JPS6356881B2 - - Google Patents
Info
- Publication number
- JPS6356881B2 JPS6356881B2 JP58086470A JP8647083A JPS6356881B2 JP S6356881 B2 JPS6356881 B2 JP S6356881B2 JP 58086470 A JP58086470 A JP 58086470A JP 8647083 A JP8647083 A JP 8647083A JP S6356881 B2 JPS6356881 B2 JP S6356881B2
- Authority
- JP
- Japan
- Prior art keywords
- general formula
- proteoglucan
- bonds
- main chain
- branched chains
- 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.)
- Expired
Links
- 240000001080 Grifola frondosa Species 0.000 claims description 15
- 235000007710 Grifola frondosa Nutrition 0.000 claims description 15
- 235000001674 Agaricus brunnescens Nutrition 0.000 claims description 13
- 229920001503 Glucan Polymers 0.000 claims description 10
- 239000002246 antineoplastic agent Substances 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 238000003809 water extraction Methods 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 5
- RJGDLRCDCYRQOQ-UHFFFAOYSA-N anthrone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 RJGDLRCDCYRQOQ-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 description 18
- 150000004676 glycans Chemical class 0.000 description 14
- 229920001282 polysaccharide Polymers 0.000 description 14
- 239000005017 polysaccharide Substances 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 108090000623 proteins and genes Proteins 0.000 description 7
- 102000004169 proteins and genes Human genes 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 206010028980 Neoplasm Diseases 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000002054 transplantation Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000001093 anti-cancer Effects 0.000 description 3
- 229940041181 antineoplastic drug Drugs 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 102000003886 Glycoproteins Human genes 0.000 description 2
- 108090000288 Glycoproteins Proteins 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000009702 cancer cell proliferation Effects 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000002198 insoluble material Substances 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000002195 soluble material Substances 0.000 description 2
- DBTMGCOVALSLOR-DEVYUCJPSA-N (2s,3r,4s,5r,6r)-4-[(2s,3r,4s,5r,6r)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](CO)O[C@H](O)[C@@H]2O)O)O[C@H](CO)[C@H]1O DBTMGCOVALSLOR-DEVYUCJPSA-N 0.000 description 1
- 229920002498 Beta-glucan Polymers 0.000 description 1
- 101710154757 Exo-beta-1,3-glucanase Proteins 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229920001543 Laminarin Polymers 0.000 description 1
- 239000005717 Laminarin Substances 0.000 description 1
- 208000006268 Sarcoma 180 Diseases 0.000 description 1
- 229920005654 Sephadex Polymers 0.000 description 1
- 239000012507 Sephadex™ Substances 0.000 description 1
- 229920002684 Sepharose Polymers 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000002523 gelfiltration Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000002303 glucose derivatives Chemical class 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- WJLUBOLDZCQZEV-UHFFFAOYSA-M hexadecyl(trimethyl)azanium;hydroxide Chemical compound [OH-].CCCCCCCCCCCCCCCC[N+](C)(C)C WJLUBOLDZCQZEV-UHFFFAOYSA-M 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000007928 intraperitoneal injection Substances 0.000 description 1
- 230000007721 medicinal effect Effects 0.000 description 1
- 238000006140 methanolysis reaction Methods 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229940117969 neopentyl glycol Drugs 0.000 description 1
- FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 description 1
- 231100000957 no side effect Toxicity 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 229910021332 silicide Inorganic materials 0.000 description 1
- FVBUAEGBCNSCDD-UHFFFAOYSA-N silicide(4-) Chemical compound [Si-4] FVBUAEGBCNSCDD-UHFFFAOYSA-N 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58086470A JPS59210901A (ja) | 1983-05-17 | 1983-05-17 | プロテオグルカン及びそれからなる抗ガン剤 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58086470A JPS59210901A (ja) | 1983-05-17 | 1983-05-17 | プロテオグルカン及びそれからなる抗ガン剤 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS59210901A JPS59210901A (ja) | 1984-11-29 |
JPS6356881B2 true JPS6356881B2 (fr) | 1988-11-09 |
Family
ID=13887842
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58086470A Granted JPS59210901A (ja) | 1983-05-17 | 1983-05-17 | プロテオグルカン及びそれからなる抗ガン剤 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59210901A (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0500718A1 (fr) * | 1989-11-09 | 1992-09-02 | Byron A Donzis | Extrait de levure insoluble. |
WO2009102008A1 (fr) * | 2008-02-14 | 2009-08-20 | Yukiguni Maitake Co., Ltd. | Substance de faible masse moléculaire provenant du champignon maïtaké et présentant une activité immunostimulante et une activité antitumorale |
Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6058925A (ja) * | 1983-09-09 | 1985-04-05 | Nippon Beet Sugar Mfg Co Ltd | 抗腫瘍活性物質 |
JPS60255733A (ja) * | 1984-05-30 | 1985-12-17 | Nippon Beet Sugar Mfg Co Ltd | β−D−グルカン |
ES2103276T3 (es) * | 1989-09-08 | 1997-09-16 | Alpha Beta Technology | Composicion para la activacion del sistema inmunitario. |
US5622939A (en) * | 1992-08-21 | 1997-04-22 | Alpha-Beta Technology, Inc. | Glucan preparation |
US5811542A (en) * | 1989-09-08 | 1998-09-22 | Alpha-Beta Technology, Inc. | Method for producing soluble glucans |
WO1991003495A1 (fr) * | 1989-09-08 | 1991-03-21 | Alpha Beta Technology, Inc. | Procede de production de glucans solubles |
US5488040A (en) * | 1989-09-08 | 1996-01-30 | Alpha-Beta Technology, Inc. | Use of neutral soluble glucan preparations to stimulate platelet production |
JP2689244B2 (ja) * | 1993-04-30 | 1997-12-10 | 株式会社雪国まいたけ | 肝疾患改善剤の製造方法 |
JP2753935B2 (ja) * | 1993-04-30 | 1998-05-20 | 株式会社雪国まいたけ | 免疫抑制剤の製造方法 |
JP2732008B2 (ja) * | 1993-04-30 | 1998-03-25 | 株式会社雪国まいたけ | 育毛促進剤の製造方法 |
US5622940A (en) * | 1994-07-14 | 1997-04-22 | Alpha-Beta Technology | Inhibition of infection-stimulated oral tissue destruction by β(1,3)-glucan |
JPH08119874A (ja) * | 1994-10-24 | 1996-05-14 | Takumi Sogabe | エイズウィルス・癌細胞の抑制剤の製造方法 |
AUPN166195A0 (en) | 1995-03-13 | 1995-04-06 | Norvet Research Pty Limited | Process for glucan extraction |
JP2859843B2 (ja) * | 1996-03-08 | 1999-02-24 | 株式会社雪国まいたけ | マイタケから抽出した抗腫瘍物質 |
US6046323A (en) * | 1997-07-29 | 2000-04-04 | The Collaborative Group, Ltd. | Conformations of PPG-glucan |
US6616928B1 (en) | 1998-10-20 | 2003-09-09 | Yukiguni Maitake Co., Ltd. | Active oxygen scavenger and cancer chemopreventer from Grifola |
US6369216B1 (en) | 1998-09-25 | 2002-04-09 | Biopolymer Engineering Pharmaceutical, Inc. | Very high molecular weight β-glucans |
AU6261999A (en) | 1998-09-25 | 2000-04-17 | Collaborative Group, Ltd., The | Very high molecular weight beta-glucans |
JP2001097881A (ja) * | 1999-09-28 | 2001-04-10 | Yukiguni Maitake Co Ltd | マイタケ由来の発がん防止剤及び発がん防止用食品又は飼料 |
JP2005133069A (ja) * | 2003-10-09 | 2005-05-26 | Ichimasa Kamaboko Co Ltd | きのこ由来のβ−グルカン多糖類の取得方法ときのこ由来のβ−グルカン多糖類 |
JP5153188B2 (ja) * | 2007-03-30 | 2013-02-27 | 小林製薬株式会社 | Th1/Th2バランス改善剤 |
JP2011184306A (ja) * | 2010-03-04 | 2011-09-22 | Yukiguni Maitake Co Ltd | マイタケ属キノコ由来の食後過血糖の上昇を抑制する物質 |
CN103304680B (zh) * | 2012-03-09 | 2017-02-08 | 中国科学院上海药物研究所 | 一种β‑葡聚糖、其提取方法及用途 |
CN104497161B (zh) * | 2015-01-04 | 2016-09-14 | 华东理工大学 | 一种灰树花多糖的提纯方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5836395A (ja) * | 1981-08-26 | 1983-03-03 | Nippon Beet Sugar Mfg Co Ltd | 多糖類の製造方法 |
-
1983
- 1983-05-17 JP JP58086470A patent/JPS59210901A/ja active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5836395A (ja) * | 1981-08-26 | 1983-03-03 | Nippon Beet Sugar Mfg Co Ltd | 多糖類の製造方法 |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0500718A1 (fr) * | 1989-11-09 | 1992-09-02 | Byron A Donzis | Extrait de levure insoluble. |
EP0500718A4 (en) * | 1989-11-09 | 1994-09-14 | Byron A Donzis | Insoluble yeast extract |
WO2009102008A1 (fr) * | 2008-02-14 | 2009-08-20 | Yukiguni Maitake Co., Ltd. | Substance de faible masse moléculaire provenant du champignon maïtaké et présentant une activité immunostimulante et une activité antitumorale |
Also Published As
Publication number | Publication date |
---|---|
JPS59210901A (ja) | 1984-11-29 |
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