title: Synthesis of new 1,2,4-triazole compounds containing Schiff and Mannich bases (morpholine) with antioxidant and antimicrobial activities.
abstract: Compound 2 was synthesized by reacting CS2/KOH with compound 1. The treatment of compound 2 with hydrazine hydrate produced compound 3. Then, compound 3 was converted to Schiff bases (4a-d) by the handling with several aromatic aldehydes. The treatment of triazole compounds 4a-d containing Schiff base with morpholine gave compounds 5a-d. All compounds were tested for their antioxidant and antimicrobial activities. The antioxidant test results of DPPH• radical scavenging and ferric reducing/antioxidant power methods showed good antioxidant activity. The triazole-thiol (3) was the most active, and the effect of the substituent type of the thiophene ring on the activity was same for both Schiff bases (4a-d) and Mannich bases (5a-d). Among the newly synthesized triazole derivatives, the Schiff base 4d and the Mannich base 5d carrying nitro substituent on the thiophene ring showed promising antibacterial and antifungal activity, with lower MIC values than the standard antibacterial ampicillin.
authors.affiliation: a Department of Chemistry , Faculty of Sciences, Karadeniz Technical University , Trabzon , Turkey.
authors.forename: Yasemin
authors.initials: Y
authors.lastname: Ünver
authors.affiliation: a Department of Chemistry , Faculty of Sciences, Karadeniz Technical University , Trabzon , Turkey.
authors.forename: Sadik
authors.initials: S
authors.lastname: Deniz
authors.affiliation: a Department of Chemistry , Faculty of Sciences, Karadeniz Technical University , Trabzon , Turkey.
authors.forename: Fatih
authors.initials: F
authors.lastname: Çelik
authors.affiliation: b Department of Genetic and Bioengineering , Faculty of Engineering and Natural Sciences, Gümüşhane University , Gümüşhane , Turkey , and.
authors.forename: Zeynep
authors.initials: Z
authors.lastname: Akar
authors.affiliation: a Department of Chemistry , Faculty of Sciences, Karadeniz Technical University , Trabzon , Turkey.|c Faculty of Engineering and Natural Sciences , Gümüşhane University , Gümüşhane , Turkey.
authors.forename: Murat
authors.initials: M
authors.lastname: Küçük
authors.affiliation: a Department of Chemistry , Faculty of Sciences, Karadeniz Technical University , Trabzon , Turkey.
authors.forename: Kemal
authors.initials: K
authors.lastname: Sancak
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005658:Fungi / Q000187:drug effects; D008352:Mannich Bases / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009025:Morpholines / Q000737:chemistry / Q000494:pharmacology*; D012545:Schiff Bases / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000975:Antioxidants; D008352:Mannich Bases; D009025:Morpholines; D012545:Schiff Bases; D014230:Triazoles; C045575:1,2,4-triazole; C037574:morpholine
keywords: 1,2,4-triazole-thiol; Antimicrobial and antioxidant activities; Mannich bases; Schiff bases; morpholine