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Title:
OXIDIZED Β-1,4-OLIGOGLUCURONIC ACID, AND PREPARATION METHOD THEREFOR AND USES THEREOF
Document Type and Number:
WIPO Patent Application WO/2016/188381
Kind Code:
A1
Abstract:
The present invention relates to the technical field of medical compounds, and relates to an oxidized β-1,4-oligoglucuronic acid, and a preparation method therefor and uses thereof. In the present invention, by using abundant cellulose in the natural world as the raw material, all 6-site hydroxyl groups of the cellulose β-1,4-polyglucose is oxidized into carboxyl groups to form glucuronic acid under the action of a sodium bromide (NaBr)-2,2,6,6-tetramethyl piperidine oxide (TEMPO)-sodium hypochlorite (NaClO) oxidation system, and the oxidized oligoglucuronic acid having an open ring at an end is prepared by controlling reaction conditions. The compound has obvious anti-cerebral ischemia activity, and can be developed into a potential anti-cerebral ischemia drug.

Inventors:
ZHANG ZHENQING (CN)
HAO JIE (CN)
SUN SHICHANG (CN)
ZHANG HUILING (CN)
Application Number:
PCT/CN2016/082928
Publication Date:
December 01, 2016
Filing Date:
May 20, 2016
Export Citation:
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Assignee:
SHANGHAI GREEN VALLEY PHARMACEUTICAL CO LTD (CN)
International Classes:
C07H15/04; A61P9/10; A61P25/00; C07H1/00; C08B37/02
Domestic Patent References:
WO2002032913A12002-04-25
Foreign References:
US5831043A1998-11-03
CN104945448A2015-09-30
CN104892792A2015-09-09
Other References:
M. SCHAEMANN ET AL.: "Reaction of enamines and mediated anodic oxidation of carbohydrates with the 2,2,6,6-tetramethylpiperidine-1-oxoammonium ion (TEMPO+).", ELECTROCHIMICA ACTA, vol. 50, no. 25 and 26, 6 July 2005 (2005-07-06), pages 4956 - 4972, XP055331704
JEAN-FRANCOIS THABURET ET AL.: "TEMPO-mediated oxidation of maltodextrins and D-glucose: effect of pH on the selectivity and sequestering ability of the resulting polycarboxylates.", CARBOHYDRATE RESEARCH., vol. 330, no. 1, 31 December 2001 (2001-12-31), pages 21 - 29, XP027210778
RUSSE LL PRESSEY: "Oxidized oligogalacturonides activate the oxidation of indoleacetic acid by peroxidase", PLANT PHYSIOLOGY, vol. 96, no. 4, 31 December 1991 (1991-12-31), pages 1167 - 1170, XP055331705
LI, LIN.: "TEMPO-NaClO-NaBr Selective Oxidation Primary Alcohol of Microcrystalline Cellulose at C6 Position.", MASTER'S THESIS., 31 December 2010 (2010-12-31), pages 16 - 17 and 46-53, XP009507625
WANG, XIANLING ET AL.: "Influence on Structure and Oxidation Reactivity of Microcrystalline Cellulose by Different Activation Methods.", CHEMISTRY AND INDUSTRY OF FOREST PRODUCTS., vol. 27, no. 3, 31 December 2010 (2010-12-31), XP009507610
WANG, SHUMIN ET AL.: "Research Development on the mechanism of anti-cerebral ischemia medicaments.", CHINESE JOURNAL OF DRUG APPLICATION AND MONITORING., vol. 5, no. 3, 31 December 2008 (2008-12-31), pages 30 - 32, XP009507605
See also references of EP 3336095A4
Attorney, Agent or Firm:
KING & WOOD MALLESONS (East Tower World Financial Centre,No. 1 Dongsanhuan Zhonglu, Chaoyang District, Beijing 0, CN)
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