Počet záznamů: 1
Synthesis and Spectrum of Biological Activities of Novel N-arylcinnamamides
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SYSNO ASEP 0492117 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název Synthesis and Spectrum of Biological Activities of Novel N-arylcinnamamides Tvůrce(i) Pospíšilová, Š. (CZ)
Kos, J. (CZ)
Michnova, H. (SK)
Kapustíková, I. (CZ)
Strhanský, T. (SK)
Oravec, Michal (UEK-B) RID, ORCID, SAI
Moricz, A. M. (HU)
Bakonyi, J. (HU)
Kauerová, T. (CZ)
Kollár, P. (SK)
Čížek, A. (CZ)
Jampílek, J. (SK)Číslo článku E2318 Zdroj.dok. International Journal of Molecular Sciences. - : MDPI
Roč. 19, č. 8 (2018)Poč.str. 25 s. Jazyk dok. eng - angličtina Země vyd. CH - Švýcarsko Klíč. slova MTT assay ; PET inhibition ; antifungal activity ; antistaphylococcal activity ; biofilm ; cinnamamides ; structure–activity relationship ; time-kill assay ; toxicity Vědní obor RIV CE - Biochemie Obor OECD Biochemistry and molecular biology CEP LO1415 GA MŠMT - Ministerstvo školství, mládeže a tělovýchovy EF16_013/0001609 GA MŠMT - Ministerstvo školství, mládeže a tělovýchovy Institucionální podpora UEK-B - RVO:86652079 UT WOS 000442869800170 EID SCOPUS 85052144214 DOI 10.3390/ijms19082318 Anotace A series of sixteen ring-substituted N-arylcinnamamides was prepared and characterized. Primary in vitro screening of all the synthesized compounds was performed against Staphylococcus aureus, three methicillin-resistant S. aureus strains, Mycobacterium tuberculosis H37Ra, Fusarium avenaceum, and Bipolaris sorokiniana. Several of the tested compounds showed antistaphylococcal, antitubercular, and antifungal activities comparable with or higher than those of ampicillin, isoniazid, and benomyl. (2E)-N-[3,5-bis(trifluoromethyl)phenyl]-3-phenylprop-2-enamide and (2E)-3-phenyl-N-[3-(trifluoromethyl)phenyl]prop-2-enamide showed the highest activities (MICs = 22.27 and 27.47 µM, respectively) against all four staphylococcal strains and against M.tuberculosis. These compounds showed an activity against biofilm formation of S.aureus ATCC 29213 in concentrations close to MICs and an ability to increase the activity of clinically used antibiotics with different mechanisms of action (vancomycin, ciprofloxacin, and tetracycline). In time-kill studies, a decrease of CFU/mL of >99% after 8 h from the beginning of incubation was observed. (2E)-N-(3,5-Dichlorophenyl)- and (2E)-N-(3,4-dichlorophenyl)-3-phenylprop-2-enamide had a MIC = 27.38 µM against M. tuberculosis, while a significant decrease (22.65%) of mycobacterial cell metabolism determined by the MTT assay was observed for the 3,5-dichlorophenyl derivative. (2E)-N-(3-Fluorophenyl)- and (2E)-N-(3-methylphenyl)-3-phenylprop-2-enamide exhibited MICs = 16.58 and 33.71 µM, respectively, against B. sorokiniana. The screening of the cytotoxicity of the most effective antimicrobial compounds was performed using THP-1 cells, and these chosen compounds did not shown any significant lethal effect. The compounds were also evaluated for their activity related to the inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. (2E)-N-(3,5-dichlorophenyl)-3-phenylprop-2-enamide (IC50 = 5.1 µM) was the most active PET inhibitor. Compounds with fungicide potency did not show any in vivo toxicity against Nicotiana tabacum var. Samsun. The structure⁻activity relationships are discussed. Pracoviště Ústav výzkumu globální změny Kontakt Nikola Šviková, svikova.n@czechglobe.cz, Tel.: 511 192 268 Rok sběru 2019
Počet záznamů: 1