HRP20140721T1 - Spojevi porfirina za uništavanje, inhibiranje ili sprjeäśavanje rasta mikrobnih biofilmova - Google Patents
Spojevi porfirina za uništavanje, inhibiranje ili sprjeäśavanje rasta mikrobnih biofilmova Download PDFInfo
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- HRP20140721T1 HRP20140721T1 HRP20140721AT HRP20140721T HRP20140721T1 HR P20140721 T1 HRP20140721 T1 HR P20140721T1 HR P20140721A T HRP20140721A T HR P20140721AT HR P20140721 T HRP20140721 T HR P20140721T HR P20140721 T1 HRP20140721 T1 HR P20140721T1
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- Prior art keywords
- phenyl
- porphyrin
- compound according
- group
- use according
- Prior art date
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- 230000000813 microbial effect Effects 0.000 title claims 4
- 230000002401 inhibitory effect Effects 0.000 title claims 3
- -1 Porphyrin compounds Chemical class 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims 17
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000002947 alkylene group Chemical group 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000002091 cationic group Chemical group 0.000 claims 4
- 125000004450 alkenylene group Chemical group 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 241000894006 Bacteria Species 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 1
- PPZBHCOOMNFHBU-UHFFFAOYSA-N N1=C2C=CC1=CC(N1)=CC=C1C(CCCCCCCCCCC)=C(N=1)C=CC=1C=C(N1)C=CC1=C2C1=CC(OCCC[N+](C)(C)C)=CC(OCCC[N+](C)(C)C)=C1 Chemical compound N1=C2C=CC1=CC(N1)=CC=C1C(CCCCCCCCCCC)=C(N=1)C=CC=1C=C(N1)C=CC1=C2C1=CC(OCCC[N+](C)(C)C)=CC(OCCC[N+](C)(C)C)=C1 PPZBHCOOMNFHBU-UHFFFAOYSA-N 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000004419 alkynylene group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 210000000988 bone and bone Anatomy 0.000 claims 1
- 210000000481 breast Anatomy 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 210000002216 heart Anatomy 0.000 claims 1
- 210000003709 heart valve Anatomy 0.000 claims 1
- 239000007943 implant Substances 0.000 claims 1
- 238000000338 in vitro Methods 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 125000005647 linker group Chemical group 0.000 claims 1
- 210000004072 lung Anatomy 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910021645 metal ion Inorganic materials 0.000 claims 1
- 229910052752 metalloid Inorganic materials 0.000 claims 1
- 210000000214 mouth Anatomy 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 210000002307 prostate Anatomy 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 210000003491 skin Anatomy 0.000 claims 1
- 230000003068 static effect Effects 0.000 claims 1
- 238000002627 tracheal intubation Methods 0.000 claims 1
- 210000001635 urinary tract Anatomy 0.000 claims 1
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains four or more hetero rings
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
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- A61K31/409—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having four such rings, e.g. porphine derivatives, bilirubin, biliverdine
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Claims (16)
1. Spoj prema dolje navedenoj formuli I ili II za uporabu u liječenju ili sprječavanju stanja ili poremećaja koji je povezan sa prisutnošću ili rastom mikrobnog biofilma na ili u tijelu živog sisavca
[image]
[image]
naznačen time da:
X1, X2, X3 i X4 neovisno predstavlja atom vodika, lipofilni dio, fenilnu skupinu, nižu alkil, alkaril ili aralkil skupinu, ili kationsku skupinu sa slijedećom formulom;
-L-R1-N+(R2)(R3)R4
pri čemu:
L je vezujući dio ili nije prisutan;
R1 predstavlja niži alkilen, niži alkenilen ili niži alkinilen, koji je proizvoljno supstituiran sa jednim ili više supstituenata odabranih iz skupine koju čine niži alkil, niži alkilen (proizvoljno isprekidan sa kisikom), fluoro, OR5, C(O)R6, C(O)OR7, C(O)NR8R9, NR10R11 i N+R12R13R14; i
R2, R3 i R4 neovisno predstavljaju H, aril, niži alkil, niži alkenil ili niži alkinil, od kojih su zadnja tri proizvoljno supstituirani sa jednim ili više supstituenata odabranih iz skupine koju čine niži alkil, niži alkilen (proizvoljno isprekidan sa kisikom), aril, OR5, C(O)R6, C(O)OR7, C(O)NR8R9, NR10R11 i N+R12R13R14
Z je -CH ili N; i
Y1, Y2, Y3 i Y4 nisu prisutni ili neovisno predstavljaju aril, niži alkil, niži alkenil ili niži alkinil, od kojih su zadnja tri proizvoljno supstituirani sa jednim ili više supstituenata odabranih iz skupine koju čine niži alkil, niži alkilen (proizvoljno isprekidan sa kisikom), aril, OR5, C(O)R6, C(O)OR7, C(O)NR8R9, NR10R11, N+R12R13R14, ili, uzeti zajedno sa pirol prstenom na koji se spajaju, tvore cikličku skupinu;
R5, R6, R7, R8, R9, R10, R11, R12, R13 i R14 neovisno predstavljaju H ili niži alkil; i
M je metalni element ili metaloidni element
pod uvjetom da barem jedan od X1, X2, X3 i X4 je kationska skupina kako je gore definirano i barem jedan od X1, X2, X3 i X4 je atom vodika.
2. Spoj prema zahtjevu 1 za uporabu prema zahtjevu 1 naznačen time da R1 je nesupstituirana niža alkilen, niža alkenilen ili niža alkenilen skupina.
3. Spoj prema zahtjevu 1 ili 2 za uporabu prema zahtjevu 1 naznačen time da R2, R3 i/ili R4 su nesupstituirane niže alkil skupine.
4. Spoj prema bilo kojem od prethodnih zahtjeva za uporabu prema zahtjevu 1 naznačen time da X1, X2, X3 i/ili X4 su
[image]
pri čemu svaki R je neovisno –R1-N+(R2)(R3)R4, kako je definirano u zahtjevu 1 i 'n' i 'm' su cijeli brojevi između 0 i 3 i pri čemu je suma 'n' i 'm' cijeli broj između 1 i 3.
5. Spoj prema bilo kojem od prethodnih zahtjeva za uporabu prema zahtjevu 1 naznačen time da X1 i X2 su vodik i X3 i X4 su kationske skupine, ili X2 i X3 su vodik i X4 i X1 su kationske skupine.
6. Spoj prema zahtjevu 1 za uporabu prema zahtjevu 1 naznačen time daje spoj odabran iz skupine koja sadrži
5,15-bis-(4-{3-[(3-Dimetilamino-propil)-dimetil-amonio]-propil-oksi}-fenil)-porfirin,
5,15-bis-[4-(3-Trietilamonio-propiloksi)-fenil]-porfirin,
5,15-bis-[3-(3-Trimetilamonio-propiloksi)-fenil]-porfirin,
5,15-bis-[4-(3-Trimetilamonio-propiloksi)-fenil]-porfirin,
5-[3,5-bis-(3-Trimetilamonio-propiloksi)-fenil]-15-undecil-porfirin,
5-{4-[3-Dimetil-(3-dimetilaminopropil)-amonio-propil-oksi]-fenil}-15-(4-dodeciloksi-fenil)-porfirin,
3-[({3-[(3-{4-[15-(4-Dodeciloksi-fenil)-porfirin-5-il]-fenoksi}-propil)-dimetil-amonio]-propil}-dimetil-amonio)-propil]-trimetil-amonijum,
5,15-bis-[3-(3-Trimetilamonio-propiloksi)-fenil]-10-undecil-porfirin,
5-{4-[3-Dimetil-(3-trimetilamonio-propil)-amonio-propiloksi]-fenil}-15-(4-dodeciloksi-fenil)-porfirin,
5-[4-(3-Dimetildecil-amoniopropiloksi)-fenil]-15-{4-[3-di-metil-(3-dimetilaminopropil)-amoniopropiloksi]-fenil}-porfirin,
te njihove soli.
7. Spoj prema zahtjevu 6 za uporabu prema zahtjevu 1 naznačen time da spoj je 5,15-bis-[4-(3-Trimetilamonio-propiloksi)-fenil]-porfirin ("XF-73") ili 5,15-bis-[3-(3-Trimetilamonio-propiloksi)-fenil]-porfirin ("XF-70"), ili njegova dikloridna sol.
8. Spoj prema zahtjevu 6 ili 7 za uporabu prema zahtjevu 1 naznačen time da spoj sadrži središnji metalni ion.
9. Spoj prema bilo kojem od prethodnih zahtjeva za uporabu prema zahtjevu 1 naznačen time da mikrobni biofilm sadrži ili se sastoji od bakterija.
10. Spoj prema bilo kojem od prethodnih zahtjeva za uporabu prema zahtjevu 1 naznačen time da je za biofilm u usnoj šupljini, mokraćnim putevima, sinusima, uhu, srcu, prostati, kostima, plućima, bubrezima ili koži.
11. Spoj prema bilo kojem od prethodnih zahtjeva za uporabu prema zahtjevu 1 naznačen time da je biofilm vezan na inertnom nosaču unutar tijela.
12. Spoj kako je definirano u bilo kojem zahtjevu od 1 do 11 za uporabu prema zahtjevu 1 naznačen time da je za uporabu za uništavanje, inhibiranje ili sprječavanje rasta bakterija u spororastućoj ili statičnoj fazi.
13. Implantibilni medicinski uređaj naznačen time da je impregniran, prevučen ili na drugi način obrađen sa spojem kako je opisano u bilo kojem zahtjevu od 1 do 12.
14. Implantibilni medicinski uređaj prema zahtjevu 13 naznačen time da je odabran iz skupine koja sadrži intravaskularne uređaje, katetere, šantove, cijevi za intubiranje i traheotomiju, oftalmičke uređaje, proteze za udove, umjetne srčane zaliske i implantate za grudi.
15. In vitro postupak za uništavanje, inhibiranje ili sprječavanje rasta mikrobnog biofilma naznačen time da se sastoji od dovođenja u kontakt biofilma sa spojem prema bilo kojem zahtjevu od 1 do 12.
16. Postupak prema zahtjevu 15 naznačen time da je biofilm dostupan u domaćoj, komercijalnoj ili industrijskoj okolini.
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US19305408P | 2008-10-24 | 2008-10-24 | |
PCT/GB2009/002537 WO2010046663A2 (en) | 2008-10-24 | 2009-10-23 | Novel uses |
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EP (1) | EP2355816B1 (hr) |
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WO2008143889A1 (en) | 2007-05-14 | 2008-11-27 | Research Foundation Of State University Of New York | Induction of a physiological dispersion response in bacterial cells in a biofilm |
KR101217615B1 (ko) * | 2010-08-11 | 2013-01-02 | 연세대학교 산학협력단 | 광기능성 자가세정 스텐트 및 그 제조 방법 |
WO2013035913A1 (ko) * | 2011-09-09 | 2013-03-14 | 연세대학교 산학협력단 | 광기능성 자가세정 스텐트 및 그 제조 방법 |
KR101349752B1 (ko) * | 2012-04-26 | 2014-01-13 | 세종대학교산학협력단 | 정족수 감지 억제 활성 및 항균 활성을 갖는 항균용 조성물 |
US8808372B2 (en) | 2012-04-27 | 2014-08-19 | Cold Winter Solutions, L.L.C. | Breast implant spacers for the treatment of periprosthetic breast implant infections |
US20160113940A1 (en) * | 2013-09-03 | 2016-04-28 | Biomimetix J.V., Llc | Methods of treating biofilms |
CN103601727A (zh) * | 2013-10-23 | 2014-02-26 | 中国医学科学院生物医学工程研究所 | 一种新型的胺类化合物修饰原卟啉的用途 |
US10064871B2 (en) | 2014-01-22 | 2018-09-04 | Biomimetix Jv, Llc | Methods of treating skin disorders |
WO2015112586A1 (en) | 2014-01-22 | 2015-07-30 | Duke University | Methods of treating pruritus |
US11541105B2 (en) | 2018-06-01 | 2023-01-03 | The Research Foundation For The State University Of New York | Compositions and methods for disrupting biofilm formation and maintenance |
GB202102556D0 (en) | 2021-02-23 | 2021-04-07 | Destiny Pharma Ltd | Method for reducing antibiotic resistance emergence |
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GB2415372A (en) * | 2004-06-23 | 2005-12-28 | Destiny Pharma Ltd | Non photodynamical or sonodynamical antimicrobial use of porphyrins and azaporphyrins containing at least one cationic-nitrogen-containing substituent |
WO2006022970A1 (en) * | 2004-07-22 | 2006-03-02 | Ondine International Ltd. | Sonophotodynamic therapy for dental applications |
US20060234959A1 (en) * | 2005-04-14 | 2006-10-19 | Advanced Photodynamic Technologies, Inc. | Photodynamic therapy utilizing multiple duty cycle light modulation |
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CA2658147A1 (en) * | 2006-07-14 | 2008-01-17 | Ciba Holding Inc. | Polysiloxane antimicrobials |
US8551456B2 (en) | 2010-03-05 | 2013-10-08 | University Of Dayton | Combination therapy and methods for treating bacterial biofilms |
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CA2741413C (en) | 2018-02-20 |
KR101749659B1 (ko) | 2017-06-21 |
RU2011120796A (ru) | 2012-11-27 |
JP5745417B2 (ja) | 2015-07-08 |
ZA201103171B (en) | 2012-08-29 |
US9326511B2 (en) | 2016-05-03 |
MX2011004265A (es) | 2011-06-02 |
JP2012506409A (ja) | 2012-03-15 |
ES2491521T3 (es) | 2014-09-08 |
BRPI0920042A2 (pt) | 2017-06-06 |
EP2355816B1 (en) | 2014-05-14 |
KR20110074588A (ko) | 2011-06-30 |
CN102264367A (zh) | 2011-11-30 |
IL212474A0 (en) | 2011-06-30 |
CA2741413A1 (en) | 2010-04-29 |
BR122020022831B1 (pt) | 2021-09-14 |
WO2010046663A2 (en) | 2010-04-29 |
EP2355816A2 (en) | 2011-08-17 |
WO2010046663A3 (en) | 2011-05-12 |
US20110262511A1 (en) | 2011-10-27 |
AU2009306132A1 (en) | 2010-04-29 |
BRPI0920042B1 (pt) | 2021-06-29 |
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