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WO2013169740A3 - Synthetic triterpenoids and methods for modulating stem/progenitor cell gene expression - Google Patents

Synthetic triterpenoids and methods for modulating stem/progenitor cell gene expression Download PDF

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Publication number
WO2013169740A3
WO2013169740A3 PCT/US2013/039902 US2013039902W WO2013169740A3 WO 2013169740 A3 WO2013169740 A3 WO 2013169740A3 US 2013039902 W US2013039902 W US 2013039902W WO 2013169740 A3 WO2013169740 A3 WO 2013169740A3
Authority
WO
WIPO (PCT)
Prior art keywords
stem
cell
progenitor cell
gene expression
methods
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/US2013/039902
Other languages
French (fr)
Other versions
WO2013169740A2 (en
Inventor
Gordon W. Gribble
Liangfeng FU
Michael B. Sporn
Karen T. Liby
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.)
Dartmouth College
Original Assignee
Dartmouth College
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
Priority claimed from US13/466,456 external-priority patent/US8921419B2/en
Application filed by Dartmouth College filed Critical Dartmouth College
Priority to US14/395,157 priority Critical patent/US9205113B2/en
Publication of WO2013169740A2 publication Critical patent/WO2013169740A2/en
Publication of WO2013169740A3 publication Critical patent/WO2013169740A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
    • C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents

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  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Toxicology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Synthetic triterpenoids and methods of using the same to induce gene expression and differentiation of stem or progenitor cells are provided. Furthermore, the present invention provides methods for producing a cell, such as a stem or progenitor cell, with induced gene expression by contacting a stem or progenitor cell with an effective amount of a synthetic triterpenoid to induce the expression of one or more of SOX9 (Sex determining region Y-box 9), COL2A1 (Type II Collagen (alphal )), TGF-βΙ, TGF-p2, TGF-33, BMP2, BMP4, BMPRII (Bone Morphogenic Protein Receptor II), SMAD (Small Mothers Against Decapentaplegic) 3, SMAD4, SMAD6, SMAD7, TIMP (Tissue Inhibitor of Metalloproteinase)-1 or TIMP-2 in the stem or progenitor cell, wherein the stem or progenitor cell is not a mesenchymal stem cell, periosteium cell or osteoprogenitor cell. In one embodiment, the stem or progenitor cell is multipotent.
PCT/US2013/039902 2012-05-08 2013-05-07 Synthetic triterpenoids and methods for modulating stem/progenitor cell gene expression Ceased WO2013169740A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US14/395,157 US9205113B2 (en) 2012-05-08 2013-05-07 Synthetic triterpenoids and methods for modulating stem/progenitor cell gene expression

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201261644080P 2012-05-08 2012-05-08
US13/466,456 US8921419B2 (en) 2012-05-08 2012-05-08 Triterpenoids and compositions containing the same
US13/466,456 2012-05-08
US61/644,080 2012-05-08

Publications (2)

Publication Number Publication Date
WO2013169740A2 WO2013169740A2 (en) 2013-11-14
WO2013169740A3 true WO2013169740A3 (en) 2014-02-27

Family

ID=49551432

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2013/039902 Ceased WO2013169740A2 (en) 2012-05-08 2013-05-07 Synthetic triterpenoids and methods for modulating stem/progenitor cell gene expression

Country Status (1)

Country Link
WO (1) WO2013169740A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9556222B2 (en) 2012-06-15 2017-01-31 Reata Pharmaceuticals, Inc. A-ring epoxidized triterpenoid-based anti-inflammation modulators and methods of use thereof

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EA019263B1 (en) 2008-04-18 2014-02-28 Ритэ Фамэсутикл, Инк. Antioxidant inflammation modulators: oleanolic acid derivatives with amino and other modifications at c-17
ES2634315T3 (en) 2012-04-27 2017-09-27 Reata Pharmaceuticals, Inc. Bardoxolone methyl 2,2-difluoropropionamide derivatives, polymorphic forms and methods of use thereof
US9512094B2 (en) 2012-09-10 2016-12-06 Reata Pharmaceuticals, Inc. C17-heteroaryl derivatives of oleanolic acid and methods of use thereof
US9593074B2 (en) 2012-09-10 2017-03-14 Reata Pharmaceuticals, Inc. C17-alkanediyl and alkenediyl derivatives of oleanolic acid and methods of use thereof
TWI649330B (en) 2013-04-24 2019-02-01 艾伯維有限公司 2,2-difluoropropionamide derivative of methyl bardoxolone, polymorph thereof and use thereof
EP3353190B1 (en) 2015-09-23 2021-03-17 Reata Pharmaceuticals, Inc. C4-modified oleanolic acid derivatives for inhibition of il-17 and other uses
NZ753546A (en) 2016-11-08 2022-10-28 Reata Pharmaceuticals Holdings Llc Methods of treating alport syndrome using bardoxolone methyl or analogs thereof
CN106632576A (en) * 2016-12-16 2017-05-10 中国药科大学 Improvement of synthesis method of 2-cyano-3,12-dioxo oleanane-1,9 (11)-diene-28-carboxylic acid
WO2019246461A1 (en) 2018-06-20 2019-12-26 Reata Pharmaceuticals, Inc. Cysteine-dependent inverse agonists of nuclear receptors ror-gamma/ror-gamma-t and methods of treating diseases or disorders therewith
CN108640965B (en) * 2018-06-23 2021-11-05 沈阳药科大学 2-Substituted-18β-glycyrrhetinic acid derivatives and their applications
JP7695229B2 (en) 2019-07-19 2025-06-18 リアタ ファーマシューティカルズ インコーポレイテッド C17 polar substituted heteroaromatic synthetic triterpenoids and methods of use thereof
CN113101293B (en) * 2021-04-19 2022-02-01 南通大学 Application of ursolic acid derivative in preparing medicine for treating nervous system diseases
CN117064896A (en) * 2023-08-30 2023-11-17 河北医科大学第三医院 Application of CDK5 inhibitors in the preparation of skin wound healing drugs

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090060873A1 (en) * 2007-05-04 2009-03-05 Reata Pharmaceuticals, Inc. Novel synthetic triterpenoids and methods of use in the treatment and prevention of multiple scleroris
US20100056777A1 (en) * 2008-04-18 2010-03-04 Eric Anderson Antioxidant inflammation modulators: oleanolic acid derivatives with saturation in the c-ring

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090060873A1 (en) * 2007-05-04 2009-03-05 Reata Pharmaceuticals, Inc. Novel synthetic triterpenoids and methods of use in the treatment and prevention of multiple scleroris
US20100056777A1 (en) * 2008-04-18 2010-03-04 Eric Anderson Antioxidant inflammation modulators: oleanolic acid derivatives with saturation in the c-ring

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
BENSASSON ET AL.: "Efficacy ranking of triterpenoids as inducers of a cytoprotective enzyme and as inhibitors of a cellular inflammatory response via their electron affinity and their electrophilicity index.", CHEM BIOL INTERACT., vol. 186, no. 2, 2010, pages 118 - 126, Retrieved from the Internet <URL:http://www.ncbi.nlm.nih.gov/pmc/articles/P.MC3199116/pdf/nihms-200581.pdf> [retrieved on 20131203] *
HONDA ET AL.: "Synthetic Oleanane and Ursane Triterpenoids with Modified Rings A and C: A Series of Highly Active Inhibitors of Nitric Oxide Production in Mouse Macrophages.", J. MED. CHEM., vol. 3, no. 22, 2000, pages 4233 - 4246 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9556222B2 (en) 2012-06-15 2017-01-31 Reata Pharmaceuticals, Inc. A-ring epoxidized triterpenoid-based anti-inflammation modulators and methods of use thereof

Also Published As

Publication number Publication date
WO2013169740A2 (en) 2013-11-14

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