CA2237056C - Derives de bacteriochlorophylle substitues par un metal synthetique et leur utilisation - Google Patents
Derives de bacteriochlorophylle substitues par un metal synthetique et leur utilisation Download PDFInfo
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- CA2237056C CA2237056C CA 2237056 CA2237056A CA2237056C CA 2237056 C CA2237056 C CA 2237056C CA 2237056 CA2237056 CA 2237056 CA 2237056 A CA2237056 A CA 2237056A CA 2237056 C CA2237056 C CA 2237056C
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- metalated
- bacteriochlorophyll
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- iii
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- DSJXIQQMORJERS-AGGZHOMASA-M bacteriochlorophyll a Chemical class C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC([C@H](CC)[C@H]3C)=[N+]4C3=CC3=C(C(C)=O)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 DSJXIQQMORJERS-AGGZHOMASA-M 0.000 title claims abstract description 33
- 229910052751 metal Inorganic materials 0.000 claims abstract description 65
- 239000002184 metal Substances 0.000 claims abstract description 65
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- 241000894006 Bacteria Species 0.000 claims abstract description 16
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- 238000002428 photodynamic therapy Methods 0.000 claims abstract description 15
- 150000001413 amino acids Chemical class 0.000 claims abstract description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 12
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- 229910052763 palladium Inorganic materials 0.000 claims abstract description 10
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- 239000012678 infectious agent Substances 0.000 claims abstract description 7
- 238000003745 diagnosis Methods 0.000 claims abstract description 6
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 19
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- 125000001189 phytyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C([H])([H])[C@@](C([H])([H])[H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@](C([H])([H])[H])([H])C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])C([H])([H])[H] 0.000 claims description 11
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- KWOZSBGNAHVCKG-WFDCHTCOSA-N bacteriopheophytin a Chemical class N1C(C=C2[C@H]([C@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C(=N2)C2=C3NC(=C4)C(C)=C3C(=O)[C@@H]2C(=O)OC)C)=C(C)C(C(C)=O)=C1C=C1[C@H](C)[C@@H](CC)C4=N1 KWOZSBGNAHVCKG-WFDCHTCOSA-N 0.000 claims description 7
- 125000002686 geranylgeranyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 7
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- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
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- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
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- 239000011777 magnesium Substances 0.000 description 20
- 238000006263 metalation reaction Methods 0.000 description 19
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- 239000003504 photosensitizing agent Substances 0.000 description 10
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- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 4
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- BWMISRWJRUSYEX-SZKNIZGXSA-N terbinafine hydrochloride Chemical compound Cl.C1=CC=C2C(CN(C\C=C\C#CC(C)(C)C)C)=CC=CC2=C1 BWMISRWJRUSYEX-SZKNIZGXSA-N 0.000 description 1
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- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
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- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
L'invention se rapporte à des bactériochlorophylles de la formule [M]-BChl ayant subi une métallation, formule dans laquelle M représente un atome de métal sélectionné parmi Pd, Co, Ni, Cu, Zn et Mn divalents, Fe, Mn et Cr trivalents, et Sn et Pt tétravalents, et Bchl représente le reste d'un dérivé de bactériochlorophylle natuel ou synthétique ayant subi une démétallation. Ces bactériochlorophylles sont préparés par transmétallation de dérivés correspondants de [Cd]-BChl supportant à la position 17<3> un groupe COOR1 dans lequel R1 représente un reste d'hydrocarbyle en C1 - C25, et ensuite par une transésterification éventuelle de 17<3>-COOR1 de [M]-BChl obtenu. Ces composés sont destinés à être utilisés en thérapie photodynamique et en diagnostic et dans l'élimination de cellules et d'agents infectieux tels que des bactéries et des virus, à la fois dans des produits biologiques et dans des tissus vivants. Les composés préférés sont ceux de la formule (I') dans laquelle R'1 est un reste sélectionné parmi (i) hydrocarbyle éventuellement substitué; (ii) un acide aminé contenant hydroxy ou un peptide ou un dérivé de celui-ci; et (iii) un peptide contenant hydroxy ou un ligand spécifique des cellules tel qu'un peptide ou une proteine lié au groupe COO par un espaceur tel que défini dans (i).
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL116126 | 1995-11-24 | ||
| IL11612695A IL116126A0 (en) | 1995-11-24 | 1995-11-24 | Process for the preparation of bacteriochlorophyllis some novel compounds of this type and pharmaceutical compositions comprising them |
| PCT/IL1996/000161 WO1997019081A1 (fr) | 1995-11-24 | 1996-11-24 | Derives de bacteriochlorophylle substitues par un metal synthetique et leur utilisation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2237056A1 CA2237056A1 (fr) | 1997-05-29 |
| CA2237056C true CA2237056C (fr) | 2006-10-10 |
Family
ID=29404436
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2237056 Expired - Fee Related CA2237056C (fr) | 1995-11-24 | 1996-11-24 | Derives de bacteriochlorophylle substitues par un metal synthetique et leur utilisation |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2237056C (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10766915B2 (en) | 2013-03-15 | 2020-09-08 | Sherri Ann McFARLAND | Metal-based coordination complexes as photodynamic compounds and their use |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN120903626B (zh) * | 2025-10-10 | 2026-01-30 | 天津市滨海新区环境创新研究院 | 叶绿素-La衍生物/纳米稀土基复合物协同除磷的方法及其应用 |
-
1996
- 1996-11-24 CA CA 2237056 patent/CA2237056C/fr not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10766915B2 (en) | 2013-03-15 | 2020-09-08 | Sherri Ann McFARLAND | Metal-based coordination complexes as photodynamic compounds and their use |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2237056A1 (fr) | 1997-05-29 |
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