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.
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.
Vinaya
K
K
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore, 570-006, India.
Kavitha
R
R
Ananda Kumar
C S
CS
Benaka Prasad
S B
SB
Chandrappa
S
S
Deepak
S A
SA
Nanjunda Swamy
S
S
Umesha
S
S
Rangappa
K S
KS
D000528:Alternaria / Q000187:drug effects / Q000254:growth & development; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002701:Chloramphenicol / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D005670:Fusarium / Q000187:drug effects / Q000254:growth & development; D018551:Solanum lycopersicum / Q000382:microbiology*; D009682:Magnetic Resonance Spectroscopy; D008344:Maneb / Q000494:pharmacology; D015394:Molecular Structure; D010575:Pesticides / Q000138:chemical synthesis* / Q000494:pharmacology*; D010880:Piperidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D043368:Ralstonia solanacearum / Q000187:drug effects / Q000254:growth & development; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D053532:Xanthomonas axonopodis / Q000187:drug effects / Q000254:growth & development; D015038:Zineb / Q000494:pharmacology
D000890:Anti-Infective Agents; D010575:Pesticides; D010880:Piperidines; D008344:Maneb; D002701:Chloramphenicol; C013099:mancozeb; D015038:Zineb