Synthesis and antimicrobial activity evaluation of indole-azole-fluoroquinolone hybrids with highly functionalized functional groups
Journal of the Iranian Chemical Society, cilt.20, sa.5, ss.1085-1094, 2023 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 20 Sayı: 5
- Basım Tarihi: 2023
- Doi Numarası: 10.1007/s13738-022-02734-1
- Dergi Adı: Journal of the Iranian Chemical Society
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
- Sayfa Sayıları: ss.1085-1094
- Anahtar Kelimeler: 1,2,4-triazole, Fluoroquinolone, Antimicrobial activity, Multicomponent, Mannich base, Schiff base
- Kırklareli Üniversitesi Adresli: Evet
Özet
4-Amino-5-methyl-2,4-dihydro-3H-1,2,4-triazole-3-one (1) was converted to the corresponding Schiff base (2) by treatment with indole-3-carbaldehyde. The treatment of 4-aminoantipyrine with ethylbromoacetate, hydrazinhydrate and various iso (thio) cyanates, respectively, followed by cyclization reaction using basic reagent resulted in the formation of a second 1,2,4-triazole ring in the structure of final product. Quinolone containing Mannich bases were synthesized from 1,2,4-triazoles in the presence of formaldehyde (7a-h). All the newly synthesized compounds were screened for their antimicrobial activities. Most exhibited good to moderate antibacterial and/or antifungal activity. The structural assignments of the new compounds were based on elemental analysis and spectral (IR, 1HNMR, 13CNMR, and LC–MS) data.