JP2018507175A5 - - Google Patents
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- Publication number
- JP2018507175A5 JP2018507175A5 JP2017535086A JP2017535086A JP2018507175A5 JP 2018507175 A5 JP2018507175 A5 JP 2018507175A5 JP 2017535086 A JP2017535086 A JP 2017535086A JP 2017535086 A JP2017535086 A JP 2017535086A JP 2018507175 A5 JP2018507175 A5 JP 2018507175A5
- Authority
- JP
- Japan
- Prior art keywords
- hexane
- ethyl acetate
- fractions
- silica gel
- mobile phase
- 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
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 117
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 77
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 48
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 45
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 24
- 239000000243 solution Substances 0.000 claims description 24
- 238000010828 elution Methods 0.000 claims description 21
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 17
- 239000000741 silica gel Substances 0.000 claims description 17
- 229910002027 silica gel Inorganic materials 0.000 claims description 17
- 238000010898 silica gel chromatography Methods 0.000 claims description 16
- 238000003820 Medium-pressure liquid chromatography Methods 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 14
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 12
- 235000019253 formic acid Nutrition 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 241001486992 Taiwanofungus camphoratus Species 0.000 claims description 9
- 230000014759 maintenance of location Effects 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 238000000746 purification Methods 0.000 claims description 6
- 230000004071 biological effect Effects 0.000 claims description 5
- 238000010829 isocratic elution Methods 0.000 claims description 5
- 239000013067 intermediate product Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000000047 product Substances 0.000 claims description 4
- 230000000975 bioactive effect Effects 0.000 claims description 3
- 238000004440 column chromatography Methods 0.000 claims description 3
- 239000002035 hexane extract Substances 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 238000004007 reversed phase HPLC Methods 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 238000003828 vacuum filtration Methods 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000000872 buffer Substances 0.000 claims description 2
- 230000005907 cancer growth Effects 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 claims description 2
- 239000003480 eluent Substances 0.000 claims description 2
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 239000002953 phosphate buffered saline Substances 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- 229920005989 resin Polymers 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 11
- 206010028980 Neoplasm Diseases 0.000 claims 4
- 201000011510 cancer Diseases 0.000 claims 4
- 238000002360 preparation method Methods 0.000 claims 4
- 206010009944 Colon cancer Diseases 0.000 claims 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims 2
- 201000007270 liver cancer Diseases 0.000 claims 2
- 208000014018 liver neoplasm Diseases 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 208000003174 Brain Neoplasms Diseases 0.000 claims 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 208000029742 colonic neoplasm Diseases 0.000 claims 1
- 239000007884 disintegrant Substances 0.000 claims 1
- 239000002552 dosage form Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 239000003205 fragrance Substances 0.000 claims 1
- 239000003349 gelling agent Substances 0.000 claims 1
- 238000010253 intravenous injection Methods 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- 239000002674 ointment Substances 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 claims 1
- 230000002335 preservative effect Effects 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 238000010254 subcutaneous injection Methods 0.000 claims 1
- 239000007929 subcutaneous injection Substances 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 239000000375 suspending agent Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- 230000033115 angiogenesis Effects 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462098177P | 2014-12-30 | 2014-12-30 | |
| US62/098,177 | 2014-12-30 | ||
| PCT/CN2015/099894 WO2016107582A1 (en) | 2014-12-30 | 2015-12-30 | Compounds from antrodia camphorata, method for preparing the same and use thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018507175A JP2018507175A (ja) | 2018-03-15 |
| JP2018507175A5 true JP2018507175A5 (enExample) | 2021-03-18 |
| JP6896630B2 JP6896630B2 (ja) | 2021-06-30 |
Family
ID=56163420
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017535086A Active JP6896630B2 (ja) | 2014-12-30 | 2015-12-30 | 牛樟芝化合物、その製造方法及び用途 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US9884801B2 (enExample) |
| EP (1) | EP3240772B1 (enExample) |
| JP (1) | JP6896630B2 (enExample) |
| CN (1) | CN105732381B (enExample) |
| ES (1) | ES2869904T3 (enExample) |
| MY (1) | MY173104A (enExample) |
| PL (1) | PL3240772T3 (enExample) |
| TW (1) | TWI648257B (enExample) |
| WO (1) | WO2016107582A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106063800B (zh) * | 2016-08-01 | 2020-02-18 | 上海交通大学 | 牛樟芝在抗前列腺增生药物中的应用 |
| ES2941463T3 (es) | 2016-11-18 | 2023-05-23 | Golden Biotechnology Corp | Composiciones para el tratamiento de la dermatitis atópica |
| CN108409571A (zh) * | 2018-03-23 | 2018-08-17 | 中国药科大学 | 从金刚纂中提取的用于治疗癌症的化合物 |
| WO2020176436A1 (en) * | 2019-02-25 | 2020-09-03 | Arjil Biotech Holding Company Limited | Method and composition for inhibiting virus infection |
| CN113831221B (zh) * | 2021-09-18 | 2023-04-07 | 云南民族大学 | 一种倍半萜类化合物及其制备方法与应用 |
| CN114487252B (zh) * | 2021-12-28 | 2024-03-26 | 陕西嘉禾生物科技股份有限公司 | 一种用于区别牛樟芝和牛樟木的薄层色谱鉴别方法 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6247838B1 (en) | 1998-11-24 | 2001-06-19 | The Boc Group, Inc. | Method for producing a liquid mixture having a predetermined concentration of a specified component |
| US7531627B2 (en) | 2003-12-19 | 2009-05-12 | Po-Jung Chien | Protein ACA1 of Antrodia camphorata |
| US7109232B2 (en) | 2004-03-08 | 2006-09-19 | Simpson Biotech Co., Ltd. | Compounds from Antrodia camphorata having anti-inflammatory and anti-tumor activity |
| EP1634877B1 (en) | 2004-08-17 | 2011-06-22 | Simpson Biotech Co., Ltd. | Mixture and compounds from mycelia of antrodia camphorata and use thereof |
| US7601854B2 (en) | 2006-10-25 | 2009-10-13 | Kang Jian Biotech Corp., Ltd. | Diterpenes from the fruiting body of Antrodia camphorata and pharmaceutical compositions thereof |
| TW200829234A (en) * | 2007-01-08 | 2008-07-16 | Golden Biotechnology Corp | Antrodia camphorata isophorone extract |
| TW200918498A (en) * | 2007-10-19 | 2009-05-01 | Golden Biotechnology Corp | Novel compound isolated from Antrodia camphorate extracts |
| CN101417934B (zh) * | 2007-10-24 | 2012-04-18 | 国鼎生物科技股份有限公司 | 分离自牛樟芝萃取物的化合物 |
| TW201000112A (en) | 2008-06-18 | 2010-01-01 | Mackay Memorial Hospital | Use of dehydrosulphurenic acid for inhibiting the growth of cancer cells |
| US8309611B2 (en) * | 2010-09-20 | 2012-11-13 | Golden Biotechnology Corporation | Methods and compositions for treating lung cancer |
| CN103796647A (zh) * | 2011-06-10 | 2014-05-14 | 国鼎生物科技股份有限公司 | 用于治疗脑癌的方法和组合物 |
| CN103570531A (zh) * | 2012-07-25 | 2014-02-12 | 丽丰实业股份有限公司 | 樟芝菌丝体的化合物及其用途 |
| JP5908002B2 (ja) * | 2013-03-20 | 2016-04-26 | 卉菱 曽 | ベニクスノキタケに含まれる化合物及びその用途 |
| TWI583376B (zh) * | 2013-03-20 | 2017-05-21 | 曾卉菱 | Compounds isolated from Antelroxicus and their use |
| CN104177240B (zh) * | 2013-05-28 | 2016-10-19 | 曾卉菱 | 分离自牛樟芝的化合物、萃取物及其用途 |
| CN104211627A (zh) * | 2013-05-29 | 2014-12-17 | 曾卉菱 | 牛樟芝化合物、萃取物及其用途 |
| US9249117B2 (en) * | 2014-05-20 | 2016-02-02 | Hui Ling Tseng | Use of compounds from Antrodia camphorata in manufacturing medicaments for treating kidney diseases |
-
2015
- 2015-12-30 PL PL15875258T patent/PL3240772T3/pl unknown
- 2015-12-30 TW TW104144385A patent/TWI648257B/zh active
- 2015-12-30 CN CN201511023602.XA patent/CN105732381B/zh active Active
- 2015-12-30 ES ES15875258T patent/ES2869904T3/es active Active
- 2015-12-30 MY MYPI2017702368A patent/MY173104A/en unknown
- 2015-12-30 EP EP15875258.4A patent/EP3240772B1/en active Active
- 2015-12-30 US US14/984,442 patent/US9884801B2/en active Active
- 2015-12-30 JP JP2017535086A patent/JP6896630B2/ja active Active
- 2015-12-30 WO PCT/CN2015/099894 patent/WO2016107582A1/en not_active Ceased
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