Title:
METHOD FOR PREPARING AND PURIFYING ADENOSINE
Document Type and Number:
WIPO Patent Application WO/2022/048680
Kind Code:
A1
Abstract:
Provided is a method for preparing adenosine. The method comprises subjecting adenylic acid to a hydrolysis reaction in a protic solvent under an acidic buffer system. Also provided is a method for purifying adenosine. The method comprises subjecting crude adenosine to activated carbon column chromatography to obtain adenosine. Further provided is a method for preparing and purifying adenosine. The method comprises subjecting adenylic acid to a hydrolysis reaction in a protic solvent in the presence of an acidic buffer system to produce crude adenosine, and then subjecting the obtained crude adenosine to activated carbon column chromatography to obtain adenosine. The preparation method of the present invention uses a specific acidity buffer system as the hydrolysis condition to achieve the high-efficiency hydrolysis of adenosine. The product prepared therefrom has high purity and reasonable yield. Furthermore, elution is carried out by means of a specific elution means during purification, thus the described method is more suitable for industrial production.
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Inventors:
CHEN YANG (CN)
ZHANG LEI (CN)
LI JIAYANG (CN)
XUE BAIZHONG (CN)
ZHANG LEI (CN)
LI JIAYANG (CN)
XUE BAIZHONG (CN)
Application Number:
PCT/CN2021/116882
Publication Date:
March 10, 2022
Filing Date:
September 07, 2021
Export Citation:
Assignee:
GRAND LIFE SCIENCE LIAONING CO LTD (CN)
International Classes:
C07H19/167; C07H1/00; C07H1/06
Foreign References:
| CN110776543A | 2020-02-11 | |||
| GB689390A | 1953-03-25 | |||
| GB534738A | 1941-03-17 | |||
| CN113173960A | 2021-07-27 | |||
| CN113173961A | 2021-07-27 |
Other References:
WANG CHUNGUANG , FANG FANG , GAOMEI: "A Simple Preparation Method of Adenosine", CHINESE JOURNAL OF BIOCHEMICAL PHARMACEUTICS, no. 1, 2 April 1989 (1989-04-02), pages 48, XP055907899
TANG JING-WEN: "Determination of adenosine in LIFEI Tablets by HPLC", GUANGDONG PHARMACEUTICAL JOURNAL, vol. 15, no. 2, 25 April 2005 (2005-04-25), pages 30 - 32, XP055907906
LI ZHAO;LI JINGCHAO;WANG DAIJIE;ZHAO HENGQIANG;LIU WEI;CUI LI: "Separation and Preparation of Adenosine from Trichosanthes kirilowii Maxim. Fruit and Development of Its Certified Reference Material", GUANGDONG AGRICULTURAL SCIENCES, vol. 48, no. 2, 15 February 2021 (2021-02-15), pages 146 - 152, XP055907915, ISSN: 1004-874X, DOI: 10.16768/j.issn.1004-874X.2021.02.019
XU BAOZHONG, FANG ZHIQIANG, SHEN NANZHEN: "Preparation of D-ribose", CHEMICAL REAGENTS, vol. 7, no. 2, 1 May 1985 (1985-05-01), pages 113 - 113, XP055907918, DOI: 10.13822/j.cnki.hxsj.1985.02.014
YUE MING,NI MENG-XIANG: "General Separation Techniques of Nucleosides Compounds and Their Applications", PROGRESS IN PHARMACEUTICAL SCIENCES, vol. 30, no. 10, 25 October 2006 (2006-10-25), pages 442 - 447, XP055907923, ISSN: 1001-5094
WANG CHUNGUANG , FANG FANG , GAOMEI: "A Simple Preparation Method of Adenosine", CHINESE JOURNAL OF BIOCHEMICAL AND PHARMACEUTICALS, 2 April 1989 (1989-04-02), pages 48 - 48, XP055907927
KANG YU ZHUAN , SHEN HE BAI , HU GANG , LUO YAN QIN , ZHANG ZHONG-RANG: "Hydrolytic Cleavage of Adenosine-5′-Monophosphate and Guanosine-5′-Monophosphate by Rare Earth Metal Ions", JOURNAL OF SHANGHAI NORMAL UNIVERSITY, vol. 28, no. 4, 30 December 1999 (1999-12-30), pages 65 - 71, XP055907934, ISSN: 1000-5137
DE CHAMPDORE, M. DI FABIO, G. MESSERE, A. MONTESARCHIO, D. PICCIALLI, G. LODDO, R. LA COLLA, M. LA COLLA, P.: "In-water reactivity of nucleosides and nucleotides: one-step preparation and biological evaluation of novel ferrocenyl-derivatives", TETRAHEDRON, vol. 60, no. 31, 26 July 2004 (2004-07-26), AMSTERDAM, NL , pages 6555 - 6563, XP004527565, ISSN: 0040-4020, DOI: 10.1016/j.tet.2004.06.013
BERNADOU JEAN, GELAS PASCALE, MEUNIER BERNARD: "Hydroxylating activity of a water-soluble manganese porphyrin associated with potassium hydrogen persulfate: Formation of 8-hydroxyadenosine-5′-mono-phosphate from AMP", TETRAHEDRON LETTERS, vol. 29, no. 50, 1 January 1988 (1988-01-01), Amsterdam , NL , pages 6615 - 6617, XP055907937, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(00)82411-9
TANG JING-WEN: "Determination of adenosine in LIFEI Tablets by HPLC", GUANGDONG PHARMACEUTICAL JOURNAL, vol. 15, no. 2, 25 April 2005 (2005-04-25), pages 30 - 32, XP055907906
LI ZHAO;LI JINGCHAO;WANG DAIJIE;ZHAO HENGQIANG;LIU WEI;CUI LI: "Separation and Preparation of Adenosine from Trichosanthes kirilowii Maxim. Fruit and Development of Its Certified Reference Material", GUANGDONG AGRICULTURAL SCIENCES, vol. 48, no. 2, 15 February 2021 (2021-02-15), pages 146 - 152, XP055907915, ISSN: 1004-874X, DOI: 10.16768/j.issn.1004-874X.2021.02.019
XU BAOZHONG, FANG ZHIQIANG, SHEN NANZHEN: "Preparation of D-ribose", CHEMICAL REAGENTS, vol. 7, no. 2, 1 May 1985 (1985-05-01), pages 113 - 113, XP055907918, DOI: 10.13822/j.cnki.hxsj.1985.02.014
YUE MING,NI MENG-XIANG: "General Separation Techniques of Nucleosides Compounds and Their Applications", PROGRESS IN PHARMACEUTICAL SCIENCES, vol. 30, no. 10, 25 October 2006 (2006-10-25), pages 442 - 447, XP055907923, ISSN: 1001-5094
WANG CHUNGUANG , FANG FANG , GAOMEI: "A Simple Preparation Method of Adenosine", CHINESE JOURNAL OF BIOCHEMICAL AND PHARMACEUTICALS, 2 April 1989 (1989-04-02), pages 48 - 48, XP055907927
KANG YU ZHUAN , SHEN HE BAI , HU GANG , LUO YAN QIN , ZHANG ZHONG-RANG: "Hydrolytic Cleavage of Adenosine-5′-Monophosphate and Guanosine-5′-Monophosphate by Rare Earth Metal Ions", JOURNAL OF SHANGHAI NORMAL UNIVERSITY, vol. 28, no. 4, 30 December 1999 (1999-12-30), pages 65 - 71, XP055907934, ISSN: 1000-5137
DE CHAMPDORE, M. DI FABIO, G. MESSERE, A. MONTESARCHIO, D. PICCIALLI, G. LODDO, R. LA COLLA, M. LA COLLA, P.: "In-water reactivity of nucleosides and nucleotides: one-step preparation and biological evaluation of novel ferrocenyl-derivatives", TETRAHEDRON, vol. 60, no. 31, 26 July 2004 (2004-07-26), AMSTERDAM, NL , pages 6555 - 6563, XP004527565, ISSN: 0040-4020, DOI: 10.1016/j.tet.2004.06.013
BERNADOU JEAN, GELAS PASCALE, MEUNIER BERNARD: "Hydroxylating activity of a water-soluble manganese porphyrin associated with potassium hydrogen persulfate: Formation of 8-hydroxyadenosine-5′-mono-phosphate from AMP", TETRAHEDRON LETTERS, vol. 29, no. 50, 1 January 1988 (1988-01-01), Amsterdam , NL , pages 6615 - 6617, XP055907937, ISSN: 0040-4039, DOI: 10.1016/S0040-4039(00)82411-9
Attorney, Agent or Firm:
PANAWELL & PARTNERS, LLC (CN)
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