DK1860937T3 - Antimikrobielt middel indeholdende en cysteinforbindelse kovalent bundet til et substrat, især ved binding gennem en s-s-bro via et spacermolekyle - Google Patents

Antimikrobielt middel indeholdende en cysteinforbindelse kovalent bundet til et substrat, især ved binding gennem en s-s-bro via et spacermolekyle Download PDF

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DK1860937T3
DK1860937T3 DK06717035.7T DK06717035T DK1860937T3 DK 1860937 T3 DK1860937 T3 DK 1860937T3 DK 06717035 T DK06717035 T DK 06717035T DK 1860937 T3 DK1860937 T3 DK 1860937T3
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discs
substrate
cysteine
antimicrobial agent
spp
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DK06717035.7T
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Torbjörn Lindberg
Gudmundur Gudmundsson
Birgitta Agerberth
Anders Wirsen
Jacob Odeberg
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Cytacoat Ab
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom not containing sulfur-to-oxygen bonds, e.g. polysulfides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/46—N-acyl derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
    • A61L2/16—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor using chemical substances
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/28—Materials for coating prostheses
    • A61L27/34—Macromolecular materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/08—Materials for coatings
    • A61L31/10—Macromolecular materials
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F2303/00—Specific treatment goals
    • C02F2303/20—Prevention of biofouling

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Surgery (AREA)
  • Vascular Medicine (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Dermatology (AREA)
  • Medicinal Chemistry (AREA)
  • Water Supply & Treatment (AREA)
  • Transplantation (AREA)
  • Hydrology & Water Resources (AREA)
  • Environmental & Geological Engineering (AREA)
  • Toxicology (AREA)
  • Materials For Medical Uses (AREA)
  • Paints Or Removers (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Claims (18)

1. Antimikrobielt middel indeholdende et substrat med en kovalent bundet cysteinbestanddel, hvor cysteinbestanddelen er bundet gennem en S-S-bro via et spacermolekyle til substratet; hvor spaceren indeholder en carbonkæde eller en carbonkæde afbrudt af ét eller flere heteroatomer.
2. Antimikrobielt middel ifølge krav 1, hvori spacermolekylet indeholder ét eller flere heteroatomer valgt fra O, S, N, P og Si.
3. Antimikrobielt middel ifølge krav 1 eller 2, hvori kæden er substitueret med én eller flere alkylgrupper, hydroxylgrupper eller alkoxygrupper.
4. Antimikrobielt middel ifølge krav 3, hvori alkylgrupperne er lavere alkylgrupper med 1-6 carbonatomer.
5. Antimikrobielt middel ifølge ethvert af kravene 1-4 med formlen substrat-X-L-S-S-(cysteinbestanddel), hvori - L er et spacermolekyle valgt fra gruppen omfattende (CH2)m, hvor m er 1-20; (CH2CH20)n(CH2)p eller (CH(CH3)CH20)n(CH2)P, hvor n er 1-1000, og p er 1-20; idet (CH2)p-segmentet er bundet til disulfidbroen eller er anbragt mellem (CH2CH20)n- eller (CH(CH3)CH20)-segmenterne; - X er forbindelsesgruppe fra koblingsreaktionen mellem substratet og L.
6. Antimikrobielt middel ifølge ethvert af kravene 1-5 med formlen (1)
i hvilken Ri er substratet X er en kemisk gruppe opnået ved en kemisk koblingsreaktion L er (CH2)m eller (CH2CH20)n(CH2)P m er 1 -8, n er 1 -100, og p er 1 -10 hvor (CH2)P-segmentet, når det forekommer sammen med (CH2CH20)n-segmentet, er anbragt mellem (CH2CH20)n-segmentet og disulfidbindingen.
7. Antimikrobielt middel ifølge krav 1 -6, hvori - L - S - S -(cysteinbestanddel) har én af de følgende strukturer: (2)
i hvilken R2, Fh er hydrogen eller alkyl med 1 til 25 carbonatomer, i en vilkårlig kombination; q er fra 1 -20; og (3)
i hvilken R2, R3, R4 er alkylsubstituenter med 1-25 carbonatomer i en vilkårlig kombination; q har en værdi i intervallet 1-20, hvor alkylsubstituenterne kan være forbundet til aminogruppen ved direkte alkylering eller via en amidbinding indeholdende nitrogenet i cystei nbestanddelen.
8. Antimikrobielt middel ifølge ethvert af kravene 1-7, hvor én af R2 eller R3 som vist i formel (2) i krav 7 er bundet via en amidbinding indeholdende nitrogenet i cysteinbestanddelen.
9. Antimikrobielt middel ifølge ethvert af kravene 1-8, hvori substratet er en fast overflade.
10. Indretning indeholdende et substrat ifølge ethvert af de foregående krav.
11. Indretning ifølge krav 10, hvor indretningen er valgt fra: (a) medicinske indretninger omfattende extrakorporale medicinske indretninger, der kan anvendes ved det ydre af det menneskelige eller animalske legeme, og intrakorporale medicinske indretninger, der kan anvendes i det indre af det menneskelige eller animalske legeme; (b) købmandsvareindretninger, og (c) andre indretninger valgt fra kontaktlinser, kosmetikpakningsprodukter, ferskvandstanke og vandrør, indretninger til opbevaring af produkter eller materialer, hvor bakterievækst på overflader af opbevaringsmateriale er uønsket.
12. Indretning ifølge krav 11, hvor indretningen er valgt fra kunstig hud til brandsår, en dialyseindretning, en øredrænindretning, øreimplantater, en hørehjælpsindretning, hjerte- og lungemaskineslanger, hydrocephalusdræn, en injektionssprøjte, stomier, sårplejeindretninger, suturmaterialer, katetre, dentalprodukter, rør eller udstyr anvendt til parenteral indgivelse af væsker, opløsninger, infusioner, lægemiddelindgivelse, implantater i legemet, insulinpumpe, nerveføringer, pacemakere, afdræning fra det indre af legemet, intraluminale stents omfattende vaskulære og luminale i organer og væv.
13. Anvendelse af et antimikrobielt middel som defineret i krav 1 - 9 til hindring eller inhibering af vækst og/eller formering af mikroorganismer på et substrat og/eller en overflade.
14. Anvendelse ifølge krav 13, ved hvilken mikroorganismerne omfatter Staphylococci spp. (såsom S. aureus, S. epidermidis og andre coagulase-negative Staphylococci-lignende S. saprophyticus); Streptococci spp. (viridans, hæmolytiskog ikke-hæmolytisk, gruppe B og D, S. pneumoniae); Enterococcus spp., S. facealis; Chlostridia (perfringens, botulinum); Enterobacter spp., (Enterobacter cloace, aerogenes), Escherichia coli, Klebsiella spp. (pneumonia), Proteus (mirabilis), Campylobacter, Yersinia, Shigella, Salmonella, Hemophilus (influenza), Neisseriae (meningococcus og gonococcus), Bacteroides (bacteroides spp. og fusobacterium), Pseudomonas (aeruginosa, cepacia), Legionella (pneumophilia), Serratia marcenens, Acinetobacter spp., Morganella morganii, Stenotrophomonas, Citrobacter spp., Corynebacterium spp., Burkholder Cepafia, Acinetobacter spp.; Mycoplasma- arter (M. avian og andre); og fungi såsom Candida spp., C. tropicales, C. parapsilosis, Cryptococcus neoformans, Aspergillus fumigatus, Tricosporun, Blastoschizomyces, Stenotrophomonas maltophilia, Malassezia, Bukholderia cepafia, Aspergillus.
15. Fremgangsmåde til fremstilling af en antimikrobiel indretning, omfattende trinene i) tilvejebringelse af en indretning ii) kovalent binding af en ligand -L-S-S-(cysteinbestanddel) til funktionelle grupper ved overfladen af indretningen, eller til et opløseligt substrat, der efterfølgende immobiliseres på overfladen af indretningen.
16. Fremgangsmåde ifølge krav 15, ved hvilken: overfladen af indretningen eller det opløselige substrat indeholder et frit radikal Y, og liganden har formen Z-L-S-S-(cysteinbestanddel), hvor Z er en gruppe indeholdende en reaktiv umættet carbon-carbon-binding.
17. Antimikrobielt middel ifølge krav 7, hvori -L-S-(cysteinbestanddelen) omfatter en forbindelse med formlen (2) valgt fra forbindelser med formlen (2), hvor (i) R2 og R3 begge er hydrogen, q=1; (ii) R2 og R3 begge er hydrogen, q=2; (Hi) R2 og R3 begge er methyl, q=1; og (iv) R2 er hydrogen, og R3 er acetyl, q=1.
18. Fremgangsmåde ifølge krav 15, ved hvilken: overfladen af indretningen indeholder en funktionel gruppe Y, og liganden har formen Z-L-S-S-(cysteinbestanddel), hvorefter en reaktion mellem de funktionelle grupper Y og Z giver koblingsgruppen X, der kovalent binder liganden til substratet R1
hvor X, Y og Z er i overensstemmelse med én af de følgende: 5
hvor Y- og Z-grupperne i (a) til (p) kan ombyttes mellem R1 og liganden til at give det samme X, og hvor i (e) og (f) den til at begynde med opnåede imin reduceres til det sekundære aminlink med NaCNBHs.
DK06717035.7T 2005-03-21 2006-03-21 Antimikrobielt middel indeholdende en cysteinforbindelse kovalent bundet til et substrat, især ved binding gennem en s-s-bro via et spacermolekyle DK1860937T3 (da)

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Application Number Priority Date Filing Date Title
SE0500629 2005-03-21
SE0500729 2005-04-01
PCT/SE2006/000350 WO2006101438A1 (en) 2005-03-21 2006-03-21 An antimicrobial agent comprising a cysteine compound covalently bound to a substrate, in particular by binding through an s-s bridge via a spacer molecule

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US (2) US8563612B2 (da)
EP (1) EP1860937B1 (da)
JP (1) JP5222129B2 (da)
KR (1) KR101365712B1 (da)
CN (1) CN101137287B (da)
AU (1) AU2006225382B2 (da)
BR (1) BRPI0609476B1 (da)
CA (1) CA2601459C (da)
DK (1) DK1860937T3 (da)
ES (1) ES2588305T3 (da)
HK (1) HK1111858A1 (da)
PL (1) PL1860937T3 (da)
RU (1) RU2413538C2 (da)
WO (1) WO2006101438A1 (da)
ZA (1) ZA200707196B (da)

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BRPI0609476B1 (pt) * 2005-03-21 2015-12-08 Cytacoat Ab agente antimicrobial compreendendo um composto de cisteína covalentemente ligado a um substrato, em particular pela ligação através de uma ponte s-s via uma molécula espaçadora
EP2424971A4 (en) * 2009-05-01 2013-07-31 Univ Utah Res Found METHOD AND COMPOSITIONS FOR MEASURING HIGH AFFAIR INTERACTIONS WITH KINETIC IMAGING OF A SINGLE MOLECULAR ACTION (KISMI)
EP2489344B1 (de) * 2011-02-15 2021-03-24 Ivoclar Vivadent AG Dentalwerkstoff auf der Basis einer antimikrobiell wirksamen Verbindung
US10173035B2 (en) 2016-12-27 2019-01-08 Vasonics, Llc Catheter housing
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RU2760983C1 (ru) * 2020-12-21 2021-12-02 Общество с ограниченной ответственностью "АЛЬВЕТИКА ПЛЮС" Способ изменения адсорбции микроорганизмов
CN115974832B (zh) * 2023-02-27 2023-08-01 山东大学 一种含有二硫键的n-乙酰- l-半胱氨酸衍生物及其制备方法与应用

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BRPI0609476A2 (pt) 2010-04-13
AU2006225382B2 (en) 2013-05-09
EP1860937A1 (en) 2007-12-05
ZA200707196B (en) 2014-11-26
US20080153911A1 (en) 2008-06-26
HK1111858A1 (en) 2008-08-22
CN101137287A (zh) 2008-03-05
CN101137287B (zh) 2013-04-10
RU2007135048A (ru) 2009-03-27
US9155301B2 (en) 2015-10-13
WO2006101438A1 (en) 2006-09-28
CA2601459A1 (en) 2006-09-28
PL1860937T3 (pl) 2016-12-30
JP5222129B2 (ja) 2013-06-26
RU2413538C2 (ru) 2011-03-10
BRPI0609476B1 (pt) 2015-12-08
KR20070118097A (ko) 2007-12-13
KR101365712B1 (ko) 2014-02-24
EP1860937A4 (en) 2012-03-28
CA2601459C (en) 2015-06-23
JP2008533197A (ja) 2008-08-21
US20140018423A1 (en) 2014-01-16
EP1860937B1 (en) 2016-05-25
ES2588305T3 (es) 2016-11-02
US8563612B2 (en) 2013-10-22

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