CS237709B1 - Antimicrobial agent for θ'1 "Staphylococcus bacteria - Google Patents

Antimicrobial agent for θ'1 "Staphylococcus bacteria Download PDF

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CS237709B1
CS237709B1 CS828540A CS854082A CS237709B1 CS 237709 B1 CS237709 B1 CS 237709B1 CS 828540 A CS828540 A CS 828540A CS 854082 A CS854082 A CS 854082A CS 237709 B1 CS237709 B1 CS 237709B1
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Czechoslovakia
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methyl
bromide
chloro
bacteria
iodide
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CS828540A
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Czech (cs)
Slovak (sk)
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CS854082A1 (en
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Viktor Sutoris
Pavla Foltinova
Jan Halgas
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Viktor Sutoris
Pavla Foltinova
Jan Halgas
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Priority to CS828540A priority Critical patent/CS237709B1/en
Publication of CS854082A1 publication Critical patent/CS854082A1/en
Publication of CS237709B1 publication Critical patent/CS237709B1/en

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Abstract

Vynález aa týká prostrledku s antimikróbnou účinnosťou na O* baktérie skupiny Staphylococcus. Prostriedok podlá vynálezu sa vyznačuje tým, že pozostéva z roztoku 3-R-Y-R1-substituovanej benzotiazáliovej soli všeobecného vzorca „(-) (+) (I) kde R je metyl, etyl, propyl, alyl, propargyl, butyl R1 je vodík, 4-chlór, 6-chlár, 6-metyl X" je brómidová, jodidová, metosulfátová skupina Y je 4,6 o koncentrácii 3,125 až 25 Ag/ml vo vodě alebo organických rozpúšťadlach ako dlmetylsulfoxid, metylalkohol, trietylénglykol, dimetylformamid. Prostriedok podl’a vynálezu mftže nájsť uplatnenie ako liečivo s antimikrobnou účinnosťou na G baktérie, zistenciou na antibiotiká.The invention aa relates to a composition with antimicrobial activity against O* bacteria of the Staphylococcus group. The composition according to the invention is characterized in that it consists of a solution of a 3-R-Y-R1-substituted benzothiazalium salt of the general formula "(-) (+) (I) where R is methyl, ethyl, propyl, allyl, propargyl, butyl R1 is hydrogen, 4-chloro, 6-chloro, 6-methyl X" is a bromide, iodide, methosulfate group Y is 4.6 at a concentration of 3.125 to 25 Ag/ml in water or organic solvents such as dimethyl sulfoxide, methyl alcohol, triethylene glycol, dimethylformamide. The composition according to the invention can find application as a drug with antimicrobial activity against G bacteria, resistant to antibiotics.

Description

Výnáles μ týk· prostriedku · antialkrobnou účlnnosťou na O* baktérie skupiny Stuphyloeoecus.The invention relates to a composition with antimicrobial activity against O* bacteria of the Stuphyloeoecus group.

V súčasnej době má sdravotníetvo k dlaposlell Sirokú sériu prlpravkov a antiaikrobnyai účinkaati. Kiektoré kaene baktérii aa stali rčsnou alerou resistentnými vOči p6vodne účinným preparátem, a prato nafloloj sostáva aktudlna otáaka hiadania novýeh účinných slúčenln.Currently, healthcare has a wide range of antimicrobial agents. Some bacteria have become resistant to previously effective agents, and the search for new effective compounds is currently underway.

Kiektoré bensotlasóliové soli od účinné oko regulátory rastu v oblasti stlaulačnej alebo.lnhiblSnej (Sutoris V., HslgaS J., Sekerka V.í čs. AO č. 225008, 223426, 231212. 231229, a rčanott aierou spčsobujú svyčovanle obsahu cukrov v rastlinách produkujúcich eukor (Sutoris V., Sekerka 7., Halgač «I., Bej či P. s čs. AO č. 237706.Some benzoyl chloride salts are effective as growth regulators in the field of stabilization or inhibition (Sutoris V., Hslgaš J., Sekerka V., Czechoslovak AO No. 225008, 223426, 231212. 231229), and sometimes cause changes in the sugar content in eucorative plants (Sutoris V., Sekerka S., Halgač «I., Bejči P., Czechoslovak AO No. 237706.

Přípravky a antlmikrdbnymi vlastnostsml je aožno doplnit! prostriedkoa s entiaikróbnym účinkem, ktorého podstata spočívá v tom, lo posostáva a rostoku 3-R-Y-R’-subetituovanej bensotlasóliovej soli všeobecného vtorca XPreparations and anti-murder properties should be supplemented! agent with an enantiomicrobial effect, the essence of which consists in the fact that it consists of a 3-R-Y-R'-subetituated benzothlazolium salt of the general formula X

kdowho

R jo aetyl, otyl, propyl, alyl, propargyl, butyl,R is ethyl, otyl, propyl, allyl, propargyl, butyl,

R5 jo vodík, 4-chlor, 6-chlor, 6-metyl,R 5 is hydrogen, 4-chloro, 6-chloro, 6-methyl,

X je bromidová, jodidová, aetosulfátová skupina,X is a bromide, iodide, acetosulfate group,

Y je 4,6Y is 4.6

0'koncentrácii 3,125 až 25 /ug/al vo vodě alebo organických rospúSťadláeh ako dimetylsulfoxld, aetylalkohol, trietylénglykol, dimetylforaamid.At a concentration of 3.125 to 25 µg /ml in water or organic solvents such as dimethyl sulfoxide, ethyl alcohol, triethylene glycol, dimethylformamide.

Prostrledok podlá vynálezu má antimikróbnu účinnost na G* baktérie skupiny Staphylococcus a možno ho použit! ako účinnú složku protistafylokokových prlpravkov 1 v případe Inaeňov znedne odolných na desinfekčně prostrledky a antibiotiká.The agent according to the invention has antimicrobial activity against G* bacteria of the Staphylococcus group and can be used as an active ingredient in antistaphylococcal preparations in the case of organisms that are highly resistant to disinfectants and antibiotics.

Antibakteriélna účinnost bola zisťovaná plátnovým difúznym testem na Mullerovom-Hintovom agare v koncentráclách 200, 50, 12,5, 6,25, 3,125 a 0,78 /ig/disk. Výsledky v tabuTke 1 udávájú minlaálnu inhiblčnú koncentráclu (MIC, /ig/disk). Učinok sa zistoval 1 akúmavkovým srleSovacín testom v Mullerovej-Hintovej pOde v koncentrácii- 50, 25,- 12,5, 6,25, 3,125 1,56/ug/al. Zlstllo sa, že proetrledok podlá vynálezu pOsobí v koncentrácii 3,125 až 25 (Ug/ml (MBC) na dané kmene baktericídne.The antibacterial activity was determined by a cloth diffusion test on Muller-Hint agar at concentrations of 200, 50, 12.5, 6.25, 3.125 and 0.78 µg/disk. The results in Table 1 indicate the minimum inhibitory concentration (MIC, µg/disk). The effect was determined by a tube culture test in Muller-Hint agar at concentrations of 50, 25, 12.5, 6.25, 3.125 and 1.56 µg/ml. It was found that the agent according to the invention has a bactericidal effect on the given strains at concentrations of 3.125 to 25 µg/ml (MBC).

Ha overenie citlivosti bakterlálnych kmeňov na antibiotiká boli použité Standardně antibiotlcké disky (Lachema, n.p.) a zlatilo sa, že prostrledok podlá vynálezu je účinný i na stafylokoky so značnou rezistenciou na antibiotiká. Pre porovnanie je v tabuTke 2 uvedené spektrum antibiotlckéj účinnosti na testované baktérie.Standard antibiotic discs (Lachema, n.p.) were used to verify the sensitivity of bacterial strains to antibiotics and it was found that the agent according to the invention is effective even against staphylococci with significant resistance to antibiotics. For comparison, the spectrum of antibiotic activity against the tested bacteria is shown in Table 2.

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Antibekteriélna účinnost prostriedku podl’a vynálezu b b b hAntibacterial effectiveness of the agent according to the invention b b b h

CQ Η Λ H íQ CQ íŠ b h & h h (X) CQ řQ nCQ Η Λ H íQ CQ íŠ b h & h h (X) CQ řQ n

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CM CM CM CM CM CM a and a and a and o about o about o about a and a and a and II II II II II II o about o about o about a and a and a and II II II II II II o about o about o about o about o about o about CM CM CM CM CM CM CM CM CM CM CM CM a and a and a and a and a and a and o about o about o about o about o about o about

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H H H H > > > H > H M M W W X X X H X H Hl Hl H H ► fc ► fc ► H ► H H H Hl Hl H H Hl Hl > > H H H H Hl Hl X X H H H H Hl > Hl > < > < > H H H H > > H H X X H H X X X X t> t> > > X X X X

Hodnoty udávájú minimálnu inhibičnú konc.^ug/dlskThe values indicate the minimum inhibitory concentration in µg/dlsk.

Vysvětlivky:Explanations:

.1 3-aetylbenzotiazóliumbromid II 3-metylbenzotiazóliuajodid.1 3-ethylbenzothiazolium bromide II 3-methylbenzothiazolium iodide

III 3-metyl-4-chlúrbensotiazóllumbromid IV 3-metyl-4-chlórbensotiazóliumjodid V 3-metyl-6-chlórbenzotiazóliumbromid VI 3-etylbenzotiazóliumbromidIII 3-methyl-4-chlorobenzothiazolium bromide IV 3-methyl-4-chlorobenzothiazolium iodide V 3-methyl-6-chlorobenzothiazolium bromide VI 3-ethylbenzothiazolium bromide

VII 3-etylbenzotiazóllumjodid VIII 3-etylbenzotiazóliummetosulfátVII 3-ethylbenzothiazolium iodide VIII 3-ethylbenzothiazolium methosulfate

IX 3-propylbenzotiazoliumjodid X 3-alylbenzotiezólluabromidIX 3-propylbenzothiazolium iodide X 3-allylbenzothiazole bromide

XI 3-alylbenzotiazóliumjodidXI 3-allylbenzothiazolium iodide

XII 3-alyl-6-chlórbenzotiazólluabromid XIII 3-propargylbenzotlazúllumbromld XIV 3-propargyl-6-metylbenzotiazoliumbromidXII 3-allyl-6-chlorobenzothiazolium bromide XIII 3-propargylbenzothiazolium bromide XIV 3-propargyl-6-methylbenzothiazolium bromide

XV 3-propargyl-6-ehl<$rbenzotiazóllumbromidXV 3-Propargyl-6-ethyl<$rbenzothiazole bromide

XVI 3-butylbenzotiazóliumbromidXVI 3-butylbenzothiazolium bromide

XVII 3-butylbenzotiazoliuajodidXVII 3-butylbenzothiazolium iodide

Tabulka 2Table 2

Spektrum entibiotickej účinnosti baktěriálnych kmeňov Staphylococcus aureusSpectrum of antibiotic efficacy of Staphylococcus aureus bacterial strains

Penicilín 10 m.j. Penicillin 10 IU Erytromycín 10 fig Erythromycin 10 figs Tetracyklín 30 Jag Tetracycline 30 IU Komanycín 30 ^ňg Komanicin 30 ^ňg Chloramfenikol 30 pe Chloramphenicol 30 mg Ampycilln 20 ug Ampicillin 20 ug s. p. aureus (mau 29/58) aureus (mau 29/58) + + + + + + s. p. aureus (Mau 78/71) aureus (Mau 78/71) + + + + + + + + + + s. p. aureus (CCM 2394) aureus (CCM 2394) - - + + + 5 + 5 + + - - s. p. aureus*(CCM 2560) aureus*(CCM 2560) - - + + - - + + + + + + s. p. aureus (SPA) aureus (SPA) - - + + - - - - + + - -

- » rezieteneia + « citlivost- » rezieteneia + « sensitivity

- = znížené citlivost- = reduced sensitivity

Claims (1)

5 P R EU ΜΪΤ VYNÁLEZU 237709 Prostriedok s antimikróbnou dčinnosťou na G+ baktérie skupiny Staphylococeus vyana-čujúci sa tým, že pozostáva z roztoku 3-R-Y-R1-substituovanéj benzotiazoliovej solivšeobecného vzorce I fH x«-> N-R (+) (I) kde R je metyl, etyl, propyl, alyl, propargýl, butyl, R1 je vodik, 4-ehlór, 6-chíór, 6-metyl, X- je bromidová, jodidová, metosulfátová skupina, Y je 4,6 o koncentrácii 3,125 až 25^ug/ml vo vodě alebo organických rozpúšťadlách ako dimetyl-sulfoxid, metylalkohol, trietylénglykol, dimetylformamid.BACKGROUND OF THE INVENTION 237709 An antimicrobial agent for the G + bacterium of the Staphylococeus family, consisting of a solution of 3-RY-R 1 -substituted benzothiazolium salt of general formula I fH x -> NR (+) (I) where R is methyl, ethyl, propyl, allyl, propargyl, butyl, R 1 is hydrogen, 4-chloro, 6-chloro, 6-methyl, X- is bromide, iodide, metosulfate, Y is 4.6 at 3.125 to 25 µl µg / ml in water or organic solvents such as dimethylsulfoxide, methanol, triethylene glycol, dimethylformamide.
CS828540A 1982-11-27 1982-11-27 Antimicrobial agent for θ'1 "Staphylococcus bacteria CS237709B1 (en)

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