Title:
METHOD FOR SIMULTANEOUSLY SEPARATING AND PURIFYING TWO GALLOYLMYRICITRINS FROM MYRICA RUBRA LEAVES AND USE
Document Type and Number:
WIPO Patent Application WO/2023/193601
Kind Code:
A1
Abstract:
A method for simultaneously separating and purifying myricetin-3-O-(2"-O-galloyl)-α-L-rhamnoside and myricetin-3-O-(4"-O-galloyl)-α-L-rhamnoside from myrica rubra leaves and the use of the above-mentioned compounds in the preparation of α-glucosidase inhibitors. The method comprises: alcohol extraction and concentration, adsorption with a solid phase extraction column, and purification with preparative liquid chromatography, wherein high-purity myricetin-3-O-(2"-O-galloyl)-α-L-rhamnoside and myricetin-3-O-(4"-O-galloyl)-α-L-rhamnoside are separated and prepared, and have a purity of both 98% or above. Compared with a previous method for separating and purifying flavonol, the process of the present invention has the advantages of simple and easy-to-operate separation steps, short time consumption and less environment pollution; and by means of activity tests, it is found that the myricetin-3-O-(2"-O-galloyl)-α-L-rhamnoside and myricetin-3-O-(4"-O-galloyl)-α-L-rhamnoside monomers can significantly inhibit the activity of α-glucosidase, and can be used in the preparation of α-glucosidase inhibitors.
Inventors:
LI XIAN (CN)
LIU YILONG (CN)
ZHAO XIAOYONG (CN)
SUN CHONGDE (CN)
XU CHANGJIE (CN)
CHEN KUNSONG (CN)
LIU YILONG (CN)
ZHAO XIAOYONG (CN)
SUN CHONGDE (CN)
XU CHANGJIE (CN)
CHEN KUNSONG (CN)
Application Number:
PCT/CN2023/083008
Publication Date:
October 12, 2023
Filing Date:
March 22, 2023
Export Citation:
Assignee:
UNIV ZHEJIANG (CN)
International Classes:
A61K31/7048; C07H17/07; A61P3/04; A61P3/10; A61P5/50; C07H1/08
Foreign References:
| CN108409804A | 2018-08-17 | |||
| CN115636859A | 2023-01-24 |
Other References:
DA SILVA GISELLE LOPES, CAMPIDELI MARIANA BORDIN, FERRARI ANNA BEATRIZ SABINO, MANNOCHIO-RUSSO HELENA, FRAIGE KARINA, DAMETTO ALES: "In vitro antiglycation and antioxidant properties of Eugenia pyriformis leaves and fruits", NATURAL PRODUCT RESEARCH, TAYLOR AND FRANCIS HEALTH SCIENCES, ABINGDON, GB, vol. 36, no. 18, 17 September 2022 (2022-09-17), GB , pages 4724 - 4728, XP093097182, ISSN: 1478-6419, DOI: 10.1080/14786419.2021.2005049
WEI YOUXIA, WANG JUNXIAN, YAO HONGPING: "Research Progress of Chemical Components and Pharmacological Effects of Plants of Limonium Mill", NORTHWEST PHARMACEUTICAL JOURNAL, vol. 22, no. 4, 31 August 2017 (2017-08-31), pages 222 - 225, XP093097184, ISSN: 1004-2407
LIU, YILONG: "Identification and Purification of Myricetin Alcohol and Study on Structure-Activity Mechanism of the Myricetin Alcohol Inhibiting α-glucosidase", CHINA DOCTORAL DISSERTATIONS FULL-TEXT DATABASE, no. 07, 15 July 2021 (2021-07-15)
MASUDA TOSHIYA, SOMEYA TATSUSHI, FUJIMOTO AYA: "Phenolic Inhibitors of Chemical and Enzymatic Oxidation in the Leaves of Myrica rubra", BIOSCIENCE, BIOTECHNOLOGY, AND BIOCHEMISTRY, JAPAN SOCIETY FOR BIOSCIENCE, BIOTECHNOLOGY, AND AGROCHEMISTRY, JP, vol. 74, no. 1, 23 January 2010 (2010-01-23), JP , pages 212 - 215, XP093097187, ISSN: 0916-8451, DOI: 10.1271/bbb.90697
KIM HAN HYUK; KIM DONG HEE; KIM MANH HEUN; OH MYOENG HWAN; KIM SO RA; PARK KWANG JUN; LEE MIN WON: "Flavonoid constituents in the leaves ofMyrica rubrasieb. et zucc. with anti-inflammatory activity", ARCHIVES OF PHARMACAL RESEARCH, NATL. FISHERIES UNIVERSITY , PUSAN, KR, vol. 36, no. 12, 22 May 2013 (2013-05-22), KR , pages 1533 - 1540, XP035312451, ISSN: 0253-6269, DOI: 10.1007/s12272-013-0147-x
WEI YOUXIA, WANG JUNXIAN, YAO HONGPING: "Research Progress of Chemical Components and Pharmacological Effects of Plants of Limonium Mill", NORTHWEST PHARMACEUTICAL JOURNAL, vol. 22, no. 4, 31 August 2017 (2017-08-31), pages 222 - 225, XP093097184, ISSN: 1004-2407
LIU, YILONG: "Identification and Purification of Myricetin Alcohol and Study on Structure-Activity Mechanism of the Myricetin Alcohol Inhibiting α-glucosidase", CHINA DOCTORAL DISSERTATIONS FULL-TEXT DATABASE, no. 07, 15 July 2021 (2021-07-15)
MASUDA TOSHIYA, SOMEYA TATSUSHI, FUJIMOTO AYA: "Phenolic Inhibitors of Chemical and Enzymatic Oxidation in the Leaves of Myrica rubra", BIOSCIENCE, BIOTECHNOLOGY, AND BIOCHEMISTRY, JAPAN SOCIETY FOR BIOSCIENCE, BIOTECHNOLOGY, AND AGROCHEMISTRY, JP, vol. 74, no. 1, 23 January 2010 (2010-01-23), JP , pages 212 - 215, XP093097187, ISSN: 0916-8451, DOI: 10.1271/bbb.90697
KIM HAN HYUK; KIM DONG HEE; KIM MANH HEUN; OH MYOENG HWAN; KIM SO RA; PARK KWANG JUN; LEE MIN WON: "Flavonoid constituents in the leaves ofMyrica rubrasieb. et zucc. with anti-inflammatory activity", ARCHIVES OF PHARMACAL RESEARCH, NATL. FISHERIES UNIVERSITY , PUSAN, KR, vol. 36, no. 12, 22 May 2013 (2013-05-22), KR , pages 1533 - 1540, XP035312451, ISSN: 0253-6269, DOI: 10.1007/s12272-013-0147-x
Attorney, Agent or Firm:
HANGZHOU JOYGO INTELLECTUAL PROPERTY FIRM (CN)
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