Heba A H Mohamed1, Mohamed Abdel-Aziz1, Gamal El-Din A A Abuo-Rahma1, S Bruce King2. 1. Department of Medicinal Chemistry, Faculty of Pharmacy, Minia University, Minia 61519, Egypt. 2. Department of Chemistry, Wake Forest University, Winston-Salem, NC 27109, United States. Electronic address: kingsb@wfu.edu.
Abstract
New acyloxy nitroso compounds, 4-nitrosotetrahydro-2H-pyran-4-yl 2,2,2-trichloroacetate and 4-nitrosotetrahydro-2H-pyran-4-yl 2,2-dichloropropanoate were prepared. These compounds release HNO under neutral conditions with half-lives between 50 and 120min, identifying these HNO donors as kinetically intermediate to the much slower acetate derivative and the faster trifluoroacetic acid derivative. These compounds or HNO-derived from these compounds react with thiols, including glutathione, thiol-containing enzymes and heme-containing proteins in a similar fashion to other acyloxy nitroso compounds. HNO released from these acyloxy nitroso compounds inhibits activated platelet aggregation. These acyloxy nitroso compounds augment the range of release for this group of HNO donors and should be valuable tools in the further study of HNO biology.
New acyloxy nitroso compounds, n class="Chemical">4-nitrosotetrahydro-2H-pyran-4-yl 2,2,2-trichloroacetate and 4-nitrosotetrahydro-2H-pyran-4-yl 2,2-dichloropropanoate were prepared. These compounds release HNO under neutral conditions with half-lives between 50 and 120min, identifying these HNOdonors as kinetically intermediate to the much slower acetate derivative and the faster trifluoroacetic acid derivative. These compounds or HNO-derived from these compounds react with thiols, including glutathione, thiol-containing enzymes and heme-containing proteins in a similar fashion to other acyloxy nitroso compounds. HNO released from these acyloxy nitroso compounds inhibits activated platelet aggregation. These acyloxy nitroso compounds augment the range of release for this group of HNOdonors and should be valuable tools in the further study of HNO biology.
Authors: P S Wong; J Hyun; J M Fukuto; F N Shirota; E G DeMaster; D W Shoeman; H T Nagasawa Journal: Biochemistry Date: 1998-04-21 Impact factor: 3.162
Authors: D A Wink; M Feelisch; J Fukuto; D Chistodoulou; D Jourd'heuil; M B Grisham; Y Vodovotz; J A Cook; M Krishna; W G DeGraff; S Kim; J Gamson; J B Mitchell Journal: Arch Biochem Biophys Date: 1998-03-01 Impact factor: 4.013