KR850000529A - 안트라사이클린 유도체의 제조방법 - Google Patents

안트라사이클린 유도체의 제조방법 Download PDF

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KR850000529A
KR850000529A KR1019840003590A KR840003590A KR850000529A KR 850000529 A KR850000529 A KR 850000529A KR 1019840003590 A KR1019840003590 A KR 1019840003590A KR 840003590 A KR840003590 A KR 840003590A KR 850000529 A KR850000529 A KR 850000529A
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rod
roa
sugar combination
sugar
acu
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KR1019840003590A
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아레츠(외 9) 베르너
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원본미기재
훽스트 아크티엔게젤샤프트
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Publication of KR850000529A publication Critical patent/KR850000529A/ko

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    • 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
    • C12P1/00—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes
    • C12P1/04—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes by using bacteria
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings
    • C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • 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
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • C12P19/56—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical directly bound to a condensed ring system having three or more carbocyclic rings, e.g. daunomycin, adriamycin

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  • Chemical & Material Sciences (AREA)
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  • Life Sciences & Earth Sciences (AREA)
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  • General Health & Medical Sciences (AREA)
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  • Wood Science & Technology (AREA)
  • Genetics & Genomics (AREA)
  • General Chemical & Material Sciences (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
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  • Animal Behavior & Ethology (AREA)
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  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Mycology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

내용 없음.

Description

안트라사이클린 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
도면 1은 시토로딘 A의1H-NMR스펙트라이고,
도면 2는 시토로딘 B의1H-NMR스펙트라이며,
도면 3은 시토로딘 H의1H-NMR스펙트라이고.

Claims (16)

  1. 영양배지의 존재하에서 호기성 건조하에 스트렙토마이세스 푸르푸라센스(Y-l1472)(Strepto-myces purpurascens)를 발효시키고 유기용매로 추출한 다음 크로마토그래피하여 생성된 화합물을 배양액 및 균체로 부터 분리시킴을 특징으로 하여 일반식(I)의 화합물 및 그의 생리적으로 허용할 수 있는 산부가염을 제조하는 방법.
    상기식에서, R1은 수소 또는-OR3를 나타내고, R2는-OR4또는-COOR5[여기에서, R5는 C1내지 C3알킬을 나타낸다]를 나타내고, R3및 R4는 같거나 다르며, 수소 또는 조성물 Roa-dF-Rod,-Roa-dF-CinA, Roa-dF=CinB, Roa-Rod-Rod, Roa-Rod-CinA, Roa-Rod-Acu, Rod-Rod-Rod, Roa-dF-Acu, Roa-Rod 또는 Roa-dF[여기에서, Roa는 로드사민을 나타내고, dF는 데옥시-퓨코즈를 나타내고, Rod는 로디노즈를 나타내고, Acu는 아쿠로즈를 나타내고, CinA는 시네루로즈 A를 나타내고, Cin B는 시네루로즈 B를 나타낸다]의 당조합(糖組合)을 나타내고, dF=CinB는, 두개의 당단위가 보통의 글리코사이드 결합외에 추가로 에테르 결합에 연결됨을 나타낸다.
  2. 제1항에 있어서, R1이 라디칼 OR3를 나타내고, R2가 라디칼 OR4를 나타내고, R3및 R4가 제1항에서 상세한 당조합을 나타내는 방법.
  3. 제2항에 있어서, R3가 당조합 Roa-Rod-Acu를 나타내고, R4가 당조합 Roa-Rod-Acu를 나타내는 방법.
  4. 제2항에 있어서, R3가 당조합 Roa-dF-Cin A를 나타내고, R4가 당조합 Roa-Rod-Rod를 나타내는 방법.
  5. 제2항에 있어서, R3및 R4가 당조합 Roa-Rod-Rod를 나타내는 방법.
  6. 제2항에 있어서, R3가 당조합 Roa-dF=Cin B를 나타내고, R4가 당조합 Roa-dF-CinA를 나타내는 방법.
  7. 제2항에 있어서, R3가 당조합 Roa-dF-Cin A를 나타내고, R4가 당조합 Roa-Rod-Acu를 나타내는 방법.
  8. 제2항에 있어서, R3가 당조합 Roa-Rod-Acu를 나타내고, R4가 당조합 Roa-Rod-Rod를 나타내는 방법.
  9. 제2항에 있어서, R3가 당조합 Roa-Rod-Rod를 나타내고, R4가 당조합 Roa-dF-Rod를 나타내는 방법.
  10. 제2항에 있어서, R3및 R4가 각각 당조합 Roa-dF-Rod를 나타내는 방법.
  11. 제1항에 있어서, R1이 수소를 나타내고, R2가 그룹-OR4[여기에서, R4는 제1항에서 정의한 당조합 중의 하나를 나타낸다]를 나타내는 방법.
  12. 제11항에 있어서, R4가 당조합 Roa-Rod-Rod를 나타내는 방법.
  13. 제11항에 있어서, R4가 당조합 Roa-Rod를 나타내는 방법.
  14. 제11항에 있어서, R4가 당조합 Roa-dF를 나타내는 방법.
  15. 제1항에 있어서, 탄소와 질소원, 무기영양염 및 미량원소를 함유하는 영양배지중에서 24내지 40℃ 및 pH 6.5내지 8.5에서 스트렙토마이세스 푸르푸라센스를 발효시키고 생성된 화합물은 에틸아세테이트 또는 클로로포름을 사용하여 배양액으로 부터 추출하고, 수성 아세톤을 사용하여 균체로 부터 먼저 추출한 다음 분리된 수층으로 부터 에틸아세테이트를 사용하여 추출하고, 에틸아세테이트 추출물을 혼합하여 농축하고 잔류물을 벤젠 또는 톨루엔에 용해시키고, 생성된 용액을 pH 3.5의 아세테이트 버퍼로 추출하고 크로마토그래피 또는 상이한 용매사이에 분배시켜 생성된 용액으로 부터 일반식(I)의 화합물을 분리시킴을 특징으로 하는 방법.
  16. 제1항에 있어서, 일반식(I)화합물의 크로마토그래피적 분리를 실리카겔 또는 역상 흡착제상에 칼럼 크로마토그래피하거나, 드롭플릿-카운터 -커런트-크로마토그래피(droplet-counter-current-chromatography)하거나, 상이한 용매사이에 분배시킨 다음 박층 또는 고속액체 크로마토 그래피하여 수행함이 특징인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840003590A 1983-06-25 1984-06-25 안트라사이클린 유도체의 제조방법 KR850000529A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3323025.0 1983-06-25
DE3323025A DE3323025A1 (de) 1983-06-25 1983-06-25 Anthracyclin-derivate, ein mikrobiologisches verfahren zu ihrer herstellung und ihre verwendung als cytostatika

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US (1) US4713371A (ko)
EP (1) EP0131181B1 (ko)
JP (1) JPS6036437A (ko)
KR (1) KR850000529A (ko)
AT (1) ATE50776T1 (ko)
AU (1) AU578615B2 (ko)
CA (1) CA1244364A (ko)
DE (2) DE3323025A1 (ko)
DK (1) DK306584A (ko)
ES (1) ES8601230A1 (ko)
FI (1) FI80071C (ko)
GR (1) GR81630B (ko)
HU (1) HU195979B (ko)
IL (1) IL72214A0 (ko)
MX (1) MX7303E (ko)
NO (1) NO160011C (ko)
NZ (1) NZ208622A (ko)
PH (1) PH22276A (ko)
PT (1) PT78784B (ko)
ZA (1) ZA844742B (ko)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3325957A1 (de) * 1983-07-19 1985-02-07 Hoechst Ag, 6230 Frankfurt Anthracyclin-derivate, ein verfahren zu ihrer herstellung und ihre verwendung als cytostatika
JPS6117597A (ja) * 1984-07-03 1986-01-25 Microbial Chem Res Found アントラサイクリン化合物
DE3524117A1 (de) * 1985-07-05 1987-02-05 Hoechst Ag Neue anthracyclin-tetrasaccharide, ein verfahren zu ihrer herstellung und ihre verwendung als cytostatik
DE3706175A1 (de) * 1987-02-26 1988-09-08 Behringwerke Ag Verwendung von lipophilen anthracyclinen zur behandlung "sekundaer" anthracyclin-resistenter tumoren, mittel enthaltend ein lipophiles anthracyclin und verfahren zu seiner herstellung
DE3712350A1 (de) * 1987-04-11 1988-10-20 Behringwerke Ag Semisynthetische rhodomycine, verfahren zu ihrer herstellung und ihre verwendung als zytostatika
US4918172A (en) * 1987-10-06 1990-04-17 Sanraku Incorporated Anthracycline antibiotics
DE3842836A1 (de) * 1988-12-20 1990-06-21 Behringwerke Ag Rhodomycine mit einer modifizierten kohlenhydrat-einheit
DE3920062A1 (de) * 1989-06-20 1991-01-10 Hoechst Ag Neue anthracyclin-derivate, ein verfahren zu ihrer herstellung und ihre verwendung als arzneimittel
FI93860C (fi) * 1991-03-25 1995-06-12 Leiras Oy Menetelmä antibioottien tuottamiseksi, siinä käyttökelpoisia DNA-jaksoja, yhdistelmä-DNA-konstruktioita ja näitä sisältäviä mikrobikantoja
DE10029433A1 (de) * 2000-06-15 2001-12-20 Bioleads Gmbh Rhodomycinon-Derivate
US8313760B2 (en) 2002-05-24 2012-11-20 Angiotech International Ag Compositions and methods for coating medical implants
ATE515277T1 (de) 2002-05-24 2011-07-15 Angiotech Int Ag Zusammensetzungen und verfahren zum beschichten von medizinischen implantaten
US20050059156A1 (en) * 2003-08-06 2005-03-17 Pharmacia Italia S.P.A. Method for detecting contaminants in pharmaceutical products
WO2005051451A2 (en) * 2003-11-20 2005-06-09 Angiotech International Ag Electrical devices and anti-scarring agents

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5323961A (en) * 1976-08-16 1978-03-06 Microbial Chem Res Found Antitumors
JPS55120786A (en) * 1979-03-14 1980-09-17 Sanraku Inc Variant capable of producing anthracycline glycoside
JPS6023679B2 (ja) * 1979-07-13 1985-06-08 メルシャン株式会社 ロドマイシン群抗生物質とその製造法
CH648327A5 (de) * 1980-10-16 1985-03-15 Hoffmann La Roche Anthracycline.
JPS57114547A (en) * 1981-01-07 1982-07-16 Sanraku Inc Anthracycline antibiotic substance and its preparation
JPS57176995A (en) * 1981-04-23 1982-10-30 Sanraku Inc Novel anthracyclinone glycoside and its preparation
JPS5826895A (ja) * 1981-08-11 1983-02-17 Sanraku Inc ２‐ヒドロキシアクラシノマイシンｂ
JPS5874694A (ja) * 1981-10-29 1983-05-06 Sanraku Inc アントラサイクリン誘導体
JPS5982395A (ja) * 1982-11-02 1984-05-12 Microbial Chem Res Found アントラサイクリン化合物、その製造法およびその用途
JPS59231023A (ja) * 1983-11-11 1984-12-25 Ajinomoto Co Inc 抗腫瘍剤

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DE3323025A1 (de) 1985-01-10
PH22276A (en) 1988-07-14
NO160011C (no) 1989-03-01
NO842546L (no) 1984-12-27
PT78784B (de) 1986-07-22
HU195979B (en) 1988-08-29
ES533631A0 (es) 1985-10-16
FI842523A0 (fi) 1984-06-21
AU2981284A (en) 1985-01-03
EP0131181A3 (en) 1985-05-22
FI80071C (fi) 1990-04-10
DK306584A (da) 1984-12-26
MX7303E (es) 1988-04-29
PT78784A (de) 1984-07-01
DE3481515D1 (de) 1990-04-12
NO160011B (no) 1988-11-21
ES8601230A1 (es) 1985-10-16
GR81630B (ko) 1984-12-11
CA1244364A (en) 1988-11-08
AU578615B2 (en) 1988-11-03
ATE50776T1 (de) 1990-03-15
HUT44803A (en) 1988-04-28
FI80071B (fi) 1989-12-29
IL72214A0 (en) 1984-10-31
ZA844742B (en) 1985-02-27
US4713371A (en) 1987-12-15
DK306584D0 (da) 1984-06-22
EP0131181A2 (de) 1985-01-16
NZ208622A (en) 1988-02-29
JPS6036437A (ja) 1985-02-25
FI842523A (fi) 1984-12-26
EP0131181B1 (de) 1990-03-07

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