Title:
OXEPIN DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2022/230793
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide a compound that promotes the maintenance and multiplication of hematopoietic stem cells, and is useful in the cultivation and similar of hematopoietic stem cells that can be used in hematopoietic stem cell transplantation, as well as to provide a cultivation method and a production method for hematopoietic stem cells. The compound is a compound represented by formula (1) or a salt thereof. The cultivation method for hematopoietic stem cells includes cultivating a cell population that includes hematopoietic stem cells, in a culture medium that includes at least one compound represented by formula (1) or a salt thereof.
Inventors:
SUDA HITOSHI (JP)
SHIODA YUSUKE (JP)
ASANO SHIGEHIRO (JP)
NAGATA HIDETAKA (JP)
NAKANE ATSUSHI (JP)
MIYANISHI MASANORI (JP)
SHIODA YUSUKE (JP)
ASANO SHIGEHIRO (JP)
NAGATA HIDETAKA (JP)
NAKANE ATSUSHI (JP)
MIYANISHI MASANORI (JP)
Application Number:
PCT/JP2022/018672
Publication Date:
November 03, 2022
Filing Date:
April 25, 2022
Export Citation:
Assignee:
SUMITOMO PHARMA CO LTD (JP)
NEXTGEM INC (JP)
NEXTGEM INC (JP)
International Classes:
C07D493/18; A61K35/28; A61P7/00; A61P35/00; A61P35/02; C07D519/00; C07F5/02; C12N1/00; C12N5/0789
Domestic Patent References:
| WO2021132627A1 | 2021-07-01 |
Foreign References:
| JP2005515999A | 2005-06-02 | |||
| JP2015504902A | 2015-02-16 |
Other References:
CINDY HORWEDEL, SVETLANA B. TSOGOEVA, SHENGWEI WEI, THOMAS EFFERTH: "Cytotoxicity of Artesunic Acid Homo- and Heterodimer Molecules toward Sensitive and Multidrug-Resistant CCRF-CEM Leukemia Cells", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 53, no. 13, 8 July 2010 (2010-07-08), US , pages 4842 - 4848, XP055527505, ISSN: 0022-2623, DOI: 10.1021/jm100404t
REITER CHRISTOPH; HERRMANN ASTRID; APCI AYSUN; EFFERTH THOMAS; TSOGOEVA SVETLANA B.: "New artesunic acid homodimers: Potent reversal agents of multidrug resistance in leukemia cells", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 20, no. 18, 1 January 1900 (1900-01-01), AMSTERDAM, NL, pages 5637 - 5641, XP028938224, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2012.07.015
REITER CHRISTOPH; ÇAPCı KARAGÖZ AYSUN; FRÖHLICH TONY; KLEIN VOLKER; ZEINO MAEN; VIERTEL KATRIN; HELD JANA; MORDMÜLLER BENJAMI: "Synthesis and study of cytotoxic activity of 1,2,4-trioxane- and egonol-derived hybrid molecules againstPlasmodium falciparumand multidrug-resistant human leukemia cells ", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 75, 31 January 2014 (2014-01-31), AMSTERDAM, NL , pages 403 - 412, XP028625373, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2014.01.043
REITER CHRISTOPH, FRöHLICH TONY, GRUBER LISA, HUTTERER CORINA, MARSCHALL MANFRED, VOIGTLäNDER CORNELIA, FRIEDRICH OLIVER: "Highly potent artemisinin-derived dimers and trimers: Synthesis and evaluation of their antimalarial, antileukemia and antiviral activities", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 23, no. 17, 1 September 2015 (2015-09-01), AMSTERDAM, NL, pages 5452 - 5458, XP055809769, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2015.07.048
FARE IMAN, JALILA CHAGRAOUI, YVES GAREAU, STÉPHANE GINGRAS, RÉJEAN RUEL, NADINE MAYOTTE, ELIZABETH CSASZAR, DAVID J. H. F. KNAPP,: "Pyrimidoindole derivatives are agonists of human hematopoietic stem cell self-renewal", SCIENCE, AMERICAN ASSOCIATION FOR THE ADVANCEMENT OF SCIENCE, US, vol. 345, no. 6203, 1 September 2014 (2014-09-01), US , pages 1509 - 1512, XP055982120, ISSN: 0036-8075, DOI: 10.1126/science.1256337
WU YUET, RONALD WAI KUNG WU, KWAN WING CHEU, IAN D. WILLIAMS, SANJEEV KRISHNA, KSENIJA SLAVIC, ANDREW M. GRAVETT, WAI M. LIU, HO N: "Methylene Homologues of Artemisone: An Unexpected Structure–Activity Relationship and a Possible Implication for the Design of C10-Substituted Artemisinins", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 11, no. 13, 5 July 2016 (2016-07-05), DE , pages 1469 - 1479, XP055982129, ISSN: 1860-7179, DOI: 10.1002/cmdc.201600011
SHAPIRA M Y, RESNICK I B, SUNWEN C, ET AL.: "Artesunate as a Potent Antiviral Agent in a Patient with Late Drug-Resistant Cytomegalovirus Infection after Hematopoietic Stem Cell Transplantation", CLINICAL INFECTIOUS DISEASES, THE UNIVERSITY OF CHICAGO PRESS, CHICAGO, IL., US, vol. 46, 1 May 2008 (2008-05-01), US , pages 1455 - 1457, XP009148248, ISSN: 1058-4838
REITER CHRISTOPH; HERRMANN ASTRID; APCI AYSUN; EFFERTH THOMAS; TSOGOEVA SVETLANA B.: "New artesunic acid homodimers: Potent reversal agents of multidrug resistance in leukemia cells", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 20, no. 18, 1 January 1900 (1900-01-01), AMSTERDAM, NL, pages 5637 - 5641, XP028938224, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2012.07.015
REITER CHRISTOPH; ÇAPCı KARAGÖZ AYSUN; FRÖHLICH TONY; KLEIN VOLKER; ZEINO MAEN; VIERTEL KATRIN; HELD JANA; MORDMÜLLER BENJAMI: "Synthesis and study of cytotoxic activity of 1,2,4-trioxane- and egonol-derived hybrid molecules againstPlasmodium falciparumand multidrug-resistant human leukemia cells ", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 75, 31 January 2014 (2014-01-31), AMSTERDAM, NL , pages 403 - 412, XP028625373, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2014.01.043
REITER CHRISTOPH, FRöHLICH TONY, GRUBER LISA, HUTTERER CORINA, MARSCHALL MANFRED, VOIGTLäNDER CORNELIA, FRIEDRICH OLIVER: "Highly potent artemisinin-derived dimers and trimers: Synthesis and evaluation of their antimalarial, antileukemia and antiviral activities", BIOORGANIC & MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 23, no. 17, 1 September 2015 (2015-09-01), AMSTERDAM, NL, pages 5452 - 5458, XP055809769, ISSN: 0968-0896, DOI: 10.1016/j.bmc.2015.07.048
FARE IMAN, JALILA CHAGRAOUI, YVES GAREAU, STÉPHANE GINGRAS, RÉJEAN RUEL, NADINE MAYOTTE, ELIZABETH CSASZAR, DAVID J. H. F. KNAPP,: "Pyrimidoindole derivatives are agonists of human hematopoietic stem cell self-renewal", SCIENCE, AMERICAN ASSOCIATION FOR THE ADVANCEMENT OF SCIENCE, US, vol. 345, no. 6203, 1 September 2014 (2014-09-01), US , pages 1509 - 1512, XP055982120, ISSN: 0036-8075, DOI: 10.1126/science.1256337
WU YUET, RONALD WAI KUNG WU, KWAN WING CHEU, IAN D. WILLIAMS, SANJEEV KRISHNA, KSENIJA SLAVIC, ANDREW M. GRAVETT, WAI M. LIU, HO N: "Methylene Homologues of Artemisone: An Unexpected Structure–Activity Relationship and a Possible Implication for the Design of C10-Substituted Artemisinins", CHEMMEDCHEM COMMUNICATIONS, WILEY-VCH, DE, vol. 11, no. 13, 5 July 2016 (2016-07-05), DE , pages 1469 - 1479, XP055982129, ISSN: 1860-7179, DOI: 10.1002/cmdc.201600011
SHAPIRA M Y, RESNICK I B, SUNWEN C, ET AL.: "Artesunate as a Potent Antiviral Agent in a Patient with Late Drug-Resistant Cytomegalovirus Infection after Hematopoietic Stem Cell Transplantation", CLINICAL INFECTIOUS DISEASES, THE UNIVERSITY OF CHICAGO PRESS, CHICAGO, IL., US, vol. 46, 1 May 2008 (2008-05-01), US , pages 1455 - 1457, XP009148248, ISSN: 1058-4838
Attorney, Agent or Firm:
HASEGAWA Yoshiki et al. (JP)
Download PDF: