JPS63502878A - Process for producing 17aα-hydroxy-D-homo-1,4-pregnadiene-3,20-dione - Google Patents
Process for producing 17aα-hydroxy-D-homo-1,4-pregnadiene-3,20-dioneInfo
- Publication number
- JPS63502878A JPS63502878A JP50219787A JP50219787A JPS63502878A JP S63502878 A JPS63502878 A JP S63502878A JP 50219787 A JP50219787 A JP 50219787A JP 50219787 A JP50219787 A JP 50219787A JP S63502878 A JPS63502878 A JP S63502878A
- Authority
- JP
- Japan
- Prior art keywords
- homo
- hydroxy
- pregnadiene
- dione
- producing
- 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.)
- Pending
Links
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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J63/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
- C07J63/008—Expansion of ring D by one atom, e.g. D homo steroids
Abstract
(57)【要約】本公報は電子出願前の出願データであるため要約のデータは記録されません。 (57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】 １７ａα−ヒドロキシ−Ｄ−ホモ−１，４−プレグナジェン−６，２０−ジオン の製法本発明は、楕求の範囲に記載の方法に関する。[Detailed description of the invention] 17aα-hydroxy-D-homo-1,4-pregnagene-6,20-dione The present invention relates to a method according to the scope of ellipse.
１７ａ（Ｅ−ヒドロキシ−Ｄ−ホモ−１，４−プレグナジェン−６，２０−ジオ ンは、系中学的に有効なり−ホモーステロイドの金属のための：ｓｔ毅な中間体 である（西ドイツ％計ＤＥ−Ａ−２３１４５９２号、ＤＥ−人−２４４５８１８ 号及びＤＥ−Ａ−２４４５８１７公仰方沃の場合工９も着るしく蘭早な方法でｒ Ａ造することができる。当業者にとって、この方法か所望のように進行するＣと は意想外のことである。それというのも、微生物バシルス豐しンツスＡＴｃＣ１ ３８０５Ｅ−収に３β−ヒドロキシ−△５−ステロイド１ｋｍ化して６−オキシ ーΔ４−ステロイドにするために好適ではないことが公知であるからである。17a (E-hydroxy-D-homo-1,4-pregnagene-6,20-dio The system is intermediately effective - a solid intermediate for homosteroidal metals. (West Germany % total DE-A-2314592, DE-Person-2445818 No. 9 and DE-A-2445817. A can be built. For those skilled in the art, this method or C and C proceeding as desired is unexpected. This is because the microorganism Bacillus fenshintus ATcC1 3805E-yield was converted to 3β-hydroxy-△5-steroid 1km to give 6-oxy -Δ4- This is because it is known that it is not suitable for making steroids.
他の出発化合物の使用を度外視して、本発明の方法ハ、微生物バシルス・レンツ スＡＴＣ０１５８０５′ｔ″出いるステロイドの公知の微生物学的Δ１−説水木 の際にも使用すると１司じｉ！ｉ１酵条汗下で実施される。Disregarding the use of other starting compounds, the method of the present invention ATC015805't'' Known microbiological Δ1 theory of steroids If you use it also in the case of 1 Tsujii! i1 fermentation is carried out under sweat.
この微生物に通例使用きれる培養鉋件下で、適当な栄養培地中で、′ｉ！３気下 に液中培養物が培養される。次いで、この培養数に、基質（適当な浴剤中に苗か 丁かヌに有利にエマルジョンの杉で）を岳加し、最大基質変換率に違するまで醗 酵さゼる。'i!' in a suitable nutrient medium under culture conditions customary for this microorganism. 3 ki lower A submerged culture is grown. This number of cultures is then supplemented with substrate (seedlings in a suitable bath). Add the cedar of the emulsion to the advantage of cho or nu) and drink until the maximum substrate conversion rate is reached. It's fermenting.
好適な基質浴剤は、例えばメタノール、エタノール、グリコールモノメチルエー テル、ジメチルホルムアミド又はジメチルスルホキシドである。基質の乳化に例 えは、これをマイクロナイズきれた形で又は水と混ざりうる１＆剤（例えはメタ ノール、エタノール、アセトン、クリコールモノメチルエーテル、ジメチルホル ムアミド又框ジメナルスルホキシドン中に浴かし、強い流動１Ｖこ（峙に石灰分 を除いた）水（これに慣用の乳化助剤を含有する）中に吹き込ひ。好適な乳化助 剤は、非イオン性乳化剤例えはエチレンオキシ付加圧取物又はポリグリコールの 肋肪酸エステルである。好適な乳化剤としては市販の湿潤剤ティン（Ｔθｇｉｎ ［Ｆ］八八ツイ ーン（Ｔｉｅθｎ ）及びスパン（ＳｐＩＬｎ［Ｆ］〕が例示される。Suitable substrate bath agents include, for example, methanol, ethanol, glycol monomethyl ether. dimethylformamide or dimethylsulfoxide. Example for emulsification of substrates Alternatively, it can be used in micronized form or as a water-miscible agent (for example, meth). alcohol, ethanol, acetone, glycol monomethyl ether, dimethylform Bathed in dimenal sulfoxidone and heated under a strong flow of 1V (with lime content on the other side) water (containing customary emulsifiers). Suitable emulsifier The agent is a non-ionic emulsifier, such as an ethylene oxy-extracted product or a polyglycol. It is a costal fatty acid ester. A suitable emulsifier is the commercially available wetting agent Tθgin. [F] 88 Tsui Examples include a tone (Tieθn) and a span (SpILn[F]).
最適の基質ｖ！＃度、基ｊｊＭ姉加時間及び醗酵時間に、使用基質の構造及び使 用微庄物の糧類に依り決まる。これらの規模は、微生物学的ステロイド変換で一 般に必要で必るように、個々の場合に、当業者に慣用の予備実験により決めるこ とができる。Optimal substrate v! The structure of the substrate used and the fermentation time Depends on the food source. These scales are unique in microbiological steroid transformation. As is generally necessary and necessary, it can be determined in each individual case by preliminary experiments routine to those skilled in the art. I can do it.
次の笑施例につき本発明方法を説明する。The following examples illustrate the method of the invention.
例 ペプトン １．５チ コーンステイープ・リカー １．２チ 會含有し、ｐ）１６．５に調節された無菌栄養媒体１１を有Ｔ；６２１−ニーｖ ンマイヤーフラスコに、／々シルス・レンッスＡＴＣＣ１３８０５乾礫培養物の 懸濁液？接種し、３０°Ｃで４８時間 １８０ ｕ、ｐ、ｍ、で振る。example Peptone 1.5ch Cornsteep Liquor 1.2ch containing sterile nutrient medium 11 adjusted to p) 16.5; Sils lenus ATCC 13805 dry gravel culture in a Nmeyer flask. Suspension? Inoculate and shake at 180 u, p, m for 48 hours at 30°C.
グルコース・１水和物 ０．０５％ 酵母エキス １．０ チ コーンステイープ・リカー ０．５ チシリコン８Ｈ４，Ｏｍｌ 全含有し、ｐＨ７，０に調節されｆｃｃ菌栄養浴液６０ノをπする５０１″″醗 酵槽に、バシルス・Ｖンツスー醗酵培養液ＩＪ’ｅ接種シ、６０°Ｃで、２ｍ５ ／ ｈ の通気下及び５０ ｕ、ｐ、ｍ、での撹拌下に、２４時間インキュベ ートする。Glucose monohydrate 0.05% Yeast extract 1.0 Cornsteep Liquor 0.5 Silicone 8H4, Oml 501"" solution containing all the ingredients, adjusted to pH 7.0 and containing 60% of FCC bacteria nutrient bath solution. Inoculate the fermentation tank with Bacillus V. Incubate for 24 hours under aeration of /h and stirring at 50 u, p, m. start.
グルコース・１水和物 ０．０５％ 酵母エキス １．０ チ コーンステイーゾ・リカー ０．５ ％シリコンＳ Ｈ４，０凝 を含有し、ｐＨ７，０に調節されｆｃ無無菌栄養液液３０Ｊ■する５０Ａ’−醗 酵槽に、バシルス・レンツス前培養液３１ｋ接ｓし、２１７１” ／ ｈの通気 及び３００ ｕ、ｐ、ｍ。Glucose monohydrate 0.05% Yeast extract 1.0 Corn Staiso Liquor 0.5% Silicone S H4.0 50 A'-drink containing 30 J of fc sterile nutrient solution adjusted to pH 7.0. 31k of Bacillus lentus preculture solution was placed in the fermenter, and the aeration was carried out at 2171"/h. and 300 u, p, m.
での撹拌下に６０℃で６時間インキュベートする。Incubate for 6 hours at 60° C. under agitation.
次いで、この培養物に、ジメチルホルムアミド３７５１中に苗かされ、滅菌濾過 された６β、１７ａα−ジヒドロキシ−Ｄ−ホモ−４−プレグネン−２０−オン １５ｇを添加し、更に２４時間醗酵させる。This culture was then seeded in dimethylformamide 3751 and sterile filtered. 6β,17aα-dihydroxy-D-homo-4-pregnen-20-one Add 15g and ferment for an additional 24 hours.
醗酵終了後に、培養液をメチルイソジチルケトン各２０ノで６回抽出し、抽出物 を回転蒸発器中、最大５０℃で真璧下に濃縮する。引続き、酸化アルミニウムで のクロマトグラフィにより精製する。After the fermentation was completed, the culture solution was extracted 6 times with 20 parts of methyl isodityl ketone each, and the extract was extracted. is concentrated in a rotary evaporator at max. Next, with aluminum oxide Purify by chromatography.
１７１α−ヒドロキシ−Ｄ−ホモ−１，４−プレグナジェン−３，２０−ジオン ｉｏ、ｓｇが得られる。171α-hydroxy-D-homo-1,4-pregnagene-3,20-dione io, sg are obtained.
国際調査報告 Ａ）ＩＮＥＸ Ｔｏ ＴＨＥ ＩＮＴＥＲＮＡＴＩＯＮＡＬ ５ＥＡＲＣＨＩ’ ｌ三？ＯＲτＯＮinternational search report A) INEX To THE INTERNATIONAL 5EARCHI’ l3? ORτON
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3611371.9 | 1986-04-03 | ||
| DE3611371 | 1986-04-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63502878A true JPS63502878A (en) | 1988-10-27 |
Family
ID=6297963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50219787A Pending JPS63502878A (en) | 1986-04-03 | 1987-04-01 | Process for producing 17aα-hydroxy-D-homo-1,4-pregnadiene-3,20-dione |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0261187A1 (en) |
| JP (1) | JPS63502878A (en) |
| FI (1) | FI875322A0 (en) |
| WO (1) | WO1987005940A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0496845B1 (en) * | 1990-08-18 | 1997-01-08 | Schering Aktiengesellschaft | Process for producing 4-pregnene-3,20-dione and its derivatives |
| CN108541825B (en) * | 2018-05-21 | 2021-07-06 | 浙江理工大学 | Preparation method of novel antibacterial fish feed |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3102080A (en) * | 1960-05-20 | 1963-08-27 | Schering Ag | Method of producing 1,4-diene-3-ketosteroids |
-
1987
- 1987-04-01 JP JP50219787A patent/JPS63502878A/en active Pending
- 1987-04-01 WO PCT/DE1987/000143 patent/WO1987005940A1/en not_active Application Discontinuation
- 1987-04-01 EP EP19870902066 patent/EP0261187A1/en not_active Withdrawn
- 1987-12-02 FI FI875322A patent/FI875322A0/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0261187A1 (en) | 1988-03-30 |
| FI875322A (en) | 1987-12-02 |
| FI875322A0 (en) | 1987-12-02 |
| WO1987005940A1 (en) | 1987-10-08 |
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