title: Synthesis and reactions of some delta beta,gamma-butenolides with a study of their biological activity.
abstract: alpha-(2-Thienylidene)-gamma-aryl-delta beta,gamma-butenolides 1 are prepared by condensing thiophene-2-aldehyde with beta-aroylpropionic acids in sodium acetate-acetic anhydride mixture. The butenolides react with ammonia in ethanol to give the corresponding 5-oxo-2-pyrrolines 2. Hydrazine hydrate reacts with the butenolides 1 with the formation of the corresponding acrylic acid hydrazides 3. Ring closure of the latter hydrazides with hydrochloric/acetic acid mixture gives the pyridazinones 4. The biological activity of the synthesized compounds is tested against bacterial and yeast strains. The butenolides 1 and the oxopyrrolines 2 inhibit the growth of yeast and gram-negative strain. The hydrazides 3 and the pyridazinones 4 are effective on gram-positive strains.
authors.affiliation: Chemistry Department, Faculty of Science, Menoufia University, Shebin El-Kom, A.R.E.
authors.forename: S M
authors.initials: SM
authors.lastname: el-Kousy
authors.forename: A M
authors.initials: AM
authors.lastname: el-Torgoman
authors.forename: A A
authors.initials: AA
authors.lastname: el-Basiouny
authors.forename: A I
authors.initials: AI
authors.lastname: Hashem
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives; D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015003:Yeasts / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D000890:Anti-Infective Agents; D005663:Furans; C004511:butenolide; D015107:4-Butyrolactone