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KR930019654A - 비카틴 ⅲ유도체 - Google Patents

비카틴 ⅲ유도체 Download PDF

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Publication number
KR930019654A
KR930019654A KR1019930003213A KR930003213A KR930019654A KR 930019654 A KR930019654 A KR 930019654A KR 1019930003213 A KR1019930003213 A KR 1019930003213A KR 930003213 A KR930003213 A KR 930003213A KR 930019654 A KR930019654 A KR 930019654A
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South Korea
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compound
unsubstituted
mono
trisubstituted
halogen
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KR1019930003213A
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KR100255525B1 (ko
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에지오 봄바르델리
브루노 가베타
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다리오 보나꼬르시
인데나 에스.피.아.
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/08—Bridged systems
    • 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
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Epoxy Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Hydrogenated Pyridines (AREA)
  • Saccharide Compounds (AREA)

Abstract

본 발명은 신규한 탁산(taxane)유도체, 그의 제조방법 및 종양에 있어서의 용도에 관한 것으로서, 하기 일반 구조식(1)의 화합물 중 14-β-하드록시-10-데아셀틸-바카틴 Ⅲ(1a)은 탁수스왈리키아나의 공기중 부분으로부터 물과 혼화성인 용매 또는 그의 물과의 혼합액으로 추출하여 얻어지며, (1a)의 화합물을 구조식 R5COOH의 산 또는그의 활성화된 유도체, 클로로포트메이트, 실릴화제, 또는 알데히드나 케튼과 반응시킴으로써(1)의 화합물을 제조하는데, 항유사분열제 및 항종양제로서 사용될 수 있다.

Description

바카틴 Ⅲ유도체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 구조식(1)의 화합물.
    여기에서 R1이 개별적으로 수소이고, R14가 개별적으로 수소, 트리(저급 알킬)실릴이거나, 또는 비치환되거나 할로겐으로 모노, 디-,또는 트리치환된, 또는 비치환되거나 할로겐, 저급 알콕시 또는 저급할로알콕시로 모노-, 디-, 또는 트리치환된 페닐로 모노치환된 탄소원자 2내지 9의 알카노일이거나, 또는 R1및 R14가 함께 비치환되거나, 또는 페닐로 치환된 카르보닐 또는 저급 알킬리덴이고, R1및 R10각각이 수소, 트리치환된, 또는 비치환되거나, 할로겐, 저급 알콕시, 또는 저급할로알콕시로 모노-, 디-, 또는 트리치환된 페닐로 모노치환된 탄소원자 2 내지 9의 알카노일이고, R13은 수소, 트리알킬실릴, -COCHOCHCH(C6H3)NHCOC6H5,-COCHOHCH(C6H5)NHCOOC(CH3)3,비치환되거나, 할로겐으로 모노-, 디-, 또는 트리치환된, 또는 비치환되거나 할로겐, 저급 알콕시, 또는 저급 할로알콕시로 모노-, 디-, 또는 트리치환된 페닐로 모노치환된 탄소원자 2 내지 9의 알카노일이고, Ac는 아세틸이다.
  2. 제1항에 있어서, R1, R7,R10,R13및 R14가 동시에 수소인 화합물.
  3. 제1항에 있어서, R7이 비치환되거나 할로겐으로 모노-, 디-,또는 트리치환된, 또는 비치환되거나 할로겐, 저급 알콕시, 또는 저급 할로알콕시로 모노-,디-,또는 트리치환된 페닐로 모노치환된 탄소원자 2 내지 9의 알카노일인 화합물.
  4. 제1항에 있어서, R10이 비치환되거나 할로겐으로 모노-, 디-, 또는 트리치환된 또는 비치환되거나 할로겐, 저급 알콕시, 또는 저급 할로알콕시로 모노-, 디-, 또는 트리치환된 페닐로 모노치환된 탄소원자 2내지 9의 알카노일인 화합물.
  5. a)물과 혼화성인 용매 또는 그의 물과의 혼합액을 식물성 물질을 추출하고, b)용매를 증발 제거하고 불용성 전류물를 여과하여 제거하고, c)물과 혼화하지 않는 용매로 처리하고 증발 건고하고, d)컬럼 크로마토그래피로 정제하고 최종 화합물을 결정화하는 단계로 구성되는, 탁수스 왈리키아나의 공기중 부분으로부터 제2항의 화합물을 제조하는 방법.
  6. a)물과 혼화성인 용매 또는 그의 물과의 혼합액으로 식물성 물질을 추출하고, b)용매를 증발시키고, c)하이드로알콜을 용액으로 처리하고 증발 건고하고, d)컬럼 크로마토그래피로 정제하고 최종 화합물을 결정화하는 단계로 구성되는, 탁수스 왈리키아나의 공기중 부분으로부터 제2항의 화합물을 제조하는 방법.
  7. R7, R10, R13및 R14그룹의 적어도 하나가 비치환 되거나 할로겐으로 모노-, 디-, 트리치환된, 또는 비치환되거나 할로겐, 저급 알콕시, 또는 저급 할로알콕시로 모노-, 디-, 또는 트리치환된 페닐로 모노치환된 탄소원자 2 내지 9의 알카노일인 구조식(1)의 화합물을 제조하는 방법에 있어서, 제2항의 화합물이 R5가 비치환되거나 할로겐으로 모노-, 디-, 또는 트리치환된, 또는 비치환되거나 할로겐, 저급 알콕시, 또는 저급 할로알콕시로 모노- 디-, 또는 트리치환된 페닐로 모노치환된 탄소원자 2내지 9의 알카노일인 구조식 R5COOH의 산 또는 그의 활성화된 유도체와 반응하는 것을 특징으로 하는 제조방법.
  8. 제2항의 화합물에 대하여 다음과같은 단계의 하나 또는 그 이상을 수행하도록 하는 것으로 구성되는, 제1항의 화합물을 제조하는 방법. a)구조식 R5COOH의 산 또는 그의 활성화된 유도체과 반응시키는 단계, b)클로로포르메이트와 반응시키는 단계, c)실릴화제와 반응시키는 단계, d)적절한 촉매의 존재 중에서 알데하드 또는 캐톤과 반응시키는 단계
  9. 제1항 내지 제4항의 화합물로 된 항종양제.
  10. 활성 성분으로서 제1항 내지 제4항의 화합물의 하나를 적절한 담체화 조합하여 함유하는 약제학적 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019930003213A 1992-03-06 1993-03-04 바카틴 iii 유도체 Expired - Lifetime KR100255525B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
ITMI920528A IT1254517B (it) 1992-03-06 1992-03-06 14-beta idrossi-10-deacetil-baccatina iii, suoi derivati, loro prepazione ed impiego terapeutico
ITMI92A000528 1992-03-06
ITMI92A00052 1992-03-06

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KR930019654A true KR930019654A (ko) 1993-10-18
KR100255525B1 KR100255525B1 (ko) 2000-05-01

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US (2) US5264591A (ko)
EP (1) EP0559019B1 (ko)
JP (1) JP2708346B2 (ko)
KR (1) KR100255525B1 (ko)
CN (1) CN1051082C (ko)
AT (1) ATE184599T1 (ko)
CA (1) CA2091001C (ko)
CZ (1) CZ284265B6 (ko)
DE (1) DE69326369T2 (ko)
DK (1) DK0559019T3 (ko)
ES (1) ES2136096T3 (ko)
FI (1) FI109904B (ko)
GR (1) GR3031280T3 (ko)
HK (1) HK1011686A1 (ko)
HU (2) HU218665B (ko)
IT (1) IT1254517B (ko)
NO (1) NO305080B1 (ko)
PL (1) PL171982B1 (ko)
SK (1) SK279257B6 (ko)

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HU9300594D0 (en) 1993-05-28
CN1076695A (zh) 1993-09-29
HUT64317A (en) 1993-12-28
NO930774D0 (no) 1993-03-03
DK0559019T3 (da) 2000-03-27
CN1051082C (zh) 2000-04-05
CZ284265B6 (cs) 1998-10-14
PL297940A1 (en) 1993-11-15
DE69326369T2 (de) 2000-03-23
FI930978A0 (fi) 1993-03-04
US5453520A (en) 1995-09-26
HU218665B (hu) 2000-10-28
ITMI920528A0 (it) 1992-03-06
JPH069599A (ja) 1994-01-18
DE69326369D1 (de) 1999-10-21
CA2091001A1 (en) 1993-09-07
SK279257B6 (sk) 1998-08-05
ITMI920528A1 (it) 1993-09-06
IT1254517B (it) 1995-09-25
EP0559019A1 (en) 1993-09-08
GR3031280T3 (en) 1999-12-31
CA2091001C (en) 2003-11-04
ATE184599T1 (de) 1999-10-15
FI109904B (fi) 2002-10-31
ES2136096T3 (es) 1999-11-16
SK15293A3 (en) 1993-12-08
FI930978L (fi) 1993-09-07
PL171982B1 (pl) 1997-07-31
HK1011686A1 (en) 1999-07-16
JP2708346B2 (ja) 1998-02-04
US5264591A (en) 1993-11-23
EP0559019B1 (en) 1999-09-15
HU211824A9 (en) 1995-12-28
CZ33693A3 (en) 1994-01-19
KR100255525B1 (ko) 2000-05-01
NO930774L (no) 1993-09-07
NO305080B1 (no) 1999-03-29

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