About: Antimycobacterial and Photosynthetic Electron Transport Inhibiting Activity of Ring-Substituted 4-Arylamino-7-Chloroquinolinium Chlorides     Goto   Sponge   NotDistinct   Permalink

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  • In this study, a series of twenty-five ring-substituted 4-arylamino-7-chloroquinolinium chlorides were prepared and characterized. The compounds were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts and also primary in vitro screening of the synthesized compounds was performed against mycobacterial species. 4-[(2-Bromophenyl)amino]-7-chloroquinolinium chloride showed high biological activity against M. marinum, M. kansasii, M. smegmatis and 7-chloro-4-[(2-methylphenyl)amino]quinolinium chloride demonstrated noteworthy biological activity against M. smegmatis and M. avium subsp. paratuberculosis. The most effective compounds demonstrated quite low toxicity (LD50 } 20 mu mol/L) against the human monocytic leukemia THP-1 cell line within preliminary in vitro cytotoxicity screening. The tested compounds were found to inhibit PET in photosystem II. The PET-inhibiting activity expressed by IC50 value of the most active compound 7-chloro-4-[(3-trifluoromethylphenyl)amino]quinolinium chloride was 27 mu mol/L and PET-inhibiting activity of ortho-substituted compounds was significantly lower than this of meta-and para-substituted ones. The structure-activity relationships are discussed for all compounds.
  • In this study, a series of twenty-five ring-substituted 4-arylamino-7-chloroquinolinium chlorides were prepared and characterized. The compounds were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts and also primary in vitro screening of the synthesized compounds was performed against mycobacterial species. 4-[(2-Bromophenyl)amino]-7-chloroquinolinium chloride showed high biological activity against M. marinum, M. kansasii, M. smegmatis and 7-chloro-4-[(2-methylphenyl)amino]quinolinium chloride demonstrated noteworthy biological activity against M. smegmatis and M. avium subsp. paratuberculosis. The most effective compounds demonstrated quite low toxicity (LD50 } 20 mu mol/L) against the human monocytic leukemia THP-1 cell line within preliminary in vitro cytotoxicity screening. The tested compounds were found to inhibit PET in photosystem II. The PET-inhibiting activity expressed by IC50 value of the most active compound 7-chloro-4-[(3-trifluoromethylphenyl)amino]quinolinium chloride was 27 mu mol/L and PET-inhibiting activity of ortho-substituted compounds was significantly lower than this of meta-and para-substituted ones. The structure-activity relationships are discussed for all compounds. (en)
Title
  • Antimycobacterial and Photosynthetic Electron Transport Inhibiting Activity of Ring-Substituted 4-Arylamino-7-Chloroquinolinium Chlorides
  • Antimycobacterial and Photosynthetic Electron Transport Inhibiting Activity of Ring-Substituted 4-Arylamino-7-Chloroquinolinium Chlorides (en)
skos:prefLabel
  • Antimycobacterial and Photosynthetic Electron Transport Inhibiting Activity of Ring-Substituted 4-Arylamino-7-Chloroquinolinium Chlorides
  • Antimycobacterial and Photosynthetic Electron Transport Inhibiting Activity of Ring-Substituted 4-Arylamino-7-Chloroquinolinium Chlorides (en)
skos:notation
  • RIV/62157124:16370/13:43872137!RIV14-MSM-16370___
http://linked.open...avai/riv/aktivita
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  • S
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  • 9
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  • 61439
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  • RIV/62157124:16370/13:43872137
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  • structure-activity relationships; in vitro cytotoxicity; in vitro antimycobacterial activity; spinach chloroplasts; photosynthetic electron transport inhibition; 4-arylamino-7-chloroquinolines (en)
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  • CH - Švýcarská konfederace
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  • [4CADA45DC3BC]
http://linked.open...i/riv/nazevZdroje
  • Molecules
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  • 18
http://linked.open...iv/tvurceVysledku
  • Jampílek, Josef
  • Kollár, Peter
  • Maršálek, Petr
  • Čížek, Alois
  • Imramovský, Aleš
  • Peško, Matúš
  • Coffey, Aidan
  • Keltošová, Stanislava
  • Bobáľ, Pavel
  • Otevřel, Jan
  • Govender, Rodney
  • Kolečkářová, Petra
  • Kralova, Katarína
  • O'Mahony, Jim
  • Zadražilová, Iveta
http://linked.open...ain/vavai/riv/wos
  • 000330306600038
issn
  • 1420-3049
number of pages
http://bibframe.org/vocab/doi
  • 10.3390/molecules180910648
http://localhost/t...ganizacniJednotka
  • 16370
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