Title:
PRENYLFLAVONOID GLYCOSIDE, METHOD FOR PRODUCING SAME, AND METHOD FOR IMPROVING WATER-SOLUBILITY OF PRENYLFLAVONOID
Document Type and Number:
WIPO Patent Application WO/2021/131900
Kind Code:
A1
Abstract:
The purpose of the present invention is to provide a prenylflavonoid glycoside in which two or more hexoses have been bonded to isoxanthohumol or 8-prenylnaringenin, a method for producing the same, a method for producing a prenylflavonoid monoglycoside in which one hexose has been bonded to isoxanthohumol or 8-prenylnaringenin, a method for improving the water-solubility of prenylflavonoids, a method for reducing the bitterness of prenylflavonoids, a method for improving the stability of prenylflavonoids, and the like. The present invention relates to a prenylflavonoid glycoside represented by general formula (1). (In general formula (1), R represents a methyl group or a hydrogen atom, X represents a hexose residue, and n represents an integer of 2-10. The 2-10 hexose residues may be the same or different.)
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Inventors:
OCHIAI MISA (JP)
ONO EIICHIRO (JP)
FUKUI YUKO (JP)
FUJII KEIZO (JP)
ONO EIICHIRO (JP)
FUKUI YUKO (JP)
FUJII KEIZO (JP)
Application Number:
PCT/JP2020/046738
Publication Date:
July 01, 2021
Filing Date:
December 15, 2020
Export Citation:
Assignee:
SUNTORY HOLDINGS LTD (JP)
International Classes:
A61P3/00; A23K20/121; A23K20/163; A23L2/00; A23L2/42; A23L2/52; A61K8/00; A61K8/60; A61K31/7048; A61K47/61; A61P35/00; C07H17/07; C08B37/00; C12N15/54; C12P7/22; C12P19/44
Domestic Patent References:
| WO2018151156A1 | 2018-08-23 |
Foreign References:
| JP2009046414A | 2009-03-05 |
Other References:
SHALASHVILI K G; SUTIASHVILI M G; ALANIYA M D; KAVTARADZE N S; SKHIRTLADZE A V: "Flavanonol glycosides from leaves of Phellodendron lavallei introduced in Georgia", CHEMISTRY OF NATURAL COMPOUNDS., CONSULTANTS BUREAU, NEW YORK, NY, US, 1 February 2018 (2018-02-01), US , pages 263 - 266, XP018531643, ISSN: 0009-3130
TRONINA TOMASZ; BARTMAŃSKA AGNIESZKA; MILCZAREK MAGDALENA; WIETRZYK JOANNA; POPŁOŃSKI JAROSŁAW; R&OACU: "Antioxidant and antiproliferative activity of glycosides obtained by biotransformation of xanthohumol", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 23, no. 7, 15 February 2013 (2013-02-15), AMSTERDAM, NL , pages 1957 - 1960, XP028997325, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2013.02.031
HYUN JUNG KIM, IK-SOO LEE: "Microbial Metabolism of the Prenylated Chalcone Xanthohumol", JOURNAL OF NATURAL PRODUCTS, AMERICAN CHEMICAL SOCIETY, US, vol. 69, no. 10, 1 October 2006 (2006-10-01), US , pages 1522 - 1524, XP055369850, ISSN: 0163-3864, DOI: 10.1021/np060310g
DATABASE UniProtKB 11 December 2013 (2013-12-11), ANONYMOUS: "RecName: Full=Isoflavone 7-0-glucosyltransferase 1; AltName: Full=UDP-glucose:isoflavone 7-0- glucosyltransferase ; Flags: Precursor.", XP055837942, retrieved from UniProtKB Database accession no. A6BM07
TRONINA TOMASZ; BARTMAŃSKA AGNIESZKA; MILCZAREK MAGDALENA; WIETRZYK JOANNA; POPŁOŃSKI JAROSŁAW; R&OACU: "Antioxidant and antiproliferative activity of glycosides obtained by biotransformation of xanthohumol", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 23, no. 7, 15 February 2013 (2013-02-15), AMSTERDAM, NL , pages 1957 - 1960, XP028997325, ISSN: 0960-894X, DOI: 10.1016/j.bmcl.2013.02.031
HYUN JUNG KIM, IK-SOO LEE: "Microbial Metabolism of the Prenylated Chalcone Xanthohumol", JOURNAL OF NATURAL PRODUCTS, AMERICAN CHEMICAL SOCIETY, US, vol. 69, no. 10, 1 October 2006 (2006-10-01), US , pages 1522 - 1524, XP055369850, ISSN: 0163-3864, DOI: 10.1021/np060310g
DATABASE UniProtKB 11 December 2013 (2013-12-11), ANONYMOUS: "RecName: Full=Isoflavone 7-0-glucosyltransferase 1; AltName: Full=UDP-glucose:isoflavone 7-0- glucosyltransferase ; Flags: Precursor.", XP055837942, retrieved from UniProtKB Database accession no. A6BM07
Attorney, Agent or Firm:
YASUTOMI & ASSOCIATES (JP)
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