title: Design and synthesis of antimicrobial, anticoagulant, and anticholinesterase hybrid molecules from 4-methylumbelliferone.
abstract: We designed and synthesized new series of diverse triazoles, isoxazoles, isoxazolines, and aziridines linked 4-methylumbelliferone 1 using intermolecular 1,3-dipolar cycloaddition reactions. Structures of these compounds were established on the basis of (1)H NMR, (13)C NMR, and ESI-HRMS. All prepared compounds were evaluated for their antimicrobial, anticoagulant, and anticholinesterase activities. Interestingly, among the tested molecules, some of the analogs displayed better activities than the parent 4-methylumbelliferone 1 such as 6a and 6d for their antifungal properties. Moreover, compounds 4, 5, 6, and 7 showed the importance of the added fragments to 4-methylumbelliferone 1 via the linker methylene to have good activity.
authors.affiliation: a Laboratoire de Chimie Hétérocyclique , Produits Naturels et Réactivité, Equipe: Chimie Médicinale et Produits Naturels, Faculté des Sciences de Monastir, Université de Monastir , Monastir , Tunisie .
authors.forename: Marwa
authors.initials: M
authors.lastname: Zayane
authors.affiliation: a Laboratoire de Chimie Hétérocyclique , Produits Naturels et Réactivité, Equipe: Chimie Médicinale et Produits Naturels, Faculté des Sciences de Monastir, Université de Monastir , Monastir , Tunisie .
authors.forename: Ameur
authors.initials: A
authors.lastname: Rahmouni
authors.affiliation: b UR13AGR09, Production Horticole Intégrée au Centre Est Tunisien, Centre Régional des Recherches en Horticulture et Agriculture Biologique de Chott-Mariem, Université de Sousse , Chott-Mariem , Tunisie , and.
authors.forename: Mejda
authors.initials: M
authors.lastname: Daami-Remadi
authors.affiliation: c Laboratoire de Pharmacologie 04/UR/01-09 , Faculté de Médecine , Monastir , Tunisie.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Ben Mansour
authors.affiliation: a Laboratoire de Chimie Hétérocyclique , Produits Naturels et Réactivité, Equipe: Chimie Médicinale et Produits Naturels, Faculté des Sciences de Monastir, Université de Monastir , Monastir , Tunisie .
authors.forename: Anis
authors.initials: A
authors.lastname: Romdhane
authors.affiliation: a Laboratoire de Chimie Hétérocyclique , Produits Naturels et Réactivité, Equipe: Chimie Médicinale et Produits Naturels, Faculté des Sciences de Monastir, Université de Monastir , Monastir , Tunisie .
authors.forename: Hichem
authors.initials: H
authors.lastname: Ben Jannet
mesh_terms: D000890:Anti-Infective Agents / Q000737:chemistry / Q000494:pharmacology*; D000925:Anticoagulants / Q000737:chemistry / Q000494:pharmacology*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D006923:Hymecromone / Q000737:chemistry / Q000494:pharmacology*; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D013329:Structure-Activity Relationship
chemical_list: D000890:Anti-Infective Agents; D000925:Anticoagulants; D002800:Cholinesterase Inhibitors; D006923:Hymecromone
keywords: 4-methylumbelliferone; Biological activity; SAR; cycloaddition; hybrid molecules