WO2007124383A3 - 1,1'-binaphthyl-based inhibitors of nad+-dependent deacetylase activity and sir2-family members - Google Patents

1,1'-binaphthyl-based inhibitors of nad+-dependent deacetylase activity and sir2-family members Download PDF

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Publication number
WO2007124383A3
WO2007124383A3 PCT/US2007/067006 US2007067006W WO2007124383A3 WO 2007124383 A3 WO2007124383 A3 WO 2007124383A3 US 2007067006 W US2007067006 W US 2007067006W WO 2007124383 A3 WO2007124383 A3 WO 2007124383A3
Authority
WO
WIPO (PCT)
Prior art keywords
sir2
nad
deacetylase activity
dependent deacetylase
inhibitors
Prior art date
Application number
PCT/US2007/067006
Other languages
French (fr)
Other versions
WO2007124383A2 (en
Inventor
Richard H Goodman
Clark C Fjeld
Michael D Jackson
Original Assignee
Univ Oregon Health & Science
Richard H Goodman
Clark C Fjeld
Michael D Jackson
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 Univ Oregon Health & Science, Richard H Goodman, Clark C Fjeld, Michael D Jackson filed Critical Univ Oregon Health & Science
Publication of WO2007124383A2 publication Critical patent/WO2007124383A2/en
Publication of WO2007124383A3 publication Critical patent/WO2007124383A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
    • C07C39/14—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with at least one hydroxy group on a condensed ring system containing two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/20—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C07C205/25—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups bound to carbon atoms of six-membered aromatic rings being part of a condensed ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/74—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C215/84—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems
    • C07C215/86—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems being formed by two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C217/94—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/53—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/24—Halogenated derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/56—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups
    • C07C47/57—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups polycyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/94—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of polycyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of six-membered aromatic rings
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Abstract

Aspects of the present invention provide novel compositions and methods for inhibiting NAD+-dependent deacetylase activity (e.g., SIR2) and for affecting and/or treating SIR2-related biological conditions and disorders including but not limited to cancer, HIV/AIDS, silenced genes, metabolism, apoptosis, aging, and conditions such as Malaria and infectious disease (e.g., Trypanosoma brucei (African sleeping sickness); Leishmaniasis (e.g., Leishmania infantum, etc.); Mycobacterium tuberculosis; and Anthrax). The novel compositions and methods comprising use of novel small molecule inhibitors of NAD+-dependent deacetylase activity (e.g., SIR2 inhibitors) that comprise a characteristic a 1,1 -binaphthyl core structure. The novel compounds and compositions provide surprisingly effective inhibitors of NAD+-dependent deacetylase activity, and have substantial therapeutic utility. Further aspects provide methods of treatment, comprising administration of a therapeutically effective amount of one or more of the disclosed compounds, and further comprising administration of an inhibitor of topoisomerase 2 (e.g., etoposide), an inhibitor of type I and/or II histone deacetylase (HDAC) (e.g., suberoylanilide hydroxamic acid (SAHA)), or both.
PCT/US2007/067006 2006-04-19 2007-04-19 1,1'-binaphthyl-based inhibitors of nad+-dependent deacetylase activity and sir2-family members WO2007124383A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US79343006P 2006-04-19 2006-04-19
US60/793,430 2006-04-19
US88413107P 2007-01-09 2007-01-09
US60/884,131 2007-01-09

Publications (2)

Publication Number Publication Date
WO2007124383A2 WO2007124383A2 (en) 2007-11-01
WO2007124383A3 true WO2007124383A3 (en) 2008-07-03

Family

ID=38625746

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2007/067006 WO2007124383A2 (en) 2006-04-19 2007-04-19 1,1'-binaphthyl-based inhibitors of nad+-dependent deacetylase activity and sir2-family members

Country Status (1)

Country Link
WO (1) WO2007124383A2 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2003270439B2 (en) 2002-09-11 2009-09-24 Genentech, Inc. Novel composition and methods for the treatment of immune related diseases
EP2124918A4 (en) * 2007-02-08 2011-09-14 Merck Sharp & Dohme Methods of using saha for treating hiv infection
CN104655854A (en) 2008-04-09 2015-05-27 健泰科生物技术公司 Novel compositions and methods for the treatment of immune related diseases
WO2010054382A1 (en) * 2008-11-10 2010-05-14 Elixir Pharmaceuticals, Inc. Compounds, compositions, and methods for treating malaria or leishmaniasis
WO2015009856A2 (en) 2013-07-16 2015-01-22 Genentech, Inc. Methods of treating cancer using pd-1 axis binding antagonists and tigit inhibitors
WO2015009883A1 (en) * 2013-07-18 2015-01-22 The Hamner Institutes Activators of nad-dependent protein deacteylases and uses thereof
MA42925A (en) 2015-09-25 2018-08-01 Hoffmann La Roche ANTI-TIGIT ANTIBODIES AND METHODS OF USE
WO2020007342A1 (en) * 2018-07-06 2020-01-09 中国科学院上海药物研究所 Application of biphenyl phosphate compound as gpr84 antagonist
CN112538083B (en) * 2019-09-23 2023-04-28 华东师范大学 Aromatic ring penta aromatic heterocyclic micromolecule organic compound targeting BCL6, derivative thereof and application thereof

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
PRONI G.: "Conformational Analysis in Solution of C2-Symmetric 1,1'-Binapthyl Derivatives by Circular Dichroism Spectroscopy and Cholesteric Induction in Nematic Mesophases", J. ORG. CHEM., vol. 65, no. 18, 2000, pages 5522 - 5527 *
WONG M.S.: "Intramolecular dipolar coupling enhancement of the first-order molecular hyperpolarizability in a polar solvent", CHEMICAL PHYSICAL LETTERS, vol. 253, no. 1-2, April 1996 (1996-04-01), pages 141 - 144, XP009057255 *
YU H.-B.: "The First Optically Active BINOL-BINAP Copolymer Catalyst: Highly Stereoselective Tandem Asymmetric Reactions", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 122, no. 27, July 2000 (2000-07-01), pages 6500 - 6501 *

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