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WO2009002203A8 - Polyfunctional fullerene c60 aminoacid derivatives - Google Patents

Polyfunctional fullerene c60 aminoacid derivatives Download PDF

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Publication number
WO2009002203A8
WO2009002203A8 PCT/RU2007/000337 RU2007000337W WO2009002203A8 WO 2009002203 A8 WO2009002203 A8 WO 2009002203A8 RU 2007000337 W RU2007000337 W RU 2007000337W WO 2009002203 A8 WO2009002203 A8 WO 2009002203A8
Authority
WO
WIPO (PCT)
Prior art keywords
nitroxyalkyl
aminoacid
fullerene
derivatives
fullerenyl
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/RU2007/000337
Other languages
French (fr)
Russian (ru)
Other versions
WO2009002203A1 (en
Inventor
Alexandr Ivanovich Kotelnikov
Valentina Semenovna Romanova
Gennady Nikolaevich Bogdanov
Nina Petrovna Konovalova
Oleg Ivanovich Pisarenko
Raisa Alekseevna Kotelnikova
Irina Igorevna Faingold
Elena Sergeevna Frog
Yury Nikolaevich Bubnov
Sergei Mikhailovich Aldoshin
Mikhail Ivanovich Davydov
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
FEDERALNOE GOSUDARSTVENNOE UCHREZHDENIE ROSSYSKY KARDIOLOGICHESKY NAUCHNO-PROIZVODSTVENNY KOMPLEKS FEDERALNOGO AGENSTVA PO ZDRAVOOKHRANENIYU I SOTSIALNOMU RAZVITIYU ROSZDRAVA
INSTITUT PROBLEM KHIMICHESKOI FIZIKI ROSSIISKOI AKADEMII NAUK (IPKHF RAN)
FEDERALNOE G UCHREZHDENIE ROSS
INST KHIM FIZ ROSSIISKOI AKADE
Original Assignee
FEDERALNOE GOSUDARSTVENNOE UCHREZHDENIE ROSSYSKY KARDIOLOGICHESKY NAUCHNO-PROIZVODSTVENNY KOMPLEKS FEDERALNOGO AGENSTVA PO ZDRAVOOKHRANENIYU I SOTSIALNOMU RAZVITIYU ROSZDRAVA
INSTITUT PROBLEM KHIMICHESKOI FIZIKI ROSSIISKOI AKADEMII NAUK (IPKHF RAN)
FEDERALNOE G UCHREZHDENIE ROSS
INST KHIM FIZ ROSSIISKOI AKADE
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 FEDERALNOE GOSUDARSTVENNOE UCHREZHDENIE ROSSYSKY KARDIOLOGICHESKY NAUCHNO-PROIZVODSTVENNY KOMPLEKS FEDERALNOGO AGENSTVA PO ZDRAVOOKHRANENIYU I SOTSIALNOMU RAZVITIYU ROSZDRAVA, INSTITUT PROBLEM KHIMICHESKOI FIZIKI ROSSIISKOI AKADEMII NAUK (IPKHF RAN), FEDERALNOE G UCHREZHDENIE ROSS, INST KHIM FIZ ROSSIISKOI AKADE filed Critical FEDERALNOE GOSUDARSTVENNOE UCHREZHDENIE ROSSYSKY KARDIOLOGICHESKY NAUCHNO-PROIZVODSTVENNY KOMPLEKS FEDERALNOGO AGENSTVA PO ZDRAVOOKHRANENIYU I SOTSIALNOMU RAZVITIYU ROSZDRAVA
Priority to CA002687557A priority Critical patent/CA2687557A1/en
Priority to PCT/RU2007/000337 priority patent/WO2009002203A1/en
Publication of WO2009002203A1 publication Critical patent/WO2009002203A1/en
Publication of WO2009002203A8 publication Critical patent/WO2009002203A8/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/04Heterocyclic 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 no double bonds between ring members or between ring members and non-ring members
    • C07D207/10Heterocyclic 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 no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/16Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/54Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
    • A61K47/542Carboxylic acids, e.g. a fatty acid or an amino acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/62Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being a protein, peptide or polyamino acid
    • A61K47/64Drug-peptide, drug-protein or drug-polyamino acid conjugates, i.e. the modifying agent being a peptide, protein or polyamino acid which is covalently bonded or complexed to a therapeutically active agent
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic 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
    • C07D207/44Heterocyclic 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 three double bonds between ring members or between ring members and non-ring members
    • C07D207/444Heterocyclic 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 three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
    • C07D207/448Heterocyclic 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 three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal preparations containing peptides

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Epidemiology (AREA)
  • Cardiology (AREA)
  • Molecular Biology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Peptides Or Proteins (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention relates to novel polyfunctional fullerene C60 aminoacid derivatives of formula (1), wherein R=H, mono- or dihydroxyalkyl, aminoalkyl, haloidalkyl, mono- or dinitroxyalkyl or maleinimide mm; N-Z are the α,β,Ϝ, ω-aminoacid of general formula NH-CmH2m-COOM or (II) -N- COOM, wherein m=2-5 and M is a nitroxyalkyl group, an alkyl group or an alkali metal salt, or a biologically active dipeptide, to methods for the production thereof and to a method for binding fullerene derivatives with SH-containing proteins. The invention also relates to the use of nitroxyalkyl-(fullerenyl)aminoacids as nitrogen monoxide donors and to the use of said nitroxyalkyl-(fullerenyl)aminoacids in the form of quick-acting vasodilatators for antihypertensive therapy. A method for inhibiting a metastasis process and a method for enhancing antileukemik activity of cyclophosphamide are also disclosed.
PCT/RU2007/000337 2007-06-19 2007-06-19 Polyfunctional fullerene c60 aminoacid derivatives Ceased WO2009002203A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CA002687557A CA2687557A1 (en) 2007-06-19 2007-06-19 Polyfunctional fullerene c60 amino acid derivatives
PCT/RU2007/000337 WO2009002203A1 (en) 2007-06-19 2007-06-19 Polyfunctional fullerene c60 aminoacid derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/RU2007/000337 WO2009002203A1 (en) 2007-06-19 2007-06-19 Polyfunctional fullerene c60 aminoacid derivatives

Publications (2)

Publication Number Publication Date
WO2009002203A1 WO2009002203A1 (en) 2008-12-31
WO2009002203A8 true WO2009002203A8 (en) 2009-04-02

Family

ID=40185849

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/RU2007/000337 Ceased WO2009002203A1 (en) 2007-06-19 2007-06-19 Polyfunctional fullerene c60 aminoacid derivatives

Country Status (2)

Country Link
CA (1) CA2687557A1 (en)
WO (1) WO2009002203A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2458914C1 (en) 2011-02-01 2012-08-20 Лев Давидович Раснецов Homo- and hetero-polyamino acid fullerene c60 derivatives, method for preparing them and based pharmaceutical compositions
US9246104B2 (en) 2013-09-25 2016-01-26 Showa Denko K.K. Fullerene derivative, method of manufacturing fullerene derivative and solar cell
US9308243B2 (en) * 2014-03-14 2016-04-12 LivePet, LLC Cellular enhancements in biological systems through the use of li-pofullerene and peptide group combinations

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4293735B2 (en) * 2001-01-19 2009-07-08 三栄源エフ・エフ・アイ株式会社 Fullerene derivative and composition comprising the same
RU2213049C1 (en) * 2002-07-08 2003-09-27 Закрытое акционерное общество "ДЕСКО" Method for preparing water-soluble amino acid derivatives of fullerene
RU2236852C1 (en) * 2003-06-23 2004-09-27 Закрытое акционерное общество "ДЕСКО" Agent for inhibition of reproduction of enveloped viruses, method for its preparing, pharmaceutical composition and method for inhibition of viral infections
WO2005070827A2 (en) * 2004-01-14 2005-08-04 William Marsh Rice University Fullerene based amino acids

Also Published As

Publication number Publication date
CA2687557A1 (en) 2008-12-31
WO2009002203A1 (en) 2008-12-31

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