Title:
HYDROXYLATED KRN7000 ANALOGUE AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2014/021464
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide: a novel KRN7000 analogue which is expected to have an immunosuppressive effect and is biased toward type-Th2;and a medicinal agent comprising the KRN7000 analogue. A compound represented by formula (I) (wherein R1 represents a hydrogen atom or a hydroxy group; two R2's may be the same as or different from each other and independently represent a hydrogen atom or a hydroxy group; R3 represents a hydrocarbon group having 8 to 14 carbon atoms which may have a substituent; and R4 represents a hydrocarbon group having 18 to 24 carbon atoms which may have a substituent) or a salt thereof.
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Inventors:
SHIOZAKI MASAO (JP)
TASHIRO TAKUYA (JP)
MORI KENJI (JP)
SHIGEURA TOMOKUNI (JP)
WATARAI HIROSHI (JP)
TANIGUCHI MASARU (JP)
TASHIRO TAKUYA (JP)
MORI KENJI (JP)
SHIGEURA TOMOKUNI (JP)
WATARAI HIROSHI (JP)
TANIGUCHI MASARU (JP)
Application Number:
PCT/JP2013/071063
Publication Date:
February 06, 2014
Filing Date:
August 02, 2013
Export Citation:
Assignee:
RIKEN (JP)
International Classes:
C07H15/04; A61K31/7032; A61K35/12; A61K35/15; A61P37/06; A61P43/00; C12N5/071
Domestic Patent References:
WO1994009020A1 | 1994-04-28 |
Foreign References:
JPH059193A | 1993-01-19 | |||
JPH0559081A | 1993-03-09 |
Other References:
ZHAN, Z-J. ET AL.: "New glycosphingolipids from the fungus Catathelasma ventricosa", JOURNAL OF NATURAL PRODUCTS, vol. 66, no. 7, 2003, pages 1013 - 1016, XP055189802
LA CLAIR, J. J. ET AL.: "Isolation of the beta-galactosphingolipid coniferoside using a tumor cell proteome reverse affinity protocol", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 19, no. 22, 2011, pages 6645 - 6653, XP028328565
See also references of EP 2881400A4
SCIENCE, vol. 278, 1997, pages 1626 - 1629
SCIENCE, vol. 277, 1997, pages 339 - 345
J. MED. CHEM., vol. 38, 1995, pages 2176 - 2187
NATURE, vol. 413, 2001, pages 531 - 534
CURR. TOP. MED. CHEM., vol. 4, 2004, pages 561 - 567
J. CLIN. INVEST., vol. 113, 2004, pages 1631 - 1640
J. ORG. CHEM., vol. 70, 2005, pages 10260 - 10270
J. ORG. CHEM., vol. 70, 2005, pages 2398 - 2401
CARBOHYDR. RES., 2010, pages 1663 - 1684
NATUR IMMUNOL., vol. 6, 2005, pages 810 - 818
NATUR IMMUNOL., vol. 6, 2005, pages 819 - 826
NATURE, vol. 448, 2007, pages 44 - 49
J. IMMUNITY, vol. 31, 2009, pages 47 - 59
T. GREENE; P. WUTS: "Protective Groups in Organic Synthesis", 1999, JOHN WILEY & SONS
TETRAHEDRON, vol. 63, 2007, pages 4310 - 4318
CARBOHYDR. RES., vol. 345, 2010, pages 1663 - 1684
BIOORG. & MED. CHEM., vol. 16, 2008, pages 8896 - 8906
C-W. CHANG; Y-N. CHEN; A. K. ADAK; K-H. LIN; D-L. M. TSOU; C-C. LIN, TETRAHEDRON, vol. 63, 2007, pages 4310 - 4318
M. SHIOZAKI; T. TASHIRO; H. KOSHINO; R. NAKAGAWA; S. INOUE; T. SHIGEURA; H. WATARAI; M. TANIGUCHI; K. MORI, CARBOHYDR. RES., vol. 345, 2010, pages 1663 - 1684
TASHIRO, T.; HONGO, N.; NAKAGAWA, R.; SEINO, K.; WATARAI, H.; ISHII, Y.; TANIGUCHI, M.; MORI, K., BIOORG. & MED. CHEM., vol. 16, 2008, pages 8896 - 8906
LA CLAIR, J. J. ET AL.: "Isolation of the beta-galactosphingolipid coniferoside using a tumor cell proteome reverse affinity protocol", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 19, no. 22, 2011, pages 6645 - 6653, XP028328565
See also references of EP 2881400A4
SCIENCE, vol. 278, 1997, pages 1626 - 1629
SCIENCE, vol. 277, 1997, pages 339 - 345
J. MED. CHEM., vol. 38, 1995, pages 2176 - 2187
NATURE, vol. 413, 2001, pages 531 - 534
CURR. TOP. MED. CHEM., vol. 4, 2004, pages 561 - 567
J. CLIN. INVEST., vol. 113, 2004, pages 1631 - 1640
J. ORG. CHEM., vol. 70, 2005, pages 10260 - 10270
J. ORG. CHEM., vol. 70, 2005, pages 2398 - 2401
CARBOHYDR. RES., 2010, pages 1663 - 1684
NATUR IMMUNOL., vol. 6, 2005, pages 810 - 818
NATUR IMMUNOL., vol. 6, 2005, pages 819 - 826
NATURE, vol. 448, 2007, pages 44 - 49
J. IMMUNITY, vol. 31, 2009, pages 47 - 59
T. GREENE; P. WUTS: "Protective Groups in Organic Synthesis", 1999, JOHN WILEY & SONS
TETRAHEDRON, vol. 63, 2007, pages 4310 - 4318
CARBOHYDR. RES., vol. 345, 2010, pages 1663 - 1684
BIOORG. & MED. CHEM., vol. 16, 2008, pages 8896 - 8906
C-W. CHANG; Y-N. CHEN; A. K. ADAK; K-H. LIN; D-L. M. TSOU; C-C. LIN, TETRAHEDRON, vol. 63, 2007, pages 4310 - 4318
M. SHIOZAKI; T. TASHIRO; H. KOSHINO; R. NAKAGAWA; S. INOUE; T. SHIGEURA; H. WATARAI; M. TANIGUCHI; K. MORI, CARBOHYDR. RES., vol. 345, 2010, pages 1663 - 1684
TASHIRO, T.; HONGO, N.; NAKAGAWA, R.; SEINO, K.; WATARAI, H.; ISHII, Y.; TANIGUCHI, M.; MORI, K., BIOORG. & MED. CHEM., vol. 16, 2008, pages 8896 - 8906
Attorney, Agent or Firm:
TAKASHIMA, HAJIME (JP)
Takashima 1 (JP)
Takashima 1 (JP)
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