JP7035036B2 - 後発酵茶由来の新規なケンペロール系化合物 - Google Patents
後発酵茶由来の新規なケンペロール系化合物 Download PDFInfo
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- JP7035036B2 JP7035036B2 JP2019518927A JP2019518927A JP7035036B2 JP 7035036 B2 JP7035036 B2 JP 7035036B2 JP 2019518927 A JP2019518927 A JP 2019518927A JP 2019518927 A JP2019518927 A JP 2019518927A JP 7035036 B2 JP7035036 B2 JP 7035036B2
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- 0 CC(C(*C1C2O)C(C3O)OC1OC(CO)C2O)OC3OCC(C(C(C1OC(C=Cc(cc2)ccc2O)=O)O)O)OC1OC1=C(c(cc2)ccc2O)Oc2cc(O)cc(O)c2C1=O Chemical compound CC(C(*C1C2O)C(C3O)OC1OC(CO)C2O)OC3OCC(C(C(C1OC(C=Cc(cc2)ccc2O)=O)O)O)OC1OC1=C(c(cc2)ccc2O)Oc2cc(O)cc(O)c2C1=O 0.000 description 2
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
- C07H17/07—Benzo[b]pyran-4-ones
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/82—Theaceae (Tea family), e.g. camellia
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
- C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin
Description
緑茶(Camellia sinensis var. Yabukita)葉で作った緑茶に水を添加して水分含量を40質量%に調整した。これにバチルス・サブチリス(Bacillus subtillis)5×106cfu/gを接種し、50℃で3日間醗酵させた後に80℃で4日間醗酵させた。
前記後発酵茶試料150gをアセトンで分画してカテキン誘導体及びカフェインを除去し、他の化合物が濃縮された可溶物を収得した。前記アセトン可溶物40gに対し一次的にシリカゲルコラムクロマトグラフィーを利用して、クロロホルム:メタノールの5:1(v/v)混合物を溶媒として分画物を得た。
ケンペロール3-O-[2-O’’-(E)-p-クマロイル][β-D-グルコピラノシル-(1→3)-O-α-L-ラムノピラノシル-(1→6)-O-β-D-グルコピラノシド]の化学式及びNMRデータは以下のとおりである。
前記ケンペロール3-O-[2-O’’-(E)-p-クマロイル][β-D-グルコピラノシル-(1→3)-O-α-L-ラムノピラノシル-(1→6)-O-β-D-グルコピラノシド]のベータ-アミロイド凝集阻害効果を蛍光分析法(Thioflavin T assay)で確認した。
前記ケンペロール3-O-[2-O’’-(E)-p-クマロイル][β-D-グルコピラノシル-(1→3)-O-α-L-ラムノピラノシル-(1→6)-O-β-D-グルコピラノシド]の皮膚累積刺激性の有無を確認し、皮膚に使用できる濃度範囲を算出するために、HRIPT(Human repeated insult patch tests)を実施した。
Claims (2)
- ケンペロール3-O-[2-O’’-(E)-p-クマロイル][β-D-グルコピラノシル-(1→3)-O-α-L-ラムノピラノシル-(1→6)-O-β-D-グルコピラノシド](Kaempferol3-O-[2-O’’-(E)-p-coumaroyl][beta-D-glucopyranosyl-(1→3)-O-alpha-L-rhamnopyranosyl-(1→6)-O-beta-D-glucopyranoside])である化合物、その薬学的に許容可能な塩、その水和物、又はその溶媒和物。
- 請求項1に記載の化合物、その薬学的に許容可能な塩、その水和物又はその溶媒和物の製造方法であって、
緑茶を醗酵させた後に、前記化合物が醗酵させた緑茶から分離され、
前記醗酵は、後発酵方式であり、
前記後発酵は、バチルス・サブチリス株の接種により行われる、
製造方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020160135301A KR102635193B1 (ko) | 2016-10-18 | 2016-10-18 | 후발효차 유래의 신규한 캄페롤계 화합물 |
KR10-2016-0135301 | 2016-10-18 | ||
PCT/KR2017/011250 WO2018074776A1 (ko) | 2016-10-18 | 2017-10-12 | 후발효차 유래의 신규한 캄페롤계 화합물 |
Publications (2)
Publication Number | Publication Date |
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JP2020500154A JP2020500154A (ja) | 2020-01-09 |
JP7035036B2 true JP7035036B2 (ja) | 2022-03-14 |
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JP2019518927A Active JP7035036B2 (ja) | 2016-10-18 | 2017-10-12 | 後発酵茶由来の新規なケンペロール系化合物 |
Country Status (5)
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US (1) | US10882882B2 (ja) |
JP (1) | JP7035036B2 (ja) |
KR (1) | KR102635193B1 (ja) |
CN (1) | CN109863159B (ja) |
WO (1) | WO2018074776A1 (ja) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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KR102635193B1 (ko) | 2016-10-18 | 2024-02-13 | (주)아모레퍼시픽 | 후발효차 유래의 신규한 캄페롤계 화합물 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
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KR100975199B1 (ko) | 2007-11-30 | 2010-08-10 | (주)아모레퍼시픽 | 발효녹차의 제조방법 및 제조된 발효녹차 |
KR102635193B1 (ko) | 2016-10-18 | 2024-02-13 | (주)아모레퍼시픽 | 후발효차 유래의 신규한 캄페롤계 화합물 |
-
2016
- 2016-10-18 KR KR1020160135301A patent/KR102635193B1/ko active IP Right Grant
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2017
- 2017-10-12 CN CN201780064686.2A patent/CN109863159B/zh active Active
- 2017-10-12 WO PCT/KR2017/011250 patent/WO2018074776A1/ko active Application Filing
- 2017-10-12 JP JP2019518927A patent/JP7035036B2/ja active Active
- 2017-10-12 US US16/340,920 patent/US10882882B2/en active Active
Non-Patent Citations (1)
Title |
---|
HSIEH,S. et al,Identification of biosynthetic intermediates of teaghrelins and teaghrelin-likecompounds in oolong teas, and their molecular docking to the ghrelin receptor,Journal of Food and Drug Analysis,2015年,Vol.23, No.4,pp.660-670 |
Also Published As
Publication number | Publication date |
---|---|
US20190284223A1 (en) | 2019-09-19 |
CN109863159B (zh) | 2023-04-04 |
US10882882B2 (en) | 2021-01-05 |
KR20180042752A (ko) | 2018-04-26 |
CN109863159A (zh) | 2019-06-07 |
WO2018074776A1 (ko) | 2018-04-26 |
JP2020500154A (ja) | 2020-01-09 |
KR102635193B1 (ko) | 2024-02-13 |
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