title: Synthesis, anti-inflammatory and anti-ulcer evaluations of thiazole, thiophene, pyridine and pyran derivatives derived from androstenedione.
abstract: The reaction of androstenedione with bromine gave the 16-bromo derivative 2. The latter reacted with either cyanothioacetamide or thiourea to give the 2-cyanomethylthiazole derivative 4 and the 2-aminothiazole derivative 13. Compound 4 and 13 were used underwent some condensation, coupling and heterocyclization reactions to give thiophene, pyridine and pyran derivatives. The anti-inflammatory and anti-ulcer evaluations of the newly synthesized products were evaluated and the results showed that 23f showed the maximum antiulcer activity. In addition, toxicity of the most active compounds was studied against shrimp larvae and showed that compounds 2, 23c and 23f showed non-toxicity against the tested organisms.
authors.affiliation: Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt. Electronic address: raafat_mohareb@yahoo.com.
authors.forename: Rafat M
authors.initials: RM
authors.lastname: Mohareb
authors.affiliation: National Organization for Drug Control & Research (NODCAR), P.O. 29, Cairo, Egypt.
authors.forename: Mayssoune Y
authors.initials: MY
authors.lastname: Zaki
authors.affiliation: Department of Chemistry, Faculty of Science, Taibah University, Saudi Arabia; Department of Chemistry, Faculty of Science, Helwan University, Cairo, Egypt.
authors.forename: Nermeen S
authors.initials: NS
authors.lastname: Abbas
mesh_terms: D000735:Androstenedione / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000897:Anti-Ulcer Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy* / Q000473:pathology; D011714:Pyrans / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D051381:Rats; D013844:Thiazoles / Q000737:chemistry; D013876:Thiophenes / Q000737:chemistry
chemical_list: D000893:Anti-Inflammatory Agents; D000897:Anti-Ulcer Agents; D011714:Pyrans; D011725:Pyridines; D013844:Thiazoles; D013876:Thiophenes; D000735:Androstenedione
keywords: Androstenedione; Anti-inflammatory; Anti-ulcer; Pyran; Thiazole; Thiophene