Title:
AMINOXY ACID-BASED ANTI-CANCER STEM CELL COMPOUNDS AND METHODS THEREOF
Document Type and Number:
WIPO Patent Application WO/2021/104199
Kind Code:
A1
Abstract:
Provided are synthetic small molecules and their use as drug, in particular in the treatment of cancer. Also provided is a method of inhibiting cancer stem cells. Also provided is a method for treatment of cancers and other diseases by affecting mitochondrial functions. Also provided is a method of making and using of the compounds.
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Inventors:
YANG DAN (CN)
SHEN FANGFANG (CN)
SHEN FANGFANG (CN)
Application Number:
PCT/CN2020/130792
Publication Date:
June 03, 2021
Filing Date:
November 23, 2020
Export Citation:
Assignee:
UNIV HONG KONG (CN)
International Classes:
C07C239/20; A61K31/166; A61K31/404; A61P35/00; C07D209/12
Domestic Patent References:
| WO2016176675A2 | 2016-11-03 | |||
| WO2006104751A2 | 2006-10-05 |
Other References:
FANG-FANG SHEN, SHENG-YAO DAI, NAI-KEI WONG, SHAN DENG, ALICE SZE-TSAI WONG, DAN YANG: "Mediating K+/H+ Transport on Organelle Membranes to Selectively Eradicate Cancer Stem Cells with a Small Molecule", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 142, no. 24, 22 May 2020 (2020-05-22), pages 10769 - 10779, XP055815023, ISSN: 0002-7863, DOI: 10.1021/jacs.0c02134
DATABASE REGISTRY 29 May 2019 (2019-05-29), ANONYMOUS: "Benzamide, N-[(1S)-2-[(4-chlorophenyl)amino]-1-methyl-2-oxoethoxy]-3,5- bis(trifluoromethyl)- (CA INDEX NAME)", XP055815030, retrieved from STN Database accession no. 2319939-24-5
R. BLASER, P. IMFELD, O. SCHINDLER: "Über die Reaktion von Benzhydroxamsäureestern mit Diazomethan", HELVETICA CHIMICA ACTA, vol. 52, no. 3, 31 December 1969 (1969-12-31), pages 569 - 576, XP055815036, ISSN: 0018-019X
YANG D; QU J; LI B; NG F -F; WANG X -C; CHEUNG K -K; WANG D -P; WU Y -D: "Novel Turns and Helices in Peptides of Chiral α-Aminoxy Acids", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 121, no. 3, 27 January 1999 (1999-01-27), pages 589 - 590, XP009133359, ISSN: 0002-7863, DOI: 10.1021/ja982528y
DAN YANG, BING LI, FEI-FU NG, YI-LONG YAN, JIN QU, YUN-DONG WU: "Synthesis and Characterization of Chiral N-O Turns Induced by α-Aminoxy Acids", JOURNAL OF ORGANIC CHEMISTRY, vol. 66, no. 22, 11 October 2001 (2001-10-11), pages 7303 - 7312, XP055042321, ISSN: 0022-3263, DOI: 10.1021/jo010376a
MEACHAM ET AL., NATURE, vol. 501, 2013, pages 328 - 337
REYA ET AL., NATURE, vol. 414, 2001, pages 105 - 111
BAUMANN ET AL., NAT. REV. CANCER, vol. 8, 2008, pages 545 - 554
DINGLI ET AL., STEM CELLS, vol. 24, 2006, pages 2603 - 2610
GUPTA ET AL., CELL, vol. 138, 2009, pages 645 - 659
BOESCH ET AL., ONCOLOGIST, vol. 21, 2016, pages 1291 - 1293
FRANCESCO ET AL., BIOCHEMICAL JOURNAL, vol. 475, 2018, pages 1611 - 1634
SANCHO ET AL., CANCER, vol. 114, 2016, pages 1305 - 1312
KIM ET AL., SEMIN. CANCER BIOL., vol. 47, 2017, pages 154 - 167
YANG ET AL., J. ORG., CHEM., vol. 66, 2001, pages 7303 - 7312
See also references of EP 4065550A4
DATABASE REGISTRY 29 May 2019 (2019-05-29), ANONYMOUS: "Benzamide, N-[(1S)-2-[(4-chlorophenyl)amino]-1-methyl-2-oxoethoxy]-3,5- bis(trifluoromethyl)- (CA INDEX NAME)", XP055815030, retrieved from STN Database accession no. 2319939-24-5
R. BLASER, P. IMFELD, O. SCHINDLER: "Über die Reaktion von Benzhydroxamsäureestern mit Diazomethan", HELVETICA CHIMICA ACTA, vol. 52, no. 3, 31 December 1969 (1969-12-31), pages 569 - 576, XP055815036, ISSN: 0018-019X
YANG D; QU J; LI B; NG F -F; WANG X -C; CHEUNG K -K; WANG D -P; WU Y -D: "Novel Turns and Helices in Peptides of Chiral α-Aminoxy Acids", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 121, no. 3, 27 January 1999 (1999-01-27), pages 589 - 590, XP009133359, ISSN: 0002-7863, DOI: 10.1021/ja982528y
DAN YANG, BING LI, FEI-FU NG, YI-LONG YAN, JIN QU, YUN-DONG WU: "Synthesis and Characterization of Chiral N-O Turns Induced by α-Aminoxy Acids", JOURNAL OF ORGANIC CHEMISTRY, vol. 66, no. 22, 11 October 2001 (2001-10-11), pages 7303 - 7312, XP055042321, ISSN: 0022-3263, DOI: 10.1021/jo010376a
MEACHAM ET AL., NATURE, vol. 501, 2013, pages 328 - 337
REYA ET AL., NATURE, vol. 414, 2001, pages 105 - 111
BAUMANN ET AL., NAT. REV. CANCER, vol. 8, 2008, pages 545 - 554
DINGLI ET AL., STEM CELLS, vol. 24, 2006, pages 2603 - 2610
GUPTA ET AL., CELL, vol. 138, 2009, pages 645 - 659
BOESCH ET AL., ONCOLOGIST, vol. 21, 2016, pages 1291 - 1293
FRANCESCO ET AL., BIOCHEMICAL JOURNAL, vol. 475, 2018, pages 1611 - 1634
SANCHO ET AL., CANCER, vol. 114, 2016, pages 1305 - 1312
KIM ET AL., SEMIN. CANCER BIOL., vol. 47, 2017, pages 154 - 167
YANG ET AL., J. ORG., CHEM., vol. 66, 2001, pages 7303 - 7312
See also references of EP 4065550A4
Attorney, Agent or Firm:
LIU, SHEN & ASSOCIATES (CN)
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