title: Synthesis and antifungal activity of substituted salicylaldehyde hydrazones, hydrazides and sulfohydrazides.
abstract: Efficient synthetic procedures for the preparation of acid hydrazines and hydrazides were developed by converting the corresponding carboxylic acid into the methyl ester catalyzed by Amberlyst-15, followed by a reaction with hydrazine monohydrate. Sulfohydrazides were prepared from the corresponding sulfonyl chlorides and hydrazine monohydrate. Both of these group of compounds were condensed with substituted salicylaldehydes using gradient concentration methods that generated a large library of hydrazone, hydrazide and sulfohydrazide analogs. Antifungal activity of the prepared analogs showed that salicylaldehyde hydrazones and hydrazides are potent inhibitors of fungal growth with little to no mammalian cell toxicity, making these analogs promising new targets for future therapeutic development.
authors.affiliation: Louisiana State University Health Sciences Center, Department of Pharmacology and Experimental Therapeutics, Louisiana State University Health Sciences Center, 1901 Perdido St., New Orleans, LA 70112, United States.
authors.forename: Gregory L
authors.initials: GL
authors.lastname: Backes
authors.affiliation: Louisiana State University Health Sciences Center, Department of Pharmacology and Experimental Therapeutics, Louisiana State University Health Sciences Center, 1901 Perdido St., New Orleans, LA 70112, United States; Department of Ophthalmology, LSUHSC, New Orleans, United States.
authors.forename: Donna M
authors.initials: DM
authors.lastname: Neumann
authors.affiliation: Department of Chemistry, University of New Orleans, New Orleans, LA 70148, United States; STEPHARM, LLC., PO Box 24220, New Orleans, LA 70184, United States. Electronic address: bjursic1@uno.edu.
authors.forename: Branko S
authors.initials: BS
authors.lastname: Jursic
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002175:Candida / Q000187:drug effects*; D002460:Cell Line; D002522:Chlorocebus aethiops; D004305:Dose-Response Relationship, Drug; D056945:Hep G2 Cells; D006801:Humans; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014709:Vero Cells
chemical_list: D000447:Aldehydes; D000935:Antifungal Agents; D006834:Hydrazines; D006835:Hydrazones; C013243:salicylaldehyde
keywords: Antifungals; Hydrazides; Hydrazones; Salicylaldehyde