BE415573A - - Google Patents
Info
- Publication number
- BE415573A BE415573A BE415573DA BE415573A BE 415573 A BE415573 A BE 415573A BE 415573D A BE415573D A BE 415573DA BE 415573 A BE415573 A BE 415573A
- Authority
- BE
- Belgium
- Prior art keywords
- sep
- provitamin
- cholesterin
- alcohol
- invertebrates
- Prior art date
Links
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 66
- 229930193551 sterin Natural products 0.000 claims description 37
- HVYWMOMLDIMFJA-UHFFFAOYSA-N 3-cholesterol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 HVYWMOMLDIMFJA-UHFFFAOYSA-N 0.000 claims description 29
- 238000002360 preparation method Methods 0.000 claims description 20
- 229930003316 Vitamin D Natural products 0.000 claims description 19
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 claims description 19
- 235000019166 vitamin D Nutrition 0.000 claims description 19
- 239000011710 vitamin D Substances 0.000 claims description 19
- 150000003710 vitamin D derivatives Chemical class 0.000 claims description 19
- 229940046008 vitamin d Drugs 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 17
- 230000000694 effects Effects 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 9
- 239000000470 constituent Substances 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 6
- YUGCAAVRZWBXEQ-UHFFFAOYSA-N Precholecalciferol Natural products C=1CCC2(C)C(C(C)CCCC(C)C)CCC2C=1C=CC1=C(C)CCC(O)C1 YUGCAAVRZWBXEQ-UHFFFAOYSA-N 0.000 claims description 5
- 235000013305 food Nutrition 0.000 claims description 5
- 239000004615 ingredient Substances 0.000 claims description 5
- 208000010201 Exanthema Diseases 0.000 claims description 3
- 201000005884 exanthem Diseases 0.000 claims description 3
- 206010037844 rash Diseases 0.000 claims description 3
- 230000002035 prolonged effect Effects 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 62
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 30
- 239000000243 solution Substances 0.000 description 25
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 239000003208 petroleum Substances 0.000 description 16
- 239000000126 substance Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 241000700159 Rattus Species 0.000 description 14
- 238000002474 experimental method Methods 0.000 description 14
- 238000009835 boiling Methods 0.000 description 12
- 239000003026 cod liver oil Substances 0.000 description 9
- 235000012716 cod liver oil Nutrition 0.000 description 9
- 230000009466 transformation Effects 0.000 description 9
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- 238000000605 extraction Methods 0.000 description 8
- 241000237536 Mytilus edulis Species 0.000 description 7
- 235000019483 Peanut oil Nutrition 0.000 description 7
- 238000000862 absorption spectrum Methods 0.000 description 7
- 235000013372 meat Nutrition 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000000312 peanut oil Substances 0.000 description 7
- 238000001953 recrystallisation Methods 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- QSVJYFLQYMVBDR-UHFFFAOYSA-N Ergosterin Natural products C1C(O)CCC2(C)C3=CCC4(C)C(C(C)C=CC(C)C(C)C)CCC4C3=CC=C21 QSVJYFLQYMVBDR-UHFFFAOYSA-N 0.000 description 6
- DNVPQKQSNYMLRS-NXVQYWJNSA-N Ergosterol Natural products CC(C)[C@@H](C)C=C[C@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@]12C DNVPQKQSNYMLRS-NXVQYWJNSA-N 0.000 description 6
- NJKOMDUNNDKEAI-UHFFFAOYSA-N beta-sitosterol Natural products CCC(CCC(C)C1CCC2(C)C3CC=C4CC(O)CCC4C3CCC12C)C(C)C NJKOMDUNNDKEAI-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- DNVPQKQSNYMLRS-APGDWVJJSA-N ergosterol Chemical group C1[C@@H](O)CC[C@]2(C)[C@@H](CC[C@@]3([C@@H]([C@H](C)/C=C/[C@H](C)C(C)C)CC[C@H]33)C)C3=CC=C21 DNVPQKQSNYMLRS-APGDWVJJSA-N 0.000 description 6
- 235000020638 mussel Nutrition 0.000 description 6
- 238000000746 purification Methods 0.000 description 6
- 239000008149 soap solution Substances 0.000 description 6
- 241000257469 Asterias Species 0.000 description 5
- 241000545744 Hirudinea Species 0.000 description 5
- 239000000284 extract Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 241000243818 Annelida Species 0.000 description 3
- 241000238421 Arthropoda Species 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- 241000237852 Mollusca Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 241001233061 earthworms Species 0.000 description 3
- 235000013601 eggs Nutrition 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
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- 241000255789 Bombyx mori Species 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 2
- 241000255925 Diptera Species 0.000 description 2
- 241000258955 Echinodermata Species 0.000 description 2
- 241000237858 Gastropoda Species 0.000 description 2
- 241000237369 Helix pomatia Species 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 241000243684 Lumbricus Species 0.000 description 2
- 241001523579 Ostrea Species 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
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- 239000012153 distilled water Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- YMHOBZXQZVXHBM-UHFFFAOYSA-N 2,5-dimethoxy-4-bromophenethylamine Chemical compound COC1=CC(CCN)=C(OC)C=C1Br YMHOBZXQZVXHBM-UHFFFAOYSA-N 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- 241000217381 Anodonta Species 0.000 description 1
- 241000243813 Arenicola Species 0.000 description 1
- 241000243812 Arenicola marina Species 0.000 description 1
- 241000544115 Astropecten Species 0.000 description 1
- 241000237519 Bivalvia Species 0.000 description 1
- 241000238659 Blatta Species 0.000 description 1
- 241000238662 Blatta orientalis Species 0.000 description 1
- 241000255791 Bombyx Species 0.000 description 1
- 241001521251 Buccinum Species 0.000 description 1
- 241000254001 Carausius Species 0.000 description 1
- 235000014649 Carica monoica Nutrition 0.000 description 1
- 244000132069 Carica monoica Species 0.000 description 1
- 241000238366 Cephalopoda Species 0.000 description 1
- 241001291455 Cliona Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 241000391124 Crangon Species 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- QRLVDLBMBULFAL-UHFFFAOYSA-N Digitonin Natural products CC1CCC2(OC1)OC3C(O)C4C5CCC6CC(OC7OC(CO)C(OC8OC(CO)C(O)C(OC9OCC(O)C(O)C9OC%10OC(CO)C(O)C(OC%11OC(CO)C(O)C(O)C%11O)C%10O)C8O)C(O)C7O)C(O)CC6(C)C5CCC4(C)C3C2C QRLVDLBMBULFAL-UHFFFAOYSA-N 0.000 description 1
- 241001541257 Dytiscus Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000243171 Ephydatia Species 0.000 description 1
- 241000371986 Eriocheir Species 0.000 description 1
- 241000243305 Halichondria panicea Species 0.000 description 1
- 241000237903 Hirudo Species 0.000 description 1
- 241000238072 Homarus Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241000500891 Insecta Species 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- FNRXUEYLFZLOEZ-UHFFFAOYSA-N Littorin Natural products CN1C(C2)CCC1CC2OC(=O)C(O)CC1=CC=CC=C1 FNRXUEYLFZLOEZ-UHFFFAOYSA-N 0.000 description 1
- 241001441750 Littorina Species 0.000 description 1
- 241001441748 Littorina littorea Species 0.000 description 1
- 241000238383 Loligo Species 0.000 description 1
- 241000243662 Lumbricus terrestris Species 0.000 description 1
- 241000623907 Lytta Species 0.000 description 1
- 241000254071 Melolontha Species 0.000 description 1
- 241000828959 Melolontha hippocastani Species 0.000 description 1
- 241000237552 Mercenaria Species 0.000 description 1
- 241000361919 Metaphire sieboldi Species 0.000 description 1
- 241001611835 Modiola Species 0.000 description 1
- 241000257229 Musca <genus> Species 0.000 description 1
- 241000237524 Mytilus Species 0.000 description 1
- 229910004809 Na2 SO4 Inorganic materials 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000238814 Orthoptera Species 0.000 description 1
- 241000237502 Ostreidae Species 0.000 description 1
- 241000238127 Pagurus Species 0.000 description 1
- 241001520299 Phascolarctos cinereus Species 0.000 description 1
- 241000238371 Sepiidae Species 0.000 description 1
- 241000544639 Suberites domuncula Species 0.000 description 1
- 241000254105 Tenebrio Species 0.000 description 1
- 241000254109 Tenebrio molitor Species 0.000 description 1
- 241000243653 Tubifex Species 0.000 description 1
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- 230000009471 action Effects 0.000 description 1
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- 230000001476 alcoholic effect Effects 0.000 description 1
- 230000002050 anti-rickettsial effect Effects 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
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- 238000004040 coloring Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- UVYVLBIGDKGWPX-KUAJCENISA-N digitonin Chemical compound O([C@@H]1[C@@H]([C@]2(CC[C@@H]3[C@@]4(C)C[C@@H](O)[C@H](O[C@H]5[C@@H]([C@@H](O)[C@@H](O[C@H]6[C@@H]([C@@H](O[C@H]7[C@@H]([C@@H](O)[C@H](O)CO7)O)[C@H](O)[C@@H](CO)O6)O[C@H]6[C@@H]([C@@H](O[C@H]7[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O7)O)[C@@H](O)[C@@H](CO)O6)O)[C@@H](CO)O5)O)C[C@@H]4CC[C@H]3[C@@H]2[C@@H]1O)C)[C@@H]1C)[C@]11CC[C@@H](C)CO1 UVYVLBIGDKGWPX-KUAJCENISA-N 0.000 description 1
- UVYVLBIGDKGWPX-UHFFFAOYSA-N digitonine Natural products CC1C(C2(CCC3C4(C)CC(O)C(OC5C(C(O)C(OC6C(C(OC7C(C(O)C(O)CO7)O)C(O)C(CO)O6)OC6C(C(OC7C(C(O)C(O)C(CO)O7)O)C(O)C(CO)O6)O)C(CO)O5)O)CC4CCC3C2C2O)C)C2OC11CCC(C)CO1 UVYVLBIGDKGWPX-UHFFFAOYSA-N 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
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- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- FNRXUEYLFZLOEZ-FXUDXRNXSA-N littorine Chemical compound C([C@@H](O)C(=O)O[C@H]1C[C@H]2CC[C@@H](C1)N2C)C1=CC=CC=C1 FNRXUEYLFZLOEZ-FXUDXRNXSA-N 0.000 description 1
- 241000238565 lobster Species 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 235000020636 oyster Nutrition 0.000 description 1
- 244000144977 poultry Species 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- -1 pro vitamin Chemical class 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE415573A true BE415573A (d) |
Family
ID=78669
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE415573D BE415573A (d) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE415573A (d) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011045243A1 (de) * | 2009-10-13 | 2011-04-21 | Bayer Schering Pharma Aktiengesellschaft | Verfahren zur inaktivierung von unerwünschten kontaminationen in blutegelextrakten |
-
0
- BE BE415573D patent/BE415573A/fr unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011045243A1 (de) * | 2009-10-13 | 2011-04-21 | Bayer Schering Pharma Aktiengesellschaft | Verfahren zur inaktivierung von unerwünschten kontaminationen in blutegelextrakten |
| US8597568B2 (en) | 2009-10-13 | 2013-12-03 | Bayer Pharma AG | Method for deactivating undesired contaminations in leech extracts |
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