Title:
ORGANIC ACID GLYCOSIDE CONTAINED IN COFFEE BEANS
Document Type and Number:
WIPO Patent Application WO/2015/050240
Kind Code:
A1
Abstract:
The present invention provides a novel organic acid glycoside that is present in coffee beans and a use thereof. Provided is a compound having a structure represented by formula (1) [in the formula, R1-R7 are each selected independently from a group consisting of H, OH, NH2, OCH3, OC(O)CH3, and NHCOCH3, and A is selected from C1-C6 alkyl groups and C1-C6 alkenyl groups and the C1-C6 alkyls and C1-C6 alkenyls may be substituted with a methyl or ethyl group].
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Inventors:
NAKAHARA KOICHI (JP)
IWASA KEIKO (JP)
IWASA KEIKO (JP)
Application Number:
PCT/JP2014/076522
Publication Date:
April 09, 2015
Filing Date:
October 03, 2014
Export Citation:
Assignee:
SUNTORY HOLDINGS LTD (JP)
International Classes:
C07H15/04; A23F5/10; A23L27/10
Foreign References:
| JP2001524484A | 2001-12-04 | |||
| JP2009219488A | 2009-10-01 | |||
| JP2004081053A | 2004-03-18 | |||
| JP2003212782A | 2003-07-30 |
Other References:
AKIHISA TOSHIHIRO ET AL.: "Melanogenesis- Inhibitory Saccharide Fatty Acid Esters and Other Constituents of the Fruits of Morinda citrifolia (Noni", CHEMISTRY & BIODIVERSITY, vol. 9, no. 6, 2012, pages 1172 - 1187, XP055338071
MORIKAWA TOSHIO ET AL.: "Medicinal flowers. XXX. Eight new glycosides, everlastosides F-M, from the flowers of Helichrysum arenarium", CHEMICAL & PHARMACEUTICAL BULLETIN, vol. 57, no. 8, 2009, pages 853 - 859, XP055228192
DE K. K. ET AL.: "Acid hydrolysis of glycosides. III. Hydrolysis of O-methylated glucosides and disaccharides", CARBOHYDRATE RESEARCH, vol. 4, no. 1, 1967, pages 72 - 77, XP055338119
YU YANG ET AL.: "Monoterpenoids from the Fruit of Gardenia jasminoides", HELVETICA CHIMICA ACTA, vol. 93, no. 4, 2010, pages 763 - 771, XP055338124
NIRMOLENDU ROY ET AL.: "Synthesis of three fully acetylated aldobiouronic acid methyl esters, including 6-O-(methyl 2,3,4-tri-O- acetyl-alpha-D-glycopyranosyluronate)tetra-O- acetyl-beta-D-glycopyranose", JOURNAL OF ORGANIC CHEMISTRY, vol. 33, no. 4, April 1968 (1968-04-01), pages 1559 - 1562, XP055338126
ASPINALL GERALD O. ET AL.: "Base-catalyzed degradations of carbohydrates. VII. Alkaline degradation of 3,6-di-O-substituted hexoses", CANADIAN JOURNAL OF CHEMISTRY, vol. 53, no. 14, 1975, pages 2171 - 2177, XP055338128
BOSSO CLAUDE ET AL.: "Use of carbon-13 in mass spectrometry. Study of the fragmentation of disaccharides", ORGANIC MASS SPECTROMETRY, vol. 13, no. 8, 1978, pages 477 - 482, XP055342736
EXCOFFIER GERARD ET AL.: "Synthesis of oligosaccharides on a polymeric support. VII. Stereospecificity of glycosylation reactions: synthesis of isomaltose", CARBOHYDRATE RESEARCH, vol. 46, no. 2, 1976, pages 215 - 226, XP055338181
B. WECKERLE; G.TOTH; P,SCHREIRE, EUR FOOD RES TECHNOL, vol. 216, 2003, pages 6 - 10
HANS GERHARD MAIER; HELGA WEWETZER, Z. LEBENSM. UNTERS. FORSCH, vol. 167, 1978, pages 105 - 107
BRADBURY A.G.W.; BALZER H.H., COLLOQ. 18TH SCI. INT. CAFE, 1999, pages 71 - 77
BERNHARD WECKERLE; TAMAS GATI; GABOR TOTH; PETER SCHREIER, PHYTOCHEMISTRY, vol. 60, 2002, pages 409 - 414
MORIKAWA TOSHIO ET AL.: "Medicinal flowers. XXX. Eight new glycosides, everlastosides F-M, from the flowers of Helichrysum arenarium", CHEMICAL & PHARMACEUTICAL BULLETIN, vol. 57, no. 8, 2009, pages 853 - 859, XP055228192
DE K. K. ET AL.: "Acid hydrolysis of glycosides. III. Hydrolysis of O-methylated glucosides and disaccharides", CARBOHYDRATE RESEARCH, vol. 4, no. 1, 1967, pages 72 - 77, XP055338119
YU YANG ET AL.: "Monoterpenoids from the Fruit of Gardenia jasminoides", HELVETICA CHIMICA ACTA, vol. 93, no. 4, 2010, pages 763 - 771, XP055338124
NIRMOLENDU ROY ET AL.: "Synthesis of three fully acetylated aldobiouronic acid methyl esters, including 6-O-(methyl 2,3,4-tri-O- acetyl-alpha-D-glycopyranosyluronate)tetra-O- acetyl-beta-D-glycopyranose", JOURNAL OF ORGANIC CHEMISTRY, vol. 33, no. 4, April 1968 (1968-04-01), pages 1559 - 1562, XP055338126
ASPINALL GERALD O. ET AL.: "Base-catalyzed degradations of carbohydrates. VII. Alkaline degradation of 3,6-di-O-substituted hexoses", CANADIAN JOURNAL OF CHEMISTRY, vol. 53, no. 14, 1975, pages 2171 - 2177, XP055338128
BOSSO CLAUDE ET AL.: "Use of carbon-13 in mass spectrometry. Study of the fragmentation of disaccharides", ORGANIC MASS SPECTROMETRY, vol. 13, no. 8, 1978, pages 477 - 482, XP055342736
EXCOFFIER GERARD ET AL.: "Synthesis of oligosaccharides on a polymeric support. VII. Stereospecificity of glycosylation reactions: synthesis of isomaltose", CARBOHYDRATE RESEARCH, vol. 46, no. 2, 1976, pages 215 - 226, XP055338181
B. WECKERLE; G.TOTH; P,SCHREIRE, EUR FOOD RES TECHNOL, vol. 216, 2003, pages 6 - 10
HANS GERHARD MAIER; HELGA WEWETZER, Z. LEBENSM. UNTERS. FORSCH, vol. 167, 1978, pages 105 - 107
BRADBURY A.G.W.; BALZER H.H., COLLOQ. 18TH SCI. INT. CAFE, 1999, pages 71 - 77
BERNHARD WECKERLE; TAMAS GATI; GABOR TOTH; PETER SCHREIER, PHYTOCHEMISTRY, vol. 60, 2002, pages 409 - 414
Attorney, Agent or Firm:
ONO, Shinjiro et al. (JP)
Ono Shinjiro (JP)
Ono Shinjiro (JP)
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