title: 2,3-Dideoxyglucosides of selected terpene phenols and alcohols as potent antifungal compounds.
abstract: The antifungal activities of novel 2,3-unsaturated and 2,3-dideoxy 1-O-glucosides of carvacrol, thymol, and perillyl alcohol were tested against Aspergillus flavus, Aspergillus ochraceus, Fusarium oxysporum, Saccharomyces cerevisiae and Candida albicans. In the agar well diffusion tests, zones of inhibition for the derivatives of carvacrol, thymol and perillyl alcohol were higher (15-30mm) in the case of filamentous fungi than those for the parent compounds. Their MIC and MFC values indicated that the 2,3-unsaturated and 2,3-dideoxy 1-O-glucosides of carvacrol and thymol exhibited more fungicidal activity than the other compounds. Further, the 2,3-dideoxyglucosides of carvacrol and thymol, exhibited antitoxigenic effects against A. ochraceus and A. flavus and inhibited the production of ochratoxin and aflatoxin-B2. Propidium iodide influx assay demonstrated the lysis of C. albicans cells by carvacrol and its 2,3-unsaturated 1-O-glucoside and the loss of the membrane integrity. These new 2,3-dideoxyglucosides can be useful as antifungal agents and condiments in foods.
authors.affiliation: Department of Spice and Flavour Science, CSIR - Central Food Technological Research Institute, Mysore 570020, India.
authors.forename: D
authors.initials: D
authors.lastname: James Bound
authors.affiliation: Department of Spice and Flavour Science, CSIR - Central Food Technological Research Institute, Mysore 570020, India.
authors.forename: Pushpa S
authors.initials: PS
authors.lastname: Murthy
authors.affiliation: Department of Spice and Flavour Science, CSIR - Central Food Technological Research Institute, Mysore 570020, India. Electronic address: pullabhatla.srinivas@gmail.com.
authors.forename: P
authors.initials: P
authors.lastname: Srinivas
mesh_terms: D000438:Alcohols / Q000032:analysis / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000935:Antifungal Agents / Q000494:pharmacology*; D001433:Bacteriolysis; D005516:Food Microbiology; D006801:Humans; D008826:Microbial Sensitivity Tests; D010636:Phenols / Q000032:analysis / Q000737:chemistry*; D013729:Terpenes / Q000737:chemistry*
chemical_list: D000438:Alcohols; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D010636:Phenols; D013729:Terpenes
keywords: 2,3-Deoxyglucosides; Antifungal; Antitoxigenic; Phenols; Spices; Terpene alcohols