JP2014237635A5 - - Google Patents
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- Publication number
- JP2014237635A5 JP2014237635A5 JP2014097762A JP2014097762A JP2014237635A5 JP 2014237635 A5 JP2014237635 A5 JP 2014237635A5 JP 2014097762 A JP2014097762 A JP 2014097762A JP 2014097762 A JP2014097762 A JP 2014097762A JP 2014237635 A5 JP2014237635 A5 JP 2014237635A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- represented
- production method
- kaempferol
- caffeoyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 claims 17
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 claims 11
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 claims 8
- IYRMWMYZSQPJKC-UHFFFAOYSA-N kaempferol Chemical compound C1=CC(O)=CC=C1C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 IYRMWMYZSQPJKC-UHFFFAOYSA-N 0.000 claims 8
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 claims 6
- 230000003013 cytotoxicity Effects 0.000 claims 6
- 231100000135 cytotoxicity Toxicity 0.000 claims 6
- 239000000126 substance Substances 0.000 claims 6
- JATBXVRRSYYPIL-SKGLXBPESA-N (3'R,4'R)-3'-Epoxyangeloyloxy-4'-acetoxy-3',4'-dihydroseselin Chemical compound CC1OC1(C)C(=O)O[C@H]1C(C)(C)OC(C=CC2=C3OC(=O)C=C2)=C3[C@H]1OC(C)=O JATBXVRRSYYPIL-SKGLXBPESA-N 0.000 claims 5
- JATBXVRRSYYPIL-UHFFFAOYSA-N isoepoxypteryxin Natural products CC1OC1(C)C(=O)OC1C(C)(C)OC(C=CC2=C3OC(=O)C=C2)=C3C1OC(C)=O JATBXVRRSYYPIL-UHFFFAOYSA-N 0.000 claims 5
- 230000000324 neuroprotective effect Effects 0.000 claims 5
- MQVRGDZCYDEQML-UHFFFAOYSA-N Astragalin Natural products C1=CC(OC)=CC=C1C1=C(OC2C(C(O)C(O)C(CO)O2)O)C(=O)C2=C(O)C=C(O)C=C2O1 MQVRGDZCYDEQML-UHFFFAOYSA-N 0.000 claims 4
- UBSCDKPKWHYZNX-UHFFFAOYSA-N Demethoxycapillarisin Natural products C1=CC(O)=CC=C1OC1=CC(=O)C2=C(O)C=C(O)C=C2O1 UBSCDKPKWHYZNX-UHFFFAOYSA-N 0.000 claims 4
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 claims 4
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 claims 4
- HOUHSBKVSRPPGO-UHFFFAOYSA-N UNPD177615 Natural products OCC(O)C1OC(OC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)cc4)C(O)C1O HOUHSBKVSRPPGO-UHFFFAOYSA-N 0.000 claims 4
- 235000008777 kaempferol Nutrition 0.000 claims 4
- JPUKWEQWGBDDQB-QSOFNFLRSA-N kaempferol 3-O-beta-D-glucoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C(C=2C=CC(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O JPUKWEQWGBDDQB-QSOFNFLRSA-N 0.000 claims 4
- ZZZILDYSXRHUNY-UHFFFAOYSA-N kaempferol-3-O-glucoside Natural products OC1OC(COC2=C(Oc3cc(O)cc(O)c3C2=O)c4ccc(O)cc4)C(O)C(O)C1O ZZZILDYSXRHUNY-UHFFFAOYSA-N 0.000 claims 4
- UXOUKMQIEVGVLY-UHFFFAOYSA-N morin Natural products OC1=CC(O)=CC(C2=C(C(=O)C3=C(O)C=C(O)C=C3O2)O)=C1 UXOUKMQIEVGVLY-UHFFFAOYSA-N 0.000 claims 4
- 235000005875 quercetin Nutrition 0.000 claims 4
- 229960001285 quercetin Drugs 0.000 claims 4
- 239000002126 C01EB10 - Adenosine Substances 0.000 claims 3
- 229960005305 adenosine Drugs 0.000 claims 3
- HFSACQSILLSUII-VXRRTDEQSA-N alpha-glutinol Chemical compound C([C@@H]1[C@@]2(C)CC[C@@]3(C)CCC(C[C@H]3[C@]2(C)CC[C@]11C)(C)C)C=C2[C@H]1CC[C@@H](O)C2(C)C HFSACQSILLSUII-VXRRTDEQSA-N 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 230000000694 effects Effects 0.000 claims 3
- OLWSWWUSGLHFEB-UHFFFAOYSA-N glutinol Natural products CC1C(O)CCC2C1=CCC3C2(C)CCC4(C)C5CC(C)(C)CCC5(C)CCC34C OLWSWWUSGLHFEB-UHFFFAOYSA-N 0.000 claims 3
- IQPNAANSBPBGFQ-UHFFFAOYSA-N luteolin Chemical compound C=1C(O)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(O)C(O)=C1 IQPNAANSBPBGFQ-UHFFFAOYSA-N 0.000 claims 3
- LRDGATPGVJTWLJ-UHFFFAOYSA-N luteolin Natural products OC1=CC(O)=CC(C=2OC3=CC(O)=CC(O)=C3C(=O)C=2)=C1 LRDGATPGVJTWLJ-UHFFFAOYSA-N 0.000 claims 3
- 235000009498 luteolin Nutrition 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- 102000012440 Acetylcholinesterase Human genes 0.000 claims 2
- 108010022752 Acetylcholinesterase Proteins 0.000 claims 2
- 102000013455 Amyloid beta-Peptides Human genes 0.000 claims 2
- 108010090849 Amyloid beta-Peptides Proteins 0.000 claims 2
- JMGZEFIQIZZSBH-UHFFFAOYSA-N Bioquercetin Natural products CC1OC(OCC(O)C2OC(OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5)C(O)C2O)C(O)C(O)C1O JMGZEFIQIZZSBH-UHFFFAOYSA-N 0.000 claims 2
- 244000000626 Daucus carota Species 0.000 claims 2
- 235000002767 Daucus carota Nutrition 0.000 claims 2
- 241000196324 Embryophyta Species 0.000 claims 2
- RTATXGUCZHCSNG-TYSPDFDMSA-N Kaempferol-3-O-rutinoside Natural products OC1[C@H](O)[C@@H](O)C(C)O[C@H]1OCC1[C@@H](O)[C@@H](O)C(O)[C@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=CC(O)=CC=2)=O)O1 RTATXGUCZHCSNG-TYSPDFDMSA-N 0.000 claims 2
- RTATXGUCZHCSNG-QHWHWDPRSA-N Nicotiflorin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=CC(O)=CC=2)=O)O1 RTATXGUCZHCSNG-QHWHWDPRSA-N 0.000 claims 2
- 229940022698 acetylcholinesterase Drugs 0.000 claims 2
- FSLPMRQHCOLESF-UHFFFAOYSA-N alpha-amyrenol Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C)CCC(C)C(C)C5C4=CCC3C21C FSLPMRQHCOLESF-UHFFFAOYSA-N 0.000 claims 2
- JFSHUTJDVKUMTJ-QHPUVITPSA-N beta-amyrin Chemical compound C1C[C@H](O)C(C)(C)[C@@H]2CC[C@@]3(C)[C@]4(C)CC[C@@]5(C)CCC(C)(C)C[C@H]5C4=CC[C@@H]3[C@]21C JFSHUTJDVKUMTJ-QHPUVITPSA-N 0.000 claims 2
- QQFMRPIKDLHLKB-UHFFFAOYSA-N beta-amyrin Natural products CC1C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)C QQFMRPIKDLHLKB-UHFFFAOYSA-N 0.000 claims 2
- PDNLMONKODEGSE-UHFFFAOYSA-N beta-amyrin acetate Natural products CC(=O)OC1CCC2(C)C(CCC3(C)C4(C)CCC5(C)CCC(C)(C)CC5C4=CCC23C)C1(C)C PDNLMONKODEGSE-UHFFFAOYSA-N 0.000 claims 2
- 231100000433 cytotoxic Toxicity 0.000 claims 2
- 230000001472 cytotoxic effect Effects 0.000 claims 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 239000004090 neuroprotective agent Substances 0.000 claims 2
- RTATXGUCZHCSNG-ZFDPGQBLSA-N nicotiflorin Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](OC2=C(c3ccc(O)cc3)Oc3c(c(O)cc(O)c3)C2=O)O1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](C)O1 RTATXGUCZHCSNG-ZFDPGQBLSA-N 0.000 claims 2
- RTATXGUCZHCSNG-UHFFFAOYSA-N nicotiflorine Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=CC(O)=CC=2)=O)O1 RTATXGUCZHCSNG-UHFFFAOYSA-N 0.000 claims 2
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims 1
- BJCPCZHBNKBBBO-MVVFOYDKSA-N (3R,5R)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid Chemical compound O[C@@H]1CC(O)(C([C@@H](O)C1O)C(=O)\C=C\c1ccc(O)c(O)c1)C(O)=O BJCPCZHBNKBBBO-MVVFOYDKSA-N 0.000 claims 1
- 229940100578 Acetylcholinesterase inhibitor Drugs 0.000 claims 1
- 241000208173 Apiaceae Species 0.000 claims 1
- 235000021314 Palmitic acid Nutrition 0.000 claims 1
- OVVGHDNPYGTYIT-ROUHPGRKSA-N alpha-L-Rhap-(1->6)-D-Glcp Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)C(O)O1 OVVGHDNPYGTYIT-ROUHPGRKSA-N 0.000 claims 1
- 239000000544 cholinesterase inhibitor Substances 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 0 CC1O*1(C)C(OC([C@](C1)C(C=O)=O)C(C)(C)OC1=CC=C(C=CC(O1)=O)C1=*)=O Chemical compound CC1O*1(C)C(OC([C@](C1)C(C=O)=O)C(C)(C)OC1=CC=C(C=CC(O1)=O)C1=*)=O 0.000 description 3
- XFAOYBPOGKCEOV-UHFFFAOYSA-N CC1c(c(O)cc(O)c2)c2OC(c(cc2)cc(O)c2O)=C1 Chemical compound CC1c(c(O)cc(O)c2)c2OC(c(cc2)cc(O)c2O)=C1 XFAOYBPOGKCEOV-UHFFFAOYSA-N 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2014097762A JP5988058B2 (ja) | 2013-05-09 | 2014-05-09 | 生産方法及び神経保護剤 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013099714 | 2013-05-09 | ||
| JP2013099714 | 2013-05-09 | ||
| JP2014097762A JP5988058B2 (ja) | 2013-05-09 | 2014-05-09 | 生産方法及び神経保護剤 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014237635A JP2014237635A (ja) | 2014-12-18 |
| JP2014237635A5 true JP2014237635A5 (enExample) | 2016-04-14 |
| JP5988058B2 JP5988058B2 (ja) | 2016-09-07 |
Family
ID=52135148
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014097762A Expired - Fee Related JP5988058B2 (ja) | 2013-05-09 | 2014-05-09 | 生産方法及び神経保護剤 |
| JP2014097760A Expired - Fee Related JP6065289B2 (ja) | 2013-05-09 | 2014-05-09 | 抽出方法、美白化粧品を生産する方法及びヘアケア製品を生産する方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014097760A Expired - Fee Related JP6065289B2 (ja) | 2013-05-09 | 2014-05-09 | 抽出方法、美白化粧品を生産する方法及びヘアケア製品を生産する方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (2) | JP5988058B2 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017096049A1 (en) | 2015-12-03 | 2017-06-08 | The University Of North Carolina At Pembroke | Materials for cathepsin b enhancement and methods of use |
| JP2017066145A (ja) * | 2016-10-07 | 2017-04-06 | 国立大学法人九州大学 | 毛母細胞増殖促進剤、毛乳頭細胞増殖促進剤、脱毛症の外用薬及び脱毛症の外用薬の生産方法 |
| JP6417514B2 (ja) * | 2017-09-13 | 2018-11-07 | 国立大学法人九州大学 | ヘアケア製品の生産方法、毛母細胞増殖促進剤、毛乳頭細胞増殖促進剤及びメラニン生成促進剤 |
| JP7089755B2 (ja) * | 2018-08-10 | 2022-06-23 | 株式会社東洋マテリアル | アセチルコリンエステラーゼ阻害剤 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60260520A (ja) * | 1984-06-07 | 1985-12-23 | Takagi Koichi | 医薬組成物 |
| JP3122564B2 (ja) * | 1993-08-13 | 2001-01-09 | 丸善製薬株式会社 | ３′（ｒ），４′（ｒ）−３′−エポキシアンゲロイルオキシ−４′−アセトキシ−３′，４′−ジヒドロセセリンの取得方法 |
| JP2007051075A (ja) * | 2005-08-16 | 2007-03-01 | Keio Gijuku | 植物体抽出物調製方法、並びに植物体抽出物及びその用途 |
-
2014
- 2014-05-09 JP JP2014097762A patent/JP5988058B2/ja not_active Expired - Fee Related
- 2014-05-09 JP JP2014097760A patent/JP6065289B2/ja not_active Expired - Fee Related
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