Synthesis and Elastase Inhibitory Evaluation of Phosphate Esters and Mixed Phosphate Anhydride of Penam Sulfones

Abstract

first_page settings Order Article Reprints Font Type: Arial Georgia Verdana Font Size: Aa Aa Aa Line Spacing:    Column Width:    Background: Open AccessArticle Synthesis and Elastase Inhibitory Evaluation of Phosphate Esters and Mixed Phosphate Anhydride of Penam Sulfones by María A. Laborde * and O. A. Mascaretti Instituto de Química Orgánica de Síntesis (IQUIOS-UNR), Casilla de Correo 991, 2000 Rosario, Argentina * Author to whom correspondence should be addressed. Molecules 2000, 5(4), 655-656; https://doi.org/10.3390/50400655 Received: 1 April 2000 / Accepted: 3 April 2000 / Published: 5 April 2000 Download Download PDF Download PDF with Cover Download XML Versions Notes Abstract: The evaluation of human leucocite elastase inhibition by phosphate esters (1-2) and phosphate mixed anhydride (3) of penicillin sulfones and their precursor sulfides is described. Keywords: Elastase Inhibition; Phosphate Esters; Phosphate Anhydride; Penam Sulfones IntroductionHuman Leukocyte Elastase [1] (HLE, EC 3.4.21.37) is a serine proteinase found in the azurophilic granules of polymorphonuclear leukocytes. This enzyme has been the subject of extensive studies, both in terms of its biological role in numerous diseases [2] and in the development of suitable inhibitors to be used as potential therapeutic agents. This interest has led over the past fifteen years to the synthesis of a wide variety of inhibitors based on the β-lactam nucleus. Results and DiscussionWe have recently reported the structure-activity relationship (S.A.R) of several benzyl and methyl 6-α-substituted penicillanate sulfones [3]. In this communication we describe the synthesis and our initial structure-activity relationship study of a series of phosphate triesters (1-2) and phosphatecarboxylate mixed anhydride (3) of penicillin sulfones. These new penicillin derivatives were evaluated as elastase inhibitors using H.L.E. AcknowledgementsUNR, CONICET, Agencia Nacional de Promoción Científica.References and Notesa) Edwards, P.D.; Bernstein, P.R. Med. Res. Rev. 1994, 14, 127. b) Hlasta, D.J.; Pagani, E.D. Ann. Rep. Med. Chem. 1994, 29, 195. c) Durette, P.L.; Chabin, R.M. Bioorg. Med. Chem. Lett. 1995, 5, 271. Weinbaum, G.; Giles, R.E.; Krell, R.D. Ann. N.Y. Acad. Sci. 1991, 624, 1–370. Boschetti, C.E.; Mata, E.G.; Mascaretti, O.A.; Cricco, J.A.; Coux, G.; Roveri, O.A. Bioorg. Med. Chem. Lett. 1995, 5, 2033. b) Boschetti, C.E.; Mascaretti, O.A.; Cricco, J.A.; Roveri, O.A. Bioorg. Med. Chem. 1995, 3, 95. c) Boschetti, C.E.; Mata, E.G.; Mascaretti, O.A.; Cricco, J.A.; Coux, G.; Lodeyro, A.; Roveri, O.A. J. Braz. Chem. Soc. 1996, 7, 285. © 2000 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes. Share and Cite MDPI and ACS Style Laborde, M.A.; Mascaretti, O.A. Synthesis and Elastase Inhibitory Evaluation of Phosphate Esters and Mixed Phosphate Anhydride of Penam Sulfones. Molecules 2000, 5, 655-656. https://doi.org/10.3390/50400655 AMA Style Laborde MA, Mascaretti OA. Synthesis and Elastase Inhibitory Evaluation of Phosphate Esters and Mixed Phosphate Anhydride of Penam Sulfones. Molecules. 2000; 5(4):655-656. https://doi.org/10.3390/50400655 Chicago/Turabian Style Laborde, María A., and O. A. Mascaretti. 2000. "Synthesis and Elastase Inhibitory Evaluation of Phosphate Esters and Mixed Phosphate Anhydride of Penam Sulfones" Molecules 5, no. 4: 655-656. https://doi.org/10.3390/50400655 Find Other Styles Article Metrics No No Article Access Statistics For more information on the journal statistics, click here. Multiple requests from the same IP address are counted as one view.