Patents by Inventor Ivan Spasojevic

Ivan Spasojevic has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 7485721
    Abstract: A series of ortho isomers of meso tetrakis N-alkylpyridylporphyrins (alkyl being methyl, ethyl, n-propyl, n-butyl, n-hexyl, and n-octyl) and their Mn(III) complexes were synthesized and characterized by elemental analysis, uv/vis spectroscopy, electrospray ionization mass spectrometry and electrochemistry. An increase in the number of carbon atoms in the alkyl chains from 1 to 8 is accompanied by an increase in: (a) lipophilicity measured by the chromatographic retention factor, Rf; (b) metal-entered redox potential, E1/2 from +220 to +367 mV vs NHE, and (c) proton dissociation constant, pKa2 from 10.9 to 13.2. A linear correlation was found between E1/2 and Rf of the Mn(III) porphyrins and between the pKa2 and Rf of the metal-free compounds. As the porphyrins become increasingly more lipophilic, the decrease in hydration disfavors the separation of charges, while enhancing the electron-withdrawing effect of the positively charged pyridyl nitrogen atoms.
    Type: Grant
    Filed: June 9, 2003
    Date of Patent: February 3, 2009
    Assignee: Duke University
    Inventors: Ines Batinic-Haberle, Ivan Spasojevic, Irwin Fridovich
  • Publication number: 20080207582
    Abstract: A series of ortho isomers of meso tetrakis N-alkylpyridylporphyrins (alkyl being methyl, ethyl, n-propyl, n-butyl, n-hexyl, and n-octyl) and their Mn(III) complexes were synthesized and characterized by elemental analysis, uv/vis spectroscopy, electrospray ionization mass spectrometry and electrochemistry. An increase in the number of carbon atoms in the alkyl chains from 1 to 8 is accompanied by an increase in: (a) lipophilicity measured by the chromatographic retention factor, Rf; (b) metal-centered redox potential, E1/2 from +220 to +367 mV vs NHE, and (c) proton dissociation constant, pKa2 from 10.9 to 13.2. A linear correlation was found between E1/2 and Rf of the Mn(III) porphyrins and between the pKa2 and Rf of the metal-free compounds. As the porphyrins become increasingly more lipophilic, the decrease in hydration disfavors the separation of charges, while enhancing the electron-withdrawing effect of the positively charged pyridyl nitrogen atoms.
    Type: Application
    Filed: February 4, 2008
    Publication date: August 28, 2008
    Applicant: Duke University
    Inventors: Ines Batinic-Haberle, Ivan Spasojevic, Irwin Fridovich
  • Publication number: 20080021007
    Abstract: To improve bioavailability of the catalytic metalloporphyrin-based SOD mimics Mn(III) 5,10,15,20-tetrakis[N-ethylpyridinium-2-yl]porphyrin (MnTE-2-PyP5+) and Mn(III) 5,10,15,20-tetrakis[N,N?-diethylimidazolium-2-yl]porphyrin (MnTDE-2-ImP5+), three new Mn(III) porphyrins, bearing oxygen atoms within side chains, were synthesized and characterized: Mn(III) 5,10,15,20-tetrakis[N-(2-methoxyethyl)pyridinium-2-yl]porphyrin (MnTMOE-2-PyP5+), Mn(III) 5,10,15,20-tetrakis[N-methyl-N?-(2-methoxyethyl)imidazolium-2-yl]porphyrin (MnTM,MOE-2-ImP5+) and Mn(III) 5,10,15,20-tetrakis[N,N?-di(2-methoxyethyl)imidazolium-2-yl]porphyrin (MnTDMOE-2-ImP5+). The catalytic rate constants for O2 dismutation (and the related metal-centered redox potentials vs NHE) for the new compounds are: log kcat=8.04 (E½=+251 mV) for MnTMOE-2-PyP5+, log kcat=7.98 (E½=+356 mV) for MnTM,MOE-2-ImP5+ and log kcat=7.59 (E½=+365 mV) for MnTDMOE-2-ImP5+. At 30 ?M levels none of the new compounds were toxic, and allowed SOD-deficient E.
    Type: Application
    Filed: February 1, 2005
    Publication date: January 24, 2008
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Publication number: 20040058902
    Abstract: A series of ortho isomers of meso tetrakis N-alkylpyridylporphyrins (alkyl being methyl, ethyl, n-propyl, n-butyl, n-hexyl, and n-octyl) and their Mn(III) complexes were synthesized and characterized by elemental analysis, uv/vis spectroscopy, electrospray ionization mass spectrometry and electrochemistry. An increase in the number of carbon atoms in the alkyl chains from 1 to 8 is accompanied by an increase in: (a) lipophilicity measured by the chromatographic retention factor, Rf; (b) metal-entered redox potential, E1/2 from +220 to +367 mV vs NHE, and (c) proton dissociation constant, pKa2 from 10.9 to 13.2. A linear correlation was found between E1/2 and Rf of the Mn(III) porphyrins and between the pKa2 and Rf of the metal-free compounds. As the porphyrins become increasingly more lipophilic, the decrease in hydration disfavors the separation of charges, while enhancing the electron-withdrawing effect of the positively charged pyridyl nitrogen atoms.
    Type: Application
    Filed: June 9, 2003
    Publication date: March 25, 2004
    Applicant: DUKE UNIVERSITY
    Inventors: Ines Batinic-Haberle, Ivan Spasojevic, Irwin Fridovich
  • Publication number: 20040039211
    Abstract: The present invention relates, in general, to a method of modulating physiological and pathological processes and, in particular, to a method of modulating cellular levels of oxidants and thereby processes in which such oxidants are a participant. The invention also relates to compounds and compositions suitable for use in such methods.
    Type: Application
    Filed: April 28, 2003
    Publication date: February 26, 2004
    Applicant: DUKE UNIVERSITY AND NATIONAL JEWISH MEDICAL AND RESEARCH CENTER
    Inventors: Irwin Fridovich, Ines Batinic-Haberle, Ivan Spasojevic, James D. Crapo, Brian J. Day
  • Publication number: 20030069281
    Abstract: The present invention relates, in general, to a method of modulating physiological and pathological processes and, in particular, to a method of modulating cellular levels of oxidants and thereby processes in which such oxidants are a participant. The invention also relates to compounds and compositions suitable for use in such methods.
    Type: Application
    Filed: June 14, 2001
    Publication date: April 10, 2003
    Inventors: Irwin Fridovich, Ines Batinic-Haberle, Ivan Spasojevic, James D. Crapo, Brian J. Day