NO126529B - - Google Patents
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- Publication number
- NO126529B NO126529B NO2702/70A NO270270A NO126529B NO 126529 B NO126529 B NO 126529B NO 2702/70 A NO2702/70 A NO 2702/70A NO 270270 A NO270270 A NO 270270A NO 126529 B NO126529 B NO 126529B
- Authority
- NO
- Norway
- Prior art keywords
- glucosides
- solutions
- glucoside
- podophyllotoxin
- solution
- Prior art date
Links
- 229930182478 glucoside Natural products 0.000 claims description 16
- 239000000243 solution Substances 0.000 claims description 16
- 241001495452 Podophyllum Species 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- -1 podophyllum glucosides Chemical class 0.000 claims description 3
- 239000007853 buffer solution Substances 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- 230000011278 mitosis Effects 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000008131 glucosides Chemical class 0.000 description 13
- 239000008103 glucose Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- NXVJTGLCCSFGAT-QNDDJFOYSA-N (5r,5ar,8ar,9r)-5-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5h-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one Chemical compound COC1=C(OC)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 NXVJTGLCCSFGAT-QNDDJFOYSA-N 0.000 description 3
- 239000000872 buffer Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229920001864 tannin Polymers 0.000 description 3
- 239000001648 tannin Substances 0.000 description 3
- 235000018553 tannin Nutrition 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000002596 lactones Chemical group 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- DRWJHJXCAJKBBG-UHFFFAOYSA-L C(C(O)C(O)C(=O)O)(=O)O.P(=O)([O-])([O-])O.[Na+].[Na+] Chemical compound C(C(O)C(O)C(=O)O)(=O)O.P(=O)([O-])([O-])O.[Na+].[Na+] DRWJHJXCAJKBBG-UHFFFAOYSA-L 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 244000221860 Podophyllum emodi Species 0.000 description 1
- 235000010169 Podophyllum emodi Nutrition 0.000 description 1
- 230000002927 anti-mitotic effect Effects 0.000 description 1
- 239000012062 aqueous buffer Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- CBMPTFJVXNIWHP-UHFFFAOYSA-L disodium;hydrogen phosphate;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound [Na+].[Na+].OP([O-])([O-])=O.OC(=O)CC(O)(C(O)=O)CC(O)=O CBMPTFJVXNIWHP-UHFFFAOYSA-L 0.000 description 1
- YJGVMLPVUAXIQN-UHFFFAOYSA-N epipodophyllotoxin Natural products COC1=C(OC)C(OC)=CC(C2C3=CC=4OCOC=4C=C3C(O)C3C2C(OC3)=O)=C1 YJGVMLPVUAXIQN-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- YJGVMLPVUAXIQN-XVVDYKMHSA-N podophyllotoxin Chemical compound COC1=C(OC)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@H](O)[C@@H]3[C@@H]2C(OC3)=O)=C1 YJGVMLPVUAXIQN-XVVDYKMHSA-N 0.000 description 1
- 229960001237 podophyllotoxin Drugs 0.000 description 1
- YVCVYCSAAZQOJI-UHFFFAOYSA-N podophyllotoxin Natural products COC1=C(O)C(OC)=CC(C2C3=CC=4OCOC=4C=C3C(O)C3C2C(OC3)=O)=C1 YVCVYCSAAZQOJI-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000002560 therapeutic procedure Methods 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
- AKYUZBFQLWFNOB-UHFFFAOYSA-K trisodium 2-hydroxypropane-1,2,3-tricarboxylate hydrochloride Chemical compound [Na+].[Na+].[Na+].Cl.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O AKYUZBFQLWFNOB-UHFFFAOYSA-K 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691934902 DE1934902C (de) | 1969-07-10 | Stabilisierte Formmassen aus Polyolefinen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO126529B true NO126529B (de) | 1973-02-19 |
Family
ID=5739352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO2702/70A NO126529B (de) | 1969-07-10 | 1970-07-09 |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS4928658B1 (de) |
| AT (1) | AT301172B (de) |
| BE (1) | BE753285A (de) |
| CH (1) | CH536862A (de) |
| CS (1) | CS163217B2 (de) |
| DK (1) | DK126506B (de) |
| ES (1) | ES381570A1 (de) |
| FI (1) | FI49623C (de) |
| FR (1) | FR2051671B1 (de) |
| GB (1) | GB1281956A (de) |
| NL (1) | NL161484C (de) |
| NO (1) | NO126529B (de) |
| SE (1) | SE355370B (de) |
| ZA (1) | ZA704657B (de) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8262976B2 (en) | 2004-10-07 | 2012-09-11 | Biomet Manufacturing Corp. | Solid state deformation processing of crosslinked high molecular weight polymeric materials |
| US7462318B2 (en) | 2004-10-07 | 2008-12-09 | Biomet Manufacturing Corp. | Crosslinked polymeric material with enhanced strength and process for manufacturing |
| US7344672B2 (en) | 2004-10-07 | 2008-03-18 | Biomet Manufacturing Corp. | Solid state deformation processing of crosslinked high molecular weight polymeric materials |
| US8641959B2 (en) | 2007-07-27 | 2014-02-04 | Biomet Manufacturing, Llc | Antioxidant doping of crosslinked polymers to form non-eluting bearing components |
| US9586370B2 (en) | 2013-08-15 | 2017-03-07 | Biomet Manufacturing, Llc | Method for making ultra high molecular weight polyethylene |
| CN115819238A (zh) * | 2020-03-26 | 2023-03-21 | 优禘股份有限公司 | 一种低迁移受阻酚抗氧化合物、制备方法及组合物 |
-
1970
- 1970-07-03 NL NL7009880.A patent/NL161484C/xx not_active IP Right Cessation
- 1970-07-06 ZA ZA704657A patent/ZA704657B/xx unknown
- 1970-07-08 FI FI701931A patent/FI49623C/fi active
- 1970-07-08 ES ES381570A patent/ES381570A1/es not_active Expired
- 1970-07-08 CH CH1034670A patent/CH536862A/de not_active IP Right Cessation
- 1970-07-09 SE SE09545/70A patent/SE355370B/xx unknown
- 1970-07-09 DK DK359770AA patent/DK126506B/da unknown
- 1970-07-09 NO NO2702/70A patent/NO126529B/no unknown
- 1970-07-10 BE BE753285D patent/BE753285A/xx not_active IP Right Cessation
- 1970-07-10 GB GB33663/70A patent/GB1281956A/en not_active Expired
- 1970-07-10 CS CS4875A patent/CS163217B2/cs unknown
- 1970-07-10 AT AT629870A patent/AT301172B/de not_active IP Right Cessation
- 1970-07-10 JP JP45059991A patent/JPS4928658B1/ja active Pending
- 1970-07-10 FR FR707025745A patent/FR2051671B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1934902A1 (de) | 1971-01-28 |
| DE1934902B2 (de) | 1972-07-20 |
| ES381570A1 (es) | 1972-11-16 |
| FI49623C (fi) | 1975-08-11 |
| ZA704657B (en) | 1971-05-27 |
| JPS4928658B1 (de) | 1974-07-29 |
| NL7009880A (de) | 1971-01-12 |
| NL161484B (nl) | 1979-09-17 |
| CH536862A (de) | 1973-05-15 |
| FI49623B (de) | 1975-04-30 |
| FR2051671B1 (de) | 1973-04-27 |
| DK126506B (da) | 1973-07-23 |
| CS163217B2 (de) | 1975-08-29 |
| SE355370B (de) | 1973-04-16 |
| FR2051671A1 (de) | 1971-04-09 |
| GB1281956A (en) | 1972-07-19 |
| NL161484C (nl) | 1980-02-15 |
| BE753285A (fr) | 1971-01-11 |
| AT301172B (de) | 1972-08-25 |
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