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Synthesis and antimicrobial activity of 1-benzhydryl-sulfonyl-4-(3-(piperidin-4-yl) propyl)piperidine derivatives against pathogens of Lycopersicon esculentum: a structure-activity evaluation study.
- Source :
-
Archives of pharmacal research [Arch Pharm Res] 2009 Jan; Vol. 32 (1), pp. 33-41. Date of Electronic Publication: 2009 Jan 29. - Publication Year :
- 2009
-
Abstract
- Several 1-benzhydryl-sulfonyl-4-(3-(piperidin-4-yl)propyl)piperidine derivatives 8(a-j) were prepared by the treatment of substituted benzhydryl chlorides with 4-(3-(piperidin-4-yl)propyl)piperidine followed by N-sulfonation with sulfonyl chlorides in the presence of dry methylene dichloride and triethyl amine. The synthesized compounds were characterized by (1)H-NMR, IR, and elemental analysis. All the synthesized compounds were evaluated in vitro for their efficacy as antimicrobial agents by artificial inoculation technique against standard strains of two important bacterial viz., Xanthomonas axonopodis pv. vesicatoria and Ralstonia solanacearum as well as and two fungal pathogens namely Alternaria solani and Fusarium solani of tomato plants. We have briefly investigated the structure-activity relation studies and reveal that the nature of substitutions on benzhydryl ring and sulfonamide ring influences the antibacterial activity. Among the synthesized new compounds 8b, 8d, 8g, 8h, 8i, and 8j were showed significant potent antimicrobial activities compared to the standard drugs chloramphenicol, mancozeb.
- Subjects :
- Alternaria drug effects
Alternaria growth & development
Chloramphenicol pharmacology
Dose-Response Relationship, Drug
Fusarium drug effects
Fusarium growth & development
Magnetic Resonance Spectroscopy
Maneb pharmacology
Molecular Structure
Ralstonia solanacearum drug effects
Ralstonia solanacearum growth & development
Spectrophotometry, Infrared
Structure-Activity Relationship
Xanthomonas axonopodis drug effects
Xanthomonas axonopodis growth & development
Zineb pharmacology
Anti-Infective Agents chemical synthesis
Anti-Infective Agents pharmacology
Solanum lycopersicum microbiology
Pesticides chemical synthesis
Pesticides pharmacology
Piperidines chemical synthesis
Piperidines pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 0253-6269
- Volume :
- 32
- Issue :
- 1
- Database :
- MEDLINE
- Journal :
- Archives of pharmacal research
- Publication Type :
- Academic Journal
- Accession number :
- 19183874
- Full Text :
- https://doi.org/10.1007/s12272-009-1115-3