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      KCI등재 SCIE SCOPUS

      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

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      https://www.riss.kr/link?id=A104667595

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      다국어 초록 (Multilingual 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...

      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 1H-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.

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      참고문헌 (Reference)

      1 Ramalingan, C., "Synthesis and study of antibacterial and antifungal activities of novel 1-[2-(benzoxazol-2-yl)ethoxy]- 2,6-diarylpiperidin-4-ones" 39 (39): 527-533, 2004

      2 Colapret, J. A., "Synthesis and pharmacological evaluation of 4,4-disubstituted piperidines" 32 : 968-974, 1989

      3 Ramalingan, C., "Synthesis and microbiological evaluation of spiro piperidinyl heterocycles" 12 (12): 41-47, 2003

      4 Ramalingan, C., "Synthesis and microbiological evaluation of benzimidazolylethoxypiperidones" 12 (12): 26-32, 2003

      5 Priya, B. S., "Synthesis and characterization of novel 6-fluoro-4- piperidinyl-1,2-benzisoxazole amides and 6-fluoro-chroman- 2-carboxamides: antimicrobial studie" 13 : 2623-2628, 2005

      6 Laura, G., "Synthesis and antiviral/antiproliferative activity of some N-sulphonylbenzimidazoles" 12 : 2707-2710, 2002

      7 Reddy, P. A., "Synthesis and anticonvulsant activities of 3,3-dialkyl- and 3-alkyl-3-benzyl-2-piperidinones (delta-valerolactams) and hexahydro-2H-azepin-2-ones (epsilon-caprolactams)" 40 : 44-49, 1997

      8 De Waard, M, A., "Synergism and antagonism in fungicides" Longman Scientific and Technical Essex 355-, 1987

      9 Ishii, H., "Studies on fungicide resistance in phytopathogenic fungi" 70 (70): 379-385, 2004

      10 Padmakar, V. K., "QSAR studies on benzene sulfonamide carbonic anhydrase inhibitors: need of hydrophobic parameter for topological modeling of binding constants of sulfonamides to human CA-II" 15 (15): 923-930, 2005

      1 Ramalingan, C., "Synthesis and study of antibacterial and antifungal activities of novel 1-[2-(benzoxazol-2-yl)ethoxy]- 2,6-diarylpiperidin-4-ones" 39 (39): 527-533, 2004

      2 Colapret, J. A., "Synthesis and pharmacological evaluation of 4,4-disubstituted piperidines" 32 : 968-974, 1989

      3 Ramalingan, C., "Synthesis and microbiological evaluation of spiro piperidinyl heterocycles" 12 (12): 41-47, 2003

      4 Ramalingan, C., "Synthesis and microbiological evaluation of benzimidazolylethoxypiperidones" 12 (12): 26-32, 2003

      5 Priya, B. S., "Synthesis and characterization of novel 6-fluoro-4- piperidinyl-1,2-benzisoxazole amides and 6-fluoro-chroman- 2-carboxamides: antimicrobial studie" 13 : 2623-2628, 2005

      6 Laura, G., "Synthesis and antiviral/antiproliferative activity of some N-sulphonylbenzimidazoles" 12 : 2707-2710, 2002

      7 Reddy, P. A., "Synthesis and anticonvulsant activities of 3,3-dialkyl- and 3-alkyl-3-benzyl-2-piperidinones (delta-valerolactams) and hexahydro-2H-azepin-2-ones (epsilon-caprolactams)" 40 : 44-49, 1997

      8 De Waard, M, A., "Synergism and antagonism in fungicides" Longman Scientific and Technical Essex 355-, 1987

      9 Ishii, H., "Studies on fungicide resistance in phytopathogenic fungi" 70 (70): 379-385, 2004

      10 Padmakar, V. K., "QSAR studies on benzene sulfonamide carbonic anhydrase inhibitors: need of hydrophobic parameter for topological modeling of binding constants of sulfonamides to human CA-II" 15 (15): 923-930, 2005

      11 Andrea, S., "Protease inhibitors - part 5. Alkyl/arylsulfonyl- and arylsulfonylureido-/arylureido-glycine hydroxamate inhibitors of Clostridium histolyticum collagenase" 35 : 299-307, 2000

      12 Singh, S. K., "Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors" 14 (14): 499-504, 2004

      13 Finney, N., "Paper alert. Curr. Opin. Drug" 2 : 175-181, 1999

      14 Medina, J. C., "Novel antineoplastic agents with efficacy against multidrug resistant tumor cells" 8 : 2653-2656, 1998

      15 Nanjunda swamy, S., "Microwaveassisted synthesis of N-alkylated benzotriazole derivatives: antimicrobial studies" 16 : 999-1004, 2006

      16 Matthew, W. H., "Inhibition of voltage-dependent sodium channels by the anticonvulsant gamma-aminobutyric acid type A receptor modulator, 3-benzyl-3-ethyl-2-piperidinone" 285 : 1303-1309, 1998

      17 Sadashiva, M. P., "Enhancement in antimicrobial activity of 2-(phenyl)-3- (2-butyl-4-chloro-1H-imidazolyl)-5-butylate isoxazolidine" 15 : 1811-1814, 2005

      18 Klockgether, T., "Effects of the antiparkinsonian drug budipine on central neurotransmitter systems" 301 : 67-73, 1996

      19 Akira, K., "Effect of chlorsulfuron on shoot sprouting from the stem segment of Torenia fournieri and Nicotiana tabacum" 2 : 213-234, 2002

      20 Jean-Marie, C., "Design, synthesis, and structure-activity relationships of a series of 3-[2-(1-benzylpiperidin-4-yl) ethylamino]pyridazine derivatives as acetylcholinesterase inhibitors" 44 : 2707-2718, 2001

      21 Amat, M., "Corrigendum" 7 : 1845-1854, 1996

      22 Christopher, A. W., "Combinatorial synthesis of CCR5 antagonists" 11 : 3137-3141, 2001

      23 Andrea, S., "Carbonic anhydrase inhibitors: synthesis of membraneimpermeant low molecular weight sulfonamides possessing in vivo selectivity for the membrane-bound versus cytosolic isozymes" 43 (43): 292-300, 2000

      24 Ohtaka., "Benzylpiperazine derivatives. IV. Syntheses and cerebral vasodilating activities of 1-benzyl-4-diphenylmethylpiperazine derivatives" 35 : 3270-3275, 1987

      25 Maniyan, P., "Antimalarial activity of N-alkyl amine, carboxamide, sulfonamide, and urea derivatives of a dispiro-1,2,4-trioxolane piperidine" 16 : 5542-5545, 2006

      26 Fletcher, S. R., "4-(Phenylsulfonyl)piperidines: novel, selective, and bioavailable 5-HT(2A) receptor antagonists" 45 (45): 492-503, 2002

      27 Lihu, Y., "1-[2(R)-(2-amino-2-methylpropionyl amino)-3-(1H-indol-3-yl)propionyl]-3-benzylpiperidine- 3(S)-carboxylic acid ethyl ester (L-163,540): a potent, orally bioavailable, and short-duration growth hormone secretagogue" 41 (41): 2439-2441, 1998

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      학술지 이력
      연월일 이력구분 이력상세 등재구분
      2023 평가예정 해외DB학술지평가 신청대상 (해외등재 학술지 평가)
      2020-01-01 평가 등재학술지 유지 (해외등재 학술지 평가) KCI등재
      2010-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2008-01-01 평가 등재학술지 유지 (등재유지) KCI등재
      2006-01-01 평가 등재학술지 유지 (등재유지) KCI등재
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      2001-01-01 평가 등재학술지 선정 (등재후보2차) KCI등재
      1998-07-01 평가 등재후보학술지 선정 (신규평가) KCI등재후보
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      학술지 인용정보

      학술지 인용정보
      기준연도 WOS-KCI 통합IF(2년) KCIF(2년) KCIF(3년)
      2016 1.96 0.2 1.44
      KCIF(4년) KCIF(5년) 중심성지수(3년) 즉시성지수
      1.07 0.87 0.439 0.05
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