WO2008089485A3 - Carboxyethylpyrrole compounds and methods of their production - Google Patents

Carboxyethylpyrrole compounds and methods of their production Download PDF

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Publication number
WO2008089485A3
WO2008089485A3 PCT/US2008/051685 US2008051685W WO2008089485A3 WO 2008089485 A3 WO2008089485 A3 WO 2008089485A3 US 2008051685 W US2008051685 W US 2008051685W WO 2008089485 A3 WO2008089485 A3 WO 2008089485A3
Authority
WO
WIPO (PCT)
Prior art keywords
cep
methods
derivatives
isolated
carboxyethylpyrrole
Prior art date
Application number
PCT/US2008/051685
Other languages
French (fr)
Other versions
WO2008089485A2 (en
Inventor
Robert G Salomon
John W Crabb
Liang Lu
Xiaorong Gu
Jaewoo Choi
Original Assignee
Cleveland Clinic Foundation
Robert G Salomon
John W Crabb
Liang Lu
Xiaorong Gu
Jaewoo Choi
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Cleveland Clinic Foundation, Robert G Salomon, John W Crabb, Liang Lu, Xiaorong Gu, Jaewoo Choi filed Critical Cleveland Clinic Foundation
Publication of WO2008089485A2 publication Critical patent/WO2008089485A2/en
Publication of WO2008089485A3 publication Critical patent/WO2008089485A3/en

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Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531—Production of immunochemical test materials
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/313—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/716—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/337—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
    • C07C2603/18—Fluorenes; Hydrogenated fluorenes

Abstract

Provided herein are a 9-fluorenylmethyl (Fm) ester of 4,7-dioxoheptanoic acid (DOHA) (DOHA-Fm) compound that is useful for the preparation of 2-(ω-carboxyethyl)pyrrole (CEP)-carrier derivatives, as well as methods of preparing same. Also provided are isolated CEP-protein derivatives, isolated phosphatidylethanolamine (PE)-CEP derivatives, isolated biotinylated CEP derivative, as well as methods of preparing same. Also included is a CEP- Fm modified lysine and a method of preparing a CEP-carrier derivatives using the CEP-Fm modified lysine.
PCT/US2008/051685 2007-01-19 2008-01-22 Carboxyethylpyrrole compounds and methods of their production WO2008089485A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US88125207P 2007-01-19 2007-01-19
US60/881,252 2007-01-19

Publications (2)

Publication Number Publication Date
WO2008089485A2 WO2008089485A2 (en) 2008-07-24
WO2008089485A3 true WO2008089485A3 (en) 2008-09-04

Family

ID=39636766

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2008/051685 WO2008089485A2 (en) 2007-01-19 2008-01-22 Carboxyethylpyrrole compounds and methods of their production

Country Status (1)

Country Link
WO (1) WO2008089485A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102595723B1 (en) 2016-06-21 2023-10-27 오리온 옵탈몰로지 엘엘씨 Heterocyclic Prolinamide Derivatives
EP3472151A4 (en) 2016-06-21 2020-03-04 Orion Ophthalmology LLC Carbocyclic prolinamide derivatives

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4426330A (en) * 1981-07-20 1984-01-17 Lipid Specialties, Inc. Synthetic phospholipid compounds
US6583275B1 (en) * 1997-07-02 2003-06-24 Genome Therapeutics Corporation Nucleic acid sequences and expression system relating to Enterococcus faecium for diagnostics and therapeutics
US20040076588A1 (en) * 2002-06-28 2004-04-22 Batycky Richard P. Inhalable epinephrine
US20040200386A1 (en) * 2003-04-09 2004-10-14 Srinivasan Damodaran Protein-polysaccharide hybrid hydrogels
US20050014954A1 (en) * 2001-11-22 2005-01-20 Reinhold Ohrlein Pyrrole synthesis
US20050222129A1 (en) * 2004-03-31 2005-10-06 Carruthers Nicholas I Non-imidazole heterocyclic compounds
US7090993B2 (en) * 2000-10-03 2006-08-15 Rowett Research Institute Method of assaying pyrrole-containing biological compounds
US20060240092A1 (en) * 2005-04-01 2006-10-26 Kurt Breitenkamp Polymeric micelles for drug delivery

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4426330A (en) * 1981-07-20 1984-01-17 Lipid Specialties, Inc. Synthetic phospholipid compounds
US6583275B1 (en) * 1997-07-02 2003-06-24 Genome Therapeutics Corporation Nucleic acid sequences and expression system relating to Enterococcus faecium for diagnostics and therapeutics
US7090993B2 (en) * 2000-10-03 2006-08-15 Rowett Research Institute Method of assaying pyrrole-containing biological compounds
US20050014954A1 (en) * 2001-11-22 2005-01-20 Reinhold Ohrlein Pyrrole synthesis
US20040076588A1 (en) * 2002-06-28 2004-04-22 Batycky Richard P. Inhalable epinephrine
US20040200386A1 (en) * 2003-04-09 2004-10-14 Srinivasan Damodaran Protein-polysaccharide hybrid hydrogels
US20050222129A1 (en) * 2004-03-31 2005-10-06 Carruthers Nicholas I Non-imidazole heterocyclic compounds
US20060240092A1 (en) * 2005-04-01 2006-10-26 Kurt Breitenkamp Polymeric micelles for drug delivery

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
GU X. ET AL.: "Carboxyethylpyrrole Protein Adducts and Autoantibodies, Biomarkers for Age-related Macular Degeneration", JBC, vol. 278, no. 43, October 2003 (2003-10-01), pages 42027 - 42035, XP002462360 *

Also Published As

Publication number Publication date
WO2008089485A2 (en) 2008-07-24

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