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).

  • Publication number: 20230235272
    Abstract: A method and system is provided for increasing lipids, biomass, and metabolite yields of a microalgae culture of cells and other organisms with conserved metabolic pathways compared to an untreated culture or organism when maintained under normal conditions. The method includes irradiating with electromagnetic ionizing radiation to induce rapid and reproducible hormetic metabolic activation in the organism cells. In an embodiment, the irradiation can be applied in a exponential or stationary phase of microalgae growth. The hormetic effect involves up-regulation of expression of lipid metabolism genes encoding enzymes that are involved in the biosynthesis of lipids with accumulation of energy reserves in the form of lipids and/or accumulation of other metabolites.
    Type: Application
    Filed: January 20, 2023
    Publication date: July 27, 2023
    Applicants: University of Belgrade - Institute for Multidisciplinary Research, Baylor University, The University of Manchester, Varicon Aqua Solutions Ltd.
    Inventors: Ivan SPASOJEVIC, Bernd ZECHMANN, Jon K. PITTMAN, Alessandro Marco LIZZUL, Marina STANIC, Mima JEVTOVIC, Milena DIMITRIJEVIC, Jelena Danilovic LUKOVIC, Snezana VOJVODIC
  • Patent number: 11344574
    Abstract: Provided herein are fluoro-substituted porphyrin compounds, such as those having a structure represented by Formula (I), wherein R1 is a C1-C8 alkyl that is substituted with at least 1 fluorine (e.g., a C1-C8 alkyl substituted with 1-17 fluorine atoms); and X is an anion (e.g. a halogen ion (e.g., chloride, etc.), PF6, tosylate, besylate, and/or mesylate). Also provided herein are methods of making the fluoro-substituted porphyrin compounds, pharmaceutical formulations containing the same, and methods of use thereof.
    Type: Grant
    Filed: September 26, 2018
    Date of Patent: May 31, 2022
    Assignee: Duke University
    Inventors: Ines Batinic-Haberle, Artak Tovmasyan, Ivan Spasojevic
  • Publication number: 20210361702
    Abstract: Provided herein are fluoro-substituted porphyrin compounds, such as those having a structure represented by Formula (I), wherein R1 is a C1-C8 alkyl that is substituted with at least 1 fluorine (e.g., a C1-C8 alkyl substituted with 1-17 fluorine atoms); and X is an anion (e.g. a halogen ion (e.g., chloride, etc.), PF6, tosylate, besylate, and/or mesylate). Also provided herein are methods of making the fluoro-substituted porphyrin compounds, pharmaceutical formulations containing the same, and methods of use thereof.
    Type: Application
    Filed: September 26, 2018
    Publication date: November 25, 2021
    Inventors: Ines Batinic-Haberle, Artak Tovmasyan, Ivan Spasojevic
  • Publication number: 20190330220
    Abstract: Described herein are methods and intermediates useful for making substituted porphyrins, including Mn(III) orthoN-butoxyethylpyridylporphyrin, and compositions comprising the same. In some embodiments, a method of the present invention provides a composition having a certain percentage or yield (e.g., at least 80%, 85%, 90%, or 95% by weight) of a compound of the present invention.
    Type: Application
    Filed: December 19, 2017
    Publication date: October 31, 2019
    Inventors: Ines Batinic-Haberle, Artak Tovmasyan, Zrinka Rajic Dzolic, Ivan Spasojevic, Christopher Allen Lee
  • Publication number: 20190083638
    Abstract: Disclosed herein are conjugates of a therapeutic compound and polypeptides, such as a conjugate of niclosamide and an elastin-like polypeptide. These conjugates may form nanoparticles through self-assembly, which improve the solubility, bioavailability, and pharmacokinetic profiles of the therapeutic compound. Also disclosed are methods for treating cancer, parasite infection, bacterial infection, viral infection, metabolic diseases, Type II diabetes, NASH, NAFLD, artery constriction, endometriosis, neuropathic pain, rheumatoid arthritis, sclerodermatous graft-versus-host disease, and systemic sclerosis.
    Type: Application
    Filed: July 25, 2018
    Publication date: March 21, 2019
    Inventors: Wei Chen, Jayanta Bhattacharyya, Xiu-Rong Ren, Robert A. Mook, Jiangbo Wang, Ivan Spasojevic, Richard Premont, Xinghai Li, Ashutosh Chilkoti
  • Publication number: 20150344509
    Abstract: Substituted metalloporphyrin compounds are described, along with pharmaceutical compositions containing the same, and methods of use thereof in protecting cells from oxidant-induced toxicity and pathological conditions such as inflammatory lung disease, neurodegenerative conditions, radiation injury, cancer, diabetes, cardiac conditions and sickle cell disease. Mn(III) porphyrins bearing oxygen atoms within side chains are particularly described.
    Type: Application
    Filed: June 29, 2015
    Publication date: December 3, 2015
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Patent number: 9096628
    Abstract: Substituted metalloporphyrin compounds are described, along with pharmaceutical compositions containing the same, and methods of use thereof in protecting cells from oxidant-induced toxicity and pathological conditions such as inflammatory lung disease, neurodegenerative conditions, radiation injury, cancer, diabetes, cardiac conditions and sickle cell disease. Mn(III) porphyrins bearing oxygen atoms within side chains are particularly described.
    Type: Grant
    Filed: November 22, 2013
    Date of Patent: August 4, 2015
    Assignee: Duke University
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Publication number: 20140243294
    Abstract: The present invention provides a method of hydroxylating or oxidizing a compound of interest in a subject (e.g., a cytotoxic oxazaphosphorine prodrug), by administering the compound of interest to the subject; and concurrently administering the subject a metalloporphyrin in an amount effective to hydroxylate or oxidize the compound of interest in the subject.
    Type: Application
    Filed: May 8, 2014
    Publication date: August 28, 2014
    Applicant: DUKE UNIVERSITY
    Inventors: Ivan Spasojevic, Michael O. Colvin, Ines Batinic-Haberle, Susan M. Ludeman, Michael P. Gamcsik
  • Patent number: 8759324
    Abstract: The present invention provides a method of hydroxylating or oxidizing a compound of interest in a subject (e.g., a cytotoxic oxazaphosphorine prodrug), by administering the compound of interest to the subject; and concurrently administering the subject a metalloporphyrin in an amount effective to hydroxylate or oxidize the compound of interest in the subject.
    Type: Grant
    Filed: February 8, 2013
    Date of Patent: June 24, 2014
    Assignee: Duke University
    Inventors: Ivan Spasojevic, Michael O. Colvin, Ines Batinic-Haberle, Susan M. Ludeman, Michael P. Gamcsik
  • Publication number: 20140080797
    Abstract: Substituted metalloporphyrin compounds are described, along with pharmaceutical compositions containing the same, and methods of use thereof in protecting cells from oxidant-induced toxicity and pathological conditions such as inflammatory lung disease, neurodegenerative conditions, radiation injury, cancer, diabetes, cardiac conditions and sickle cell disease. Mn(III) porphyrins bearing oxygen atoms within side chains are particularly described.
    Type: Application
    Filed: November 22, 2013
    Publication date: March 20, 2014
    Applicant: Duke University
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Patent number: 8618089
    Abstract: Substituted metalloporphyrin compounds are described, along with pharmaceutical compositions containing the same, and methods of use thereof in protecting cells from oxidant-induced toxicity and pathological conditions such as inflammatory lung disease, neurodegenerative conditions, radiation injury, cancer, diabetes, cardiac conditions and sickle cell disease. Mn(III) porphyrins bearing oxygen atoms within side chains are particularly described.
    Type: Grant
    Filed: April 23, 2012
    Date of Patent: December 31, 2013
    Assignee: Duke University
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Patent number: 8399434
    Abstract: The present invention provides a method of hydroxylating or oxidizing a compound of interest in a subject (e.g., a cytotoxic oxazaphosphorine prodrug), by administering the compound of interest to the subject; and concurrently administering the subject a metalloporphyrin in an amount effective to hydroxylate or oxidize the compound of interest in the subject.
    Type: Grant
    Filed: November 6, 2007
    Date of Patent: March 19, 2013
    Assignee: Duke University
    Inventors: Ivan Spasojevic, Michael O. Colvin, Ines Batinic-Haberle, Susan M. Ludeman, Michael P. Gamcsik
  • Publication number: 20120264725
    Abstract: Substituted metalloporphyrin compounds are described, along with pharmaceutical compositions containing the same, and methods of use thereof in protecting cells from oxidant-induced toxicity and pathological conditions such as inflammatory lung disease, neurodegenerative conditions, radiation injury, cancer, diabetes, cardiac conditions and sickle cell disease. Mn(III) porphyrins bearing oxygen atoms within side chains are particularly described.
    Type: Application
    Filed: April 23, 2012
    Publication date: October 18, 2012
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Patent number: 8183364
    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 (E1/2=+251 mV) for MnTMOE-2-PyP5+, log kcat=7.98 (E1/2=+356 mV) for MnTM,MOE-2-ImP5+ and log kcat=7.59 (E1/2=+365 mV) for MnTDMOE-2-ImP5+. At 30 ?M levels none of the new compounds were toxic, and allowed SOD-deficient E.
    Type: Grant
    Filed: July 15, 2010
    Date of Patent: May 22, 2012
    Assignee: Duke University
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Publication number: 20120077782
    Abstract: The present invention provides a method of hydroxylating or oxidizing a compound of interest in a subject (e.g., a cytotoxic oxazaphosphorine prodrug), by administering the compound of interest to the subject; and concurrently administering the subject a metalloporphyrin in an amount effective to hydroxylate or oxidize the compound of interest in the subject.
    Type: Application
    Filed: November 6, 2007
    Publication date: March 29, 2012
    Applicant: DUKE UNIVERSITY
    Inventors: Ivan Spasojevic, Michael O. Colvin, Ines Batinic-Haberle, Susan M. Ludeman, Michael P. Gamcsik
  • Publication number: 20120065181
    Abstract: Described herein are methods of treating ischemic injury comprising administering to a subject in need thereof a therapeutically effective amount of a substituted porphyrin compound. Also disclosed are methods of providing neuroprotection, methods of treating subarachnoid hemorrhage, methods of treating traumatic brain injury and methods of treating spinal cord injury using substituted porphyrins.
    Type: Application
    Filed: May 26, 2010
    Publication date: March 15, 2012
    Inventors: David S. Warner, Ines Batinic-Haberle, Huaxin Sheng, Ivan Spasojevic
  • Publication number: 20110275606
    Abstract: Discloses are compounds according to Formula I. Further provided are methods of reducing oxidative stress in a cell, methods of treating a disease including cancer, and methods of treating a subject with a disorder associated with oxidative stress, the methods including administering a compound according to the invention. Also disclosed are methods of potentiating a cancer cell for treatment with ionizing radiation or chemotherapeutics including contacting the cell with an effective amount of a compound according to the invention. Further discloses are pharmaceutical compositions comprising a pharmaceutically acceptable carrier and a compound according to the invention.
    Type: Application
    Filed: January 7, 2010
    Publication date: November 10, 2011
    Applicant: DUKE UNIVERSITY
    Inventors: Ines Batinic-Haberle, Julio S. Reboucas, Ivan Spasojevic
  • Publication number: 20100305083
    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 (E1/2=+251 mV) for MnTMOE-2-PyP5+, log kcat=7.98 (E1/2=+356 mV) for MnTM,MOE-2-ImP5+ and log kcat=7.59 (E1/2=+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: July 15, 2010
    Publication date: December 2, 2010
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Patent number: 7807825
    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 (E1/2=+251 mV) for MnTMOE-2-PyP5+, log k.cat=7.98 (E1/2=+356 mV) for MnTM,MOE-2-ImP5+ and log kcat=7.59 (E1/2=+365 mV) for MnTDMOE-2-ImP5+. At 30 ?M levels none of the new compounds were toxic, and allowed SOD-deficient E.
    Type: Grant
    Filed: February 1, 2005
    Date of Patent: October 5, 2010
    Assignee: Duke University
    Inventors: Ines Batinic-Haberle, Irwin Fridovich, Ivan Spasojevic
  • Publication number: 20090318388
    Abstract: The present invention provides a method of hydroxylating or oxidizing a compound of interest in a subject (e.g., a cytotoxic oxazaphosphorine prodrug), by administering the compound of interest to the subject; and concurrently administering the subject a metalloporphyrin in an amount effective to hydroxylate or oxidize the compound of interest in the subject.
    Type: Application
    Filed: November 6, 2007
    Publication date: December 24, 2009
    Applicant: DUKE UNIVERSITY
    Inventors: Ivan Spasojevic, Michael O. Colvin, Ines Batinic-Haberle, Susan M. Ludeman, Michael P. Gamcsik