Patent application EP15200729A (EP), filed 2015-12-17
Publication number: EP3181148A1
Title: SYNTHETIC VACCINES AGAINST STREPTOCOCCUS PNEUMONIAE SEROTYPE 2
Abstract: The present invention relates to a synthetic saccharide of general formula  (I)  that is related to  Streptococcus pneumoniae  serotype 2 capsular polysaccharide, a conjugate thereof and the use of said saccharide and conjugate for raising a protective immune response in a human and/or animal host. Furthermore, the synthetic saccharide of general formula  (I)  is useful as marker in immunological assays for detection of antibodies against  Streptococcus pneumoniae  type 2 bacteria. Another aspect of the present invention is directed to an antibody having specificity for a synthetic saccharide of general formula  (I).
IPC codes: A61K  31/    70            A I
A61K  39/    00            A I
C07H  15/    04            A I
C07K  16/    00            A I
Claims: number: 1
text: A saccharide of general formula (I )
number: 2
text: The saccharide according to claim 1, wherein x represents 1, or a pharmaceutically acceptable salt thereof.
number: 3
text: The saccharide according to claim 1 or 2, wherein
number: 4
text: The saccharide according to any of the claims 1 - 3, wherein
number: 5
text: A method of synthesis of a saccharide of general formula (I ) according to claim 1, wherein x represents 1, V*- represents H- and
number: 6
text: An intermediate of general formula(V)
number: 7
text: The intermediate of general formula(V) according to claim 6, wherein P<1> , P<6> and P<7> represent a benzyl group, P<2> , P<3> and P<4> are independently of each other selected from benzoyl and acetyl group, and P<8> represents a benzyloxy carbonyl group.
number: 8
text: A conjugate comprising a saccharide of general formula (I) according to any of the claims 1 - 4 covalently linked to an immunogenic carrier through the nitrogen atom of the -O-L-NH<2> group.
number: 9
text: The conjugate according to claim 7 of general formula (X )
number: 10
text: A saccharide according to any one of the claims 1 - 4 or a conjugate according to claim 8 or 9 for use in raising a protective immune response in a human and/or animal host.
number: 11
text: A saccharide according to any one of the claims 1 - 4 or a conjugate according to claim 8 or 9 for use in the prevention and/or treatment of a disease caused byStreptococcus pneumoniae type 2.
number: 12
text: A vaccine comprising the saccharide and/or the pharmaceutically acceptable salt thereof according to any of the claims 1 - 4 and/or the conjugate according to claim 8 or 9 together with at least one pharmaceutically acceptable adjuvant and/or excipient.
number: 13
text: Vaccine composition according to claim 12, further comprising at least a capsular polysaccharide ofStreptococcus pneumoniae and/or a fragment of a capsular polysaccharide ofStreptococcus pneumoniae and/or a conjugate of a carrier protein and a capsular polysaccharide ofStreptococcus pneumoniae or a fragment of a capsular polysaccharide ofStreptococcus pneumoniae, whereinStreptococcus pneumoniae is selected from the group comprisingStreptococcus pneumoniae type 1, 3, 4, 5, 6A, 6B, 7F, 8, 9N, 9V, 10A, 11 A, 12F, 14, 15B, 17F, 18C, 19F, 19A, 20, 22F, 23F and 33F.
number: 14
text: A saccharide according to any one of the claims 1 - 4 for use as marker in immunological assays for detection of antibodies againstStreptococcus pneumoniae type 2.
number: 15
text: An antibody having specificity for at least one saccharide according to any one of the claims 1 - 4 or a fragment thereof.
Office action: search_report, dated 2017-06-21
Prior art cited: ref_id: - JAISWAL, N. ET AL.: "Distribution of Serotypes, Vaccine Coverage, and Antimicrobial Susceptibility Pattern of Streptococcus Pneumoniae in Children Living in SAARC Countries: A Systematic Review", PLOS ONE, 2014, pages 9
ref_type: npl
severity: background
ref_id: - ASIA, LE C. ET AL.: "Current Trend in Pneumococcal Serotype Distribution", J VACCINES VACCIN, 2011
ref_type: npl
severity: background
ref_id: - PROC. NATL ACAD. SCI. USA, vol. 95, 1998, pages 5690
ref_type: npl
severity: background
ref_id: - "Remington's Pharmaceutical Sciences", MACK PUBLISHING CO.
ref_type: npl
severity: background
ref_id: - DHÉNIN S. G. Y. ET AL., ORG. BIOMOL. CHEM., vol. 7, 2009, pages 5184
ref_type: npl
severity: background
ref_id: - RAJPUT V. K., J. ORG. CHEM., vol. 73, 2008, pages 6924
ref_type: npl
severity: background
ref_id: - BOURKE J., ORG. BIOMOL. CHEM., vol. 12, 2014, pages 1114
ref_type: npl
severity: background
ref_id: - BUNDLE D. R. ET AL., ACS CHEM. BIOL., vol. 7, 2012, pages 1754
ref_type: npl
severity: background
ref_id: - Z. GUAN ET AL., J. ORG. CHEM., vol. 77, 2012, pages 8888
ref_type: npl
severity: background
ref_id: WO2007116028A2
ref_type: patent
severity: background
ref_id: WO2014097099A2
ref_type: patent
severity: background
ref_id: - POZSGAY VINCE: "Recent developments in synthetic oligosaccharide-based bacterial vaccines", CURRENT TOPICS IN MEDICINAL CHEMISTRY, BENTHAM SCIENCE PUBLISHERS LTD, HILVERSUM; NL, vol. 8, no. 2, 1 January 2008 (2008-01-01), pages 126 - 140, XP002552158, ISSN: 1568-0266, DOI: 10.2174/156802608783378864
ref_type: npl
severity: background
ref_id: - JOOSTEN J A F ET AL: "Chemo-enzymatic synthesis of tetra-, penta-, and hexasaccharide fragments of the capsular polysaccharide of Streptococcus pneumoniae type 14", CARBOHYDRATE RESEARCH, PERGAMON, GB, vol. 338, no. 23, 14 November 2003 (2003-11-14), pages 2629 - 2651, XP004479533, ISSN: 0008-6215, DOI: 10.1016/S0008-6215(03)00292-1
ref_type: npl
severity: background
ref_id: WO2007116028
ref_type: patent
severity: background
ref_id: WO2014097099
ref_type: patent
severity: background
ref_id: - POZSGAY VINCE, "Recent developments in synthetic oligosaccharide-based bacterial vaccines", CURRENT TOPICS IN MEDICINAL CHEMISTRY, BENTHAM SCIENCE PUBLISHERS LTD, HILVERSUM; NL, (20080101), vol. 8, no. 2, doi:10.2174/156802608783378864, ISSN 1568-0266, pages 126 - 140, XP002552158 [A] 1-15 * the whole document *
ref_type: npl
severity: background
ref_id: - JOOSTEN J A F ET AL, "Chemo-enzymatic synthesis of tetra-, penta-, and hexasaccharide fragments of the capsular polysaccharide of Streptococcus pneumoniae type 14", CARBOHYDRATE RESEARCH, PERGAMON, GB, (20031114), vol. 338, no. 23, doi:10.1016/S0008-6215(03)00292-1, ISSN 0008-6215, pages 2629 - 2651, XP004479533 [A] 1-15 * compound 48 *
ref_type: npl
severity: background
Final disposition: pending (2017-06-21)