones were also potent inhibitors with an I50 value of about 10(-7) M. The possible structure-inhibitory activity relationships of the compounds tested are discussed.
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