JPS63192798A - ６β，１１α，１７α−トリヒドロキシ−４−プレグネン−３，２０−ジオンの製造方法 - Google Patents
６β，１１α，１７α−トリヒドロキシ−４−プレグネン−３，２０−ジオンの製造方法Info
- Publication number
- JPS63192798A JPS63192798A JP62024596A JP2459687A JPS63192798A JP S63192798 A JPS63192798 A JP S63192798A JP 62024596 A JP62024596 A JP 62024596A JP 2459687 A JP2459687 A JP 2459687A JP S63192798 A JPS63192798 A JP S63192798A
- Authority
- JP
- Japan
- Prior art keywords
- pregnene
- dione
- trihydroxy
- substrate
- progesterone
- 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
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 claims abstract description 23
- 241000228417 Sarocladium strictum Species 0.000 claims abstract description 9
- 239000000758 substrate Substances 0.000 claims abstract description 8
- RJKFOVLPORLFTN-UHFFFAOYSA-N progesterone acetate Natural products C1CC2=CC(=O)CCC2(C)C2C1C1CCC(C(=O)C)C1(C)CC2 RJKFOVLPORLFTN-UHFFFAOYSA-N 0.000 claims abstract description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract description 9
- 239000000186 progesterone Substances 0.000 abstract description 7
- 229960003387 progesterone Drugs 0.000 abstract description 7
- 238000006243 chemical reaction Methods 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- 238000001914 filtration Methods 0.000 abstract description 3
- 239000001963 growth medium Substances 0.000 abstract description 3
- 239000007787 solid Substances 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract description 3
- 239000006228 supernatant Substances 0.000 abstract description 3
- QAAQQTDJEXMIMF-YZXCLFAISA-N Pregn-5-ene-3beta,20alpha-diol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](O)C)[C@@]1(C)CC2 QAAQQTDJEXMIMF-YZXCLFAISA-N 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 210000004602 germ cell Anatomy 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 244000005700 microbiome Species 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 239000000583 progesterone congener Substances 0.000 description 4
- 150000003145 progesterone derivatives Chemical class 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 241001019659 Acremonium <Plectosphaerellaceae> Species 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000012156 elution solvent Substances 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- JMBDKZWCKOAMDW-GQDVPIKJSA-N (8s,9s,10r,13s,14s,17s)-17-(2,2-dihydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)C(=O)C(O)O)[C@@H]4[C@@H]3CCC2=C1 JMBDKZWCKOAMDW-GQDVPIKJSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 241000235527 Rhizopus Species 0.000 description 1
- 230000003444 anaesthetic effect Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- -1 diacetyl compound Chemical class 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000013028 medium composition Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000003270 steroid hormone Substances 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Steroid Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62024596A JPS63192798A (ja) | 1987-02-06 | 1987-02-06 | ６β，１１α，１７α−トリヒドロキシ−４−プレグネン−３，２０−ジオンの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62024596A JPS63192798A (ja) | 1987-02-06 | 1987-02-06 | ６β，１１α，１７α−トリヒドロキシ−４−プレグネン−３，２０−ジオンの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63192798A true JPS63192798A (ja) | 1988-08-10 |
| JPH0481435B2 JPH0481435B2 (enrdf_load_stackoverflow) | 1992-12-24 |
Family
ID=12142534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62024596A Granted JPS63192798A (ja) | 1987-02-06 | 1987-02-06 | ６β，１１α，１７α−トリヒドロキシ−４−プレグネン−３，２０−ジオンの製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63192798A (enrdf_load_stackoverflow) |
-
1987
- 1987-02-06 JP JP62024596A patent/JPS63192798A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0481435B2 (enrdf_load_stackoverflow) | 1992-12-24 |
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