Title:
5'-MODIFIED NUCLEOSIDE AND NUCLEOTIDE USING SAME
Document Type and Number:
WIPO Patent Application WO/2022/004388
Kind Code:
A1
Abstract:
Disclosed are a bridged nucleoside and a nucleotide using the same. The nucleoside according to the present invention is represented by formula (I). The bridged nucleoside of the present invention is usable as a substitute for a phosphorothioate-modified nucleic acid with concerns of accumulation in a specific organ, etc. Moreover, this bridged nucleoside has high industrial productivity.
Inventors:
OBIKA SATOSHI (JP)
YAMAGUCHI TAKAO (JP)
KATO GO (JP)
ISLAM MD ARIFUL (JP)
YAMAGUCHI TAKAO (JP)
KATO GO (JP)
ISLAM MD ARIFUL (JP)
Application Number:
PCT/JP2021/022871
Publication Date:
January 06, 2022
Filing Date:
June 16, 2021
Export Citation:
Assignee:
UNIV OSAKA (JP)
International Classes:
C07H19/10; C07F9/24; C07H19/20; C07H21/04
Domestic Patent References:
| WO2020166551A1 | 2020-08-20 |
Foreign References:
| US3431252A | 1969-03-04 |
Other References:
LECTURE ABSTRACTS OF THE 5TH ANNUAL MEETING OF THE NUCLEIC ACIDS THERAPEUTICS SOCIETY OF JAPAN, 25 July 2019 (2019-07-25)
ALEXANDER V. KEL′IN, IVAN ZLATEV, JOEL HARP, MUTHUSAMY JAYARAMAN, ANNA BISBE, JONATHAN O′SHEA, NATE TANEJA, RAJAR M. M: "Structural Basis of Duplex Thermodynamic Stability and Enhanced Nuclease Resistance of 5′- C -Methyl Pyrimidine-Modified Oligonucleotides", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 81, no. 6, 18 March 2016 (2016-03-18), pages 2261 - 2279, XP055737137, ISSN: 0022-3263, DOI: 10.1021/acs.joc.5b02375
HASSAN ABDALLA E.A.; ABOU-ELKHAIR REHAM A.I.; PARKER WILLIAM B.; ALLAN PAULA W.; SECRIST JOHN A.: "6-Methylpurine derived sugar modified nucleosides: Synthesis and evaluation of their substrate activity with purine nucleoside phosphorylases", BIOORGANIC CHEMISTRY, ACADEMIC PRESS INC., NEW YORK, NY., US, vol. 65, 24 December 2015 (2015-12-24), US , pages 9 - 16, XP029445720, ISSN: 0045-2068, DOI: 10.1016/j.bioorg.2015.12.006
MATTHEW R. BOCKMAN, ET AL.: "Avoiding Antibiotic Inactivation in Mycobacterium tuberculosis by Rv3406 through Strategic Nucleoside Modification", ACS INFECTIOUS DISEASES, AMERICAN CHEMICAL SOCIETY, US, vol. 4, no. 7, 17 April 2018 (2018-04-17), US , pages 1102 - 1113, XP055668249, ISSN: 2373-8227, DOI: 10.1021/acsinfecdis.8b00038
RANGANATHAN R, JONES G. H, MOFFATT J. G: "Novel analogs of nucleoside 3',5'-cyclic phosphates. I. 5'-Mono- and dimethyl analogs of adenosine 3',5'-cyclic phosphate", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, UNITED STATES, vol. 39, no. 3, 1 February 1974 (1974-02-01), United States, pages 290 - 298, XP055895840, Retrieved from the Internet [retrieved on 20220228], DOI: 10.1021/jo00917a003
JOURNAL OF MEDICINAL CHEMISTRY, vol. 11, no. 1, 1968, pages 151 - 153, DOI: 10.1021/jm00307a036
ALEXANDER V. KEL′IN, IVAN ZLATEV, JOEL HARP, MUTHUSAMY JAYARAMAN, ANNA BISBE, JONATHAN O′SHEA, NATE TANEJA, RAJAR M. M: "Structural Basis of Duplex Thermodynamic Stability and Enhanced Nuclease Resistance of 5′- C -Methyl Pyrimidine-Modified Oligonucleotides", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 81, no. 6, 18 March 2016 (2016-03-18), pages 2261 - 2279, XP055737137, ISSN: 0022-3263, DOI: 10.1021/acs.joc.5b02375
HASSAN ABDALLA E.A.; ABOU-ELKHAIR REHAM A.I.; PARKER WILLIAM B.; ALLAN PAULA W.; SECRIST JOHN A.: "6-Methylpurine derived sugar modified nucleosides: Synthesis and evaluation of their substrate activity with purine nucleoside phosphorylases", BIOORGANIC CHEMISTRY, ACADEMIC PRESS INC., NEW YORK, NY., US, vol. 65, 24 December 2015 (2015-12-24), US , pages 9 - 16, XP029445720, ISSN: 0045-2068, DOI: 10.1016/j.bioorg.2015.12.006
MATTHEW R. BOCKMAN, ET AL.: "Avoiding Antibiotic Inactivation in Mycobacterium tuberculosis by Rv3406 through Strategic Nucleoside Modification", ACS INFECTIOUS DISEASES, AMERICAN CHEMICAL SOCIETY, US, vol. 4, no. 7, 17 April 2018 (2018-04-17), US , pages 1102 - 1113, XP055668249, ISSN: 2373-8227, DOI: 10.1021/acsinfecdis.8b00038
RANGANATHAN R, JONES G. H, MOFFATT J. G: "Novel analogs of nucleoside 3',5'-cyclic phosphates. I. 5'-Mono- and dimethyl analogs of adenosine 3',5'-cyclic phosphate", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, UNITED STATES, vol. 39, no. 3, 1 February 1974 (1974-02-01), United States, pages 290 - 298, XP055895840, Retrieved from the Internet
JOURNAL OF MEDICINAL CHEMISTRY, vol. 11, no. 1, 1968, pages 151 - 153, DOI: 10.1021/jm00307a036
Attorney, Agent or Firm:
NAKAMICHI, Yoshihiro et al. (JP)
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