Publication detail

Antibacterial and Herbicidal Activity of Ring-Substituted 2-Hydroxynaphthalene-1-carboxanilides

Year: 2013

Type of publication: článek v odborném periodiku

Name of source: Molecules

Publisher name: Molecular Diversity Preservation International

Place: Basel

Page from-to: 9397-9419

Titles:

Language	Name	Abstract	Keywords
cze	Antibacterial and Herbicidal Activity of Ring-Substituted 2-Hydroxynaphthalene-1-carboxanilides	V této studii, řada dvaceti dvou na kruhu substituovaných 2 - hydroxynaftalen-1 - karboxanilidů byla připravena a charakterizována. Primární in vitro screening syntetizovaných sloučenin byl proveden proti Staphylococcus aureus , tři meticilin - rezistentním kmenům S. aureus , Mycobacterium marinum , M. kasasii , M. smegmatis a M. avium paratuberculosis . Sloučeniny byly také testovány na jejich aktivitu v souvislosti s inhibici fotosyntetického transportu elektronů (PET) na špenát ( Spinacia oleracea L. ), chloroplastů. 2 - Hydroxy - N - fenylnaftalen-1 - karboxanilid a 2 -hydroxy-N -(3-trifluormethylfenyl) naftalen - 1 - karboxamid vykázaly MIC = 26,0 umol / L proti methicilin - rezistentním S. aureus a ( IC50 = 29 umol / L ) se nejaktivnější inhibitory PET . Některé z testovaných sloučenin ukázaly antibakteriální a antimykobakteriální aktivitu proti testovaných kmenů srovnatelnou nebo vyšší než standardy ampicilin nebo isoniazid . Tak například, 2-hydroxy-N-(3 - nitrofenyl)naftalen-1-karboxamid vykázal MIC = 26,0 umol / L proti methicilin - rezistentním S. aureus a MIC = 51,9 umol / l proti M. marinum , nebo 2-hydroxy-N- fenylnaphthalen - 1 - karboxamid prokázáno MIC = 15,2 umol / l proti M. kansasii . Jsou diskutovány vztahy struktura - aktivita pro všechny sloučeniny .	hydroxynaftalenekarboxanilidy; lipofilicita; fotosynthetická inhibice transportu elektron; špenátové chloroplasty; in vitro antibakteriální aktivita; in vitro antimykobakteriální aktivita; in vitro cytotoxicita; vztahy struktura-aktivita
eng	Antibacterial and Herbicidal Activity of Ring-Substituted 2-Hydroxynaphthalene-1-carboxanilides	In this study, a series of twenty-two ring-substituted 2-hydroxynaphthalene1-carboxanilides were prepared and characterized. Primary in vitro screening of the synthesized compounds was performed against Staphylococcus aureus, three methicillin-resistant S. aureus strains, Mycobacterium marinum, M. kasasii, M. smegmatis and M. avium paratuberculosis. The compounds were also tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. 2-Hydroxy-N-phenylnaphthalene-1-carboxanilide and 2-hydroxy-N-(3trifluoromethylphenyl)naphthalene-1-carboxamide showed MIC = 26.0 ?mol/L against methicillin-resistant S. aureus and (IC50 = 29 ?mol/L) were the most active PET inhibitors. Some of tested compounds showed the antibacterial and antimycobacterial activity against the tested strains comparable or higher than the standards ampicillin or isoniazid. Thus, for example, 2-hydroxy-N-(3-nitrophenyl)naphthalene-1carboxamide showed MIC = 26.0 ?mol/L against methicillin-resistant S. aureus and MIC = 51.9 ?mol/L against M. marinum, or 2-hydroxy-N-phenylnaphthalene-1-carboxamide demonstrated MIC = 15.2 ?mol/L against M. kansasii. The structure-activity relationships for all compounds are discussed.	hydroxynaphthalenecarboxanilides; lipophilicity; photosynthetic electron transport inhibition; spinach chloroplasts; in vitro antibacterial activity; in vitro antimycobacterial activity; in vitro cytotoxicity; structure-activity relationships

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