IE55533B1 - Steroid bioconversion - Google Patents
Steroid bioconversionInfo
- Publication number
- IE55533B1 IE55533B1 IE176783A IE176783A IE55533B1 IE 55533 B1 IE55533 B1 IE 55533B1 IE 176783 A IE176783 A IE 176783A IE 176783 A IE176783 A IE 176783A IE 55533 B1 IE55533 B1 IE 55533B1
- Authority
- IE
- Ireland
- Prior art keywords
- dione
- cells
- steroid
- dried
- process according
- Prior art date
Links
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- 238000000034 method Methods 0.000 claims description 22
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- 230000008569 process Effects 0.000 claims description 12
- 108091006149 Electron carriers Proteins 0.000 claims description 10
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- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- HZYXFRGVBOPPNZ-UHFFFAOYSA-N UNPD88870 Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)=CCC(CC)C(C)C)C1(C)CC2 HZYXFRGVBOPPNZ-UHFFFAOYSA-N 0.000 description 1
- SNMKPDYDNGYYEM-PYAFTSMNSA-N [2-[(8s,10s,13s,14s,16r,17r)-17-hydroxy-10,13,16-trimethyl-3-oxo-2,6,7,8,12,14,15,16-octahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate Chemical compound C([C@H]12)CC3=CC(=O)CC[C@]3(C)C1=CC[C@@]1(C)[C@H]2C[C@@H](C)[C@]1(O)C(=O)COC(C)=O SNMKPDYDNGYYEM-PYAFTSMNSA-N 0.000 description 1
- 239000003470 adrenal cortex hormone Substances 0.000 description 1
- RZRPTBIGEANTGU-IRIMSJTPSA-N adrenosterone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 RZRPTBIGEANTGU-IRIMSJTPSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001424 androst-1-enes Chemical class 0.000 description 1
- 239000012062 aqueous buffer Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- MJVXAPPOFPTTCA-UHFFFAOYSA-N beta-Sistosterol Natural products CCC(CCC(C)C1CCC2C3CC=C4C(C)C(O)CCC4(C)C3CCC12C)C(C)C MJVXAPPOFPTTCA-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 229940107161 cholesterol Drugs 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 125000000017 cortisol group Chemical group 0.000 description 1
- 229960004544 cortisone Drugs 0.000 description 1
- RKHQGWMMUURILY-UHRZLXHJSA-N cortivazol Chemical compound C([C@H]1[C@@H]2C[C@H]([C@]([C@@]2(C)C[C@H](O)[C@@H]1[C@@]1(C)C2)(O)C(=O)COC(C)=O)C)=C(C)C1=CC1=C2C=NN1C1=CC=CC=C1 RKHQGWMMUURILY-UHRZLXHJSA-N 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 230000001882 diuretic effect Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 230000008570 general process Effects 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000010699 lard oil Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000464 low-speed centrifugation Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229960004618 prednisone Drugs 0.000 description 1
- LCXMRSLFWMMCAS-WRJHFWDFSA-N pregna-4,9(11)-diene-3,20-dione Chemical class O=C1CC[C@]2(C)C3=CC[C@]4(C)[C@@H](C(=O)C)CC[C@H]4[C@@H]3CCC2=C1 LCXMRSLFWMMCAS-WRJHFWDFSA-N 0.000 description 1
- QMYDVDBERNLWKB-UHFFFAOYSA-N propane-1,2-diol;hydrate Chemical compound O.CC(O)CO QMYDVDBERNLWKB-UHFFFAOYSA-N 0.000 description 1
- 206010039073 rheumatoid arthritis Diseases 0.000 description 1
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol 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)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 1
- 235000015500 sitosterol Nutrition 0.000 description 1
- 229950005143 sitosterol Drugs 0.000 description 1
- NLQLSVXGSXCXFE-UHFFFAOYSA-N sitosterol Natural products CC=C(/CCC(C)C1CC2C3=CCC4C(C)C(O)CCC4(C)C3CCC2(C)C1)C(C)C NLQLSVXGSXCXFE-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol 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)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
- 235000016831 stigmasterol Nutrition 0.000 description 1
- 229940032091 stigmasterol Drugs 0.000 description 1
- BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 150000003669 ubiquinones Chemical class 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P33/00—Preparation of steroids
- C12P33/02—Dehydrogenating; Dehydroxylating
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Steroid Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IE1800/86A IE55534B1 (en) | 1982-07-30 | 1983-07-27 | Steroid bioconversion |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40394982A | 1982-07-30 | 1982-07-30 | |
| US06/436,552 US4524134A (en) | 1982-07-30 | 1982-10-25 | Process for preparing 1,2-dehydro steroids |
| US47543783A | 1983-03-15 | 1983-03-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE831767L IE831767L (en) | 1984-01-30 |
| IE55533B1 true IE55533B1 (en) | 1990-10-24 |
Family
ID=27410563
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE176783A IE55533B1 (en) | 1982-07-30 | 1983-07-27 | Steroid bioconversion |
Country Status (8)
| Country | Link |
|---|---|
| JP (2) | JPH0614874B2 (enrdf_load_stackoverflow) |
| CH (1) | CH657871A5 (enrdf_load_stackoverflow) |
| DD (1) | DD213242A5 (enrdf_load_stackoverflow) |
| DE (1) | DE3322120A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2531101B1 (enrdf_load_stackoverflow) |
| GB (2) | GB2123833B (enrdf_load_stackoverflow) |
| IE (1) | IE55533B1 (enrdf_load_stackoverflow) |
| NL (1) | NL8302596A (enrdf_load_stackoverflow) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2568908B1 (fr) * | 1984-08-10 | 1986-12-26 | Doris Dev Richesse Sous Marine | Plate-forme oscillante sur pieux flexibles pour travaux en mer |
| US5099019A (en) * | 1985-09-12 | 1992-03-24 | Upjohn Company | Amines useful in producing pharmaceutically active CNS compounds |
| USRE35053E (en) * | 1985-09-12 | 1995-10-10 | The Upjohn Company | Amines useful in producing pharmaceutically active CNS compounds |
| US5506354A (en) * | 1985-09-12 | 1996-04-09 | The Upjohn Company | Imidazolylpiperazinyl steroids |
| AU1340888A (en) * | 1987-03-12 | 1988-10-10 | Upjohn Company, The | 1,2-dehydrogenation of steroidal 21-esters with a. simplex |
| BRPI0620775A2 (pt) * | 2005-12-28 | 2012-07-24 | Ajinomoto Kk | mÉtodo para reproduzir cÉlulas microbianas secas |
| HU227367B1 (en) * | 2007-09-11 | 2011-04-28 | Richter Gedeon Nyrt | Method for producing 6-hydroxymethyl-1,4-androstadiene-3,17-dion |
| KR101749032B1 (ko) * | 2008-05-28 | 2017-06-20 | 레베라겐 바이오파마 인코포레이티드 | 질환의 치료를 위한 ＮＦ-κＢ 의 비호르몬성 스테로이드 조절제 |
| EP2386634A4 (en) | 2009-01-07 | 2012-07-18 | Mitsubishi Chem Corp | STEROL SIDE CHAINS COLUMNY ENZYM PREBONE AND USE THEREOF |
| US9198921B2 (en) | 2010-04-05 | 2015-12-01 | Reveragen Biopharma, Inc. | Non-hormonal steroid modulators of NF-κB for treatment of disease |
| WO2017004205A1 (en) | 2015-06-29 | 2017-01-05 | Reveragen Biopharma, Inc. | NON-HORMONAL STEROID MODULATORS OF NF-κB FOR TREATMENT OF DISEASE |
| US11382922B2 (en) | 2019-03-07 | 2022-07-12 | Reveragen Biopharma, Inc. | Aqueous oral pharmaceutical suspension compositions |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB883500A (en) * | 1958-09-15 | 1961-11-29 | Wisconsin Alumni Res Found | Improvements in a microbiological process for the preparation of steroids and ketones |
| FR1262182A (fr) * | 1960-07-01 | 1961-05-26 | Olin Mathieson | Procédé de déshydrogénation sélective du noyau a des stéroïdes |
| US3087864A (en) * | 1961-04-28 | 1963-04-30 | American Cyanamid Co | Process for the 1, 2-hydrogenation of steroids by the use of dried thalli |
| CH414063A (de) * | 1962-11-23 | 1966-05-31 | Eprova Ag | Röntgenkontrastmittel |
| US3360439A (en) * | 1964-08-19 | 1967-12-26 | Squibb & Sons Inc | Process for preparing 1-dehydro steroids |
| US3549498A (en) * | 1968-04-02 | 1970-12-22 | Squibb & Sons Inc | 11alpha-substituted steroids and process |
| FR2285137A1 (fr) * | 1974-09-18 | 1976-04-16 | Roussel Uclaf | Nouveaux derives steroides 17-spirosultines, les g-hydroxyacides correspondants, leur procede de preparation et leur application comme medicament |
| US4035236A (en) * | 1975-10-24 | 1977-07-12 | The Upjohn Company | Process for preparing 9α-hydroxyandrostenedione |
| US4041055A (en) * | 1975-11-17 | 1977-08-09 | The Upjohn Company | Process for the preparation of 17α-hydroxyprogesterones and corticoids from androstenes |
-
1983
- 1983-06-20 DE DE19833322120 patent/DE3322120A1/de active Granted
- 1983-06-27 GB GB08317422A patent/GB2123833B/en not_active Expired
- 1983-07-08 CH CH378483A patent/CH657871A5/de not_active IP Right Cessation
- 1983-07-15 DD DD25312383A patent/DD213242A5/de not_active IP Right Cessation
- 1983-07-20 NL NL8302596A patent/NL8302596A/nl active Search and Examination
- 1983-07-25 JP JP13453683A patent/JPH0614874B2/ja not_active Expired - Lifetime
- 1983-07-27 IE IE176783A patent/IE55533B1/en not_active IP Right Cessation
- 1983-07-29 FR FR8312564A patent/FR2531101B1/fr not_active Expired
-
1984
- 1984-02-01 GB GB08402640A patent/GB2131811B/en not_active Expired
-
1993
- 1993-09-14 JP JP5250926A patent/JPH0824596B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5939299A (ja) | 1984-03-03 |
| FR2531101A1 (fr) | 1984-02-03 |
| DE3322120C2 (enrdf_load_stackoverflow) | 1992-10-08 |
| DE3322120A1 (de) | 1984-02-02 |
| GB8402640D0 (en) | 1984-03-07 |
| IE831767L (en) | 1984-01-30 |
| JPH0824596B2 (ja) | 1996-03-13 |
| DD213242A5 (de) | 1984-09-05 |
| GB8317422D0 (en) | 1983-07-27 |
| JPH0614874B2 (ja) | 1994-03-02 |
| CH657871A5 (de) | 1986-09-30 |
| GB2131811A (en) | 1984-06-27 |
| FR2531101B1 (fr) | 1985-11-15 |
| GB2123833B (en) | 1986-06-11 |
| GB2123833A (en) | 1984-02-08 |
| GB2131811B (en) | 1986-06-11 |
| JPH06225792A (ja) | 1994-08-16 |
| NL8302596A (nl) | 1984-02-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |