WO2014018913A3 - Santacruzamate a compositions and analogs and methods of use - Google Patents

Santacruzamate a compositions and analogs and methods of use Download PDF

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Publication number
WO2014018913A3
WO2014018913A3 PCT/US2013/052373 US2013052373W WO2014018913A3 WO 2014018913 A3 WO2014018913 A3 WO 2014018913A3 US 2013052373 W US2013052373 W US 2013052373W WO 2014018913 A3 WO2014018913 A3 WO 2014018913A3
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WO
WIPO (PCT)
Prior art keywords
compositions
sca
santacruzamate
analogs
methods
Prior art date
Application number
PCT/US2013/052373
Other languages
French (fr)
Other versions
WO2014018913A2 (en
Inventor
Marcy J. Balunas
Christopher M. PAVLIK
William H. Gerwick
Original Assignee
University Of Connecticut
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.)
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Publication date
Application filed by University Of Connecticut filed Critical University Of Connecticut
Publication of WO2014018913A2 publication Critical patent/WO2014018913A2/en
Publication of WO2014018913A3 publication Critical patent/WO2014018913A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups

Abstract

The compositions and methods described herein relate generally to Santacruzamate A (Ethyl-3-(phenethylcarbamoyl)propylcarbamate, SCA) compositions and analogs (such as N1-hydroxy-N5 -phenethylgtutaramide, SCA-SAHA), which, among other features, are useful as histone deacetylase (HDAC) inhibitors. SCA was initially isolated from a cyanobacterium sample. The preparation of these carbamates, hydroxamic acids, their selective inhibition of HDACs, including treatment of cancer and neurological disorders are described.
PCT/US2013/052373 2012-07-27 2013-07-26 Santacruzamate a compositions and analogs and methods of use WO2014018913A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201261676715P 2012-07-27 2012-07-27
US201261676547P 2012-07-27 2012-07-27
US61/676,715 2012-07-27
US61/676,547 2012-07-27

Publications (2)

Publication Number Publication Date
WO2014018913A2 WO2014018913A2 (en) 2014-01-30
WO2014018913A3 true WO2014018913A3 (en) 2014-07-03

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2013/052373 WO2014018913A2 (en) 2012-07-27 2013-07-26 Santacruzamate a compositions and analogs and methods of use

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WO (1) WO2014018913A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2732297C2 (en) * 2018-11-14 2020-09-15 Общество с ограниченной ответственностью "Гурус БиоФарм" Derivatives of non-steroid anti-inflammatory agents

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040142877A1 (en) * 2001-04-14 2004-07-22 Oliver Schadt Ligands of the $g(a)v$g(b)6 integrin
US20050255118A1 (en) * 2004-02-06 2005-11-17 Nancy Wehner Methods and composition for treating tumors and metastatic disease
US20090270351A1 (en) * 2006-07-20 2009-10-29 Joshua Close Phosphorus derivatives as histone deacetylase inhibitors
US20120071466A1 (en) * 2009-06-04 2012-03-22 Juan Lorenzo Catena Ruiz Inhibitor compounds of 11-beta-hydroxysteroid dehydrogenase type 1
US20120101147A1 (en) * 2008-12-03 2012-04-26 The General Hospital Corporation D/B/A Massachusetts General Hospital Inhibition of hdac2 to promote memory

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040142877A1 (en) * 2001-04-14 2004-07-22 Oliver Schadt Ligands of the $g(a)v$g(b)6 integrin
US20050255118A1 (en) * 2004-02-06 2005-11-17 Nancy Wehner Methods and composition for treating tumors and metastatic disease
US20090270351A1 (en) * 2006-07-20 2009-10-29 Joshua Close Phosphorus derivatives as histone deacetylase inhibitors
US20120101147A1 (en) * 2008-12-03 2012-04-26 The General Hospital Corporation D/B/A Massachusetts General Hospital Inhibition of hdac2 to promote memory
US20120071466A1 (en) * 2009-06-04 2012-03-22 Juan Lorenzo Catena Ruiz Inhibitor compounds of 11-beta-hydroxysteroid dehydrogenase type 1

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
JOHNSON ET AL.: "Researches on thiocyanates and isothiocyanates. XIV. A new method of synthesizing 2-thiohydantoins.", J. AM. CHEM. SOC., vol. 42, no. 8, 1920, pages 1711 - 1720 *
PAVLIK ET AL.: "Santacruzamate A, a potent and selective histone deacetylase inhibitor from the Panamanian marine cyanobacterium cf. Symploca sp.", J. NAT. PROD., vol. 76, no. 11, 2013, pages 2026 - 2033, Retrieved from the Internet <URL:http://pubs.acs.org/doi/abs/10.1021/np400198r> [retrieved on 20140421] *

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