Among the novel approaches applied to antimicrobial drug development, natural product-inspired synthesis plays a major role, by providing biologically validated starting points. Tetramic acids, a class of natural products containing a 2,4-pyrrolidinedione ring system, have attracted considerable attention for their antibacterial, antiviral, antifungal and anticancer activities. On the contrary, compounds with a 2,3-pyrrolidinedione skeleton have been considerably less investigated. In this work, we established chemical routes to the substituted 2,3-pyrrolidinedione core, which enabled the introduction of a wide range of diversity. In the perspective of a potential application for oral healthcare, a number of analogues with various substituents on the 2,3-pyrrolidinedione core were investigated for their antimicrobial and antifungal activities. The most promising compound showed a significant antimicrobial activity on Streptococcus mutans and Candida albicans, comparable to that of chlorhexidine, the gold standard in oral healthcare.

Antibacterial and antifungal activities of 2,3-pyrrolidinedione derivatives against oral pathogens / A.A. Dhavan, A.C. Ionescu, R.D. Kaduskar, E. Brambilla, S. Dallavalle, E.M. Varoni, M. Iriti. - In: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. - ISSN 0960-894X. - 26:5(2016 Mar), pp. 1376-1380.

Antibacterial and antifungal activities of 2,3-pyrrolidinedione derivatives against oral pathogens

A.C. Ionescu;R.D. Kaduskar;E. Brambilla;S. Dallavalle
;
E.M. Varoni
Penultimo
;
M. Iriti
Ultimo
2016-03

Abstract

Among the novel approaches applied to antimicrobial drug development, natural product-inspired synthesis plays a major role, by providing biologically validated starting points. Tetramic acids, a class of natural products containing a 2,4-pyrrolidinedione ring system, have attracted considerable attention for their antibacterial, antiviral, antifungal and anticancer activities. On the contrary, compounds with a 2,3-pyrrolidinedione skeleton have been considerably less investigated. In this work, we established chemical routes to the substituted 2,3-pyrrolidinedione core, which enabled the introduction of a wide range of diversity. In the perspective of a potential application for oral healthcare, a number of analogues with various substituents on the 2,3-pyrrolidinedione core were investigated for their antimicrobial and antifungal activities. The most promising compound showed a significant antimicrobial activity on Streptococcus mutans and Candida albicans, comparable to that of chlorhexidine, the gold standard in oral healthcare.
2,3-Pyrrolidinedione; Natural product-inspired synthesis; Chlorhexidine; Streptococcus mutans; Candida albicans; Oral health; Antibiofilm activity
Settore MED/28 - Malattie Odontostomatologiche
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/426449
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