KR930012781A - 10-hydroxy pheophytin a - Google Patents

10-hydroxy pheophytin a Download PDF

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Publication number
KR930012781A
KR930012781A KR1019920024123A KR920024123A KR930012781A KR 930012781 A KR930012781 A KR 930012781A KR 1019920024123 A KR1019920024123 A KR 1019920024123A KR 920024123 A KR920024123 A KR 920024123A KR 930012781 A KR930012781 A KR 930012781A
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KR
South Korea
Prior art keywords
hydroxy
represented
pheophytin
pharmaceutically acceptable
following structural
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KR1019920024123A
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Korean (ko)
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KR950013563B1 (en
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송필순
한보섭
이원영
Original Assignee
김정순
제일제당 주식회사
이필곤
삼성물산 주식회사
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Publication of KR930012781A publication Critical patent/KR930012781A/en
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Publication of KR950013563B1 publication Critical patent/KR950013563B1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/22Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains four or more hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K41/00Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
    • A61K41/0057Photodynamic therapy with a photosensitizer, i.e. agent able to produce reactive oxygen species upon exposure to light or radiation, e.g. UV or visible light; photocleavage of nucleic acids with an agent
    • A61K41/0071PDT with porphyrins having exactly 20 ring atoms, i.e. based on the non-expanded tetrapyrrolic ring system, e.g. bacteriochlorin, chlorin-e6, or phthalocyanines

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음No content

Description

10-히드록시 페오피틴 에이(Pheophytin α)10-hydroxy pheophytin α

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

제 1a 도 및 b는 각각 잠분 : 시금치 잎, 및 잠분 : 뽕나무 잎의 박층 크로마토그램(TLC).Figures 1a and b are thin layer chromatograms (TLC) of latent: spinach leaves, and latent: mulberry leaves, respectively.

제 2a, 2b 도 및 제 2c 도는 제 1a 도 및 b에 나타낸 밴드 2의 역상 고속 액체 크로마트그램(HPLC)을 도시한 것으로서,2a, 2b and 2c show the reverse phase fast liquid chromatogram (HPLC) of band 2 shown in FIGS. 1a and b,

제 2a 도는 형광에 수시간 동안 노출시킨 밴드 2의 역상 HPLC.Reverse phase HPLC of band 2 exposed to fluorescence for several hours.

제 2b 도는 빛에 5분간 노출시킨 밴드 2의 역상 HPLC.Reverse phase HPLC of band 2 exposed to light for 5 minutes.

제 2c 도는 빛에 노출시키지 않은 밴드의 2의 역상 HPLC.2c reverse phase HPLC of 2 in bands not exposed to light.

제 3a 도는 10-히드록시 페오피틴 α(이하, "CpD-1"라고 부르기도 함)와 클로로필 α의1H-NMR 스펙트럼(화살표는 C10-OH의 위치를 나타냄).FIG. 3a shows a 10-hydroxy pheophytin a (hereinafter also referred to as "CpD-1") and a 1 H-NMR spectrum of chlorophyll a (arrow indicates the position of C 10 -OH).

제 3b 도는 C10』OH의1H 공명을 측정하기 위하여 증수(D2O)와 혼합한 CpD-1과 중수와 혼합하지 않은 CpD-1 단독, 및 글로로필 α의1H-NMR 스펙트럼.3b shows CpD-1 mixed with distillation (D 2 O) and CpD-1 alone without mixing with heavy water, and 1 H-NMR spectra of Glolofil α to measure the 1 H resonance of C 10 'OH.

제 3c 도는 CpD-1의13C-NMR 스펙트럼.3c or 13 C-NMR spectrum of CpD-1.

제 3d 도는 CpD-1의1H 이차원 코지(COZY) NMR 스펙트럼.3d or 1 H two-dimensional COZY NMR spectrum of CpD-1.

제 4 도는 CpD-1의 프리에 변환 적외선 분광(FT-1R) 스펙트럼.4 shows the Fourier transform infrared spectroscopy (FT-1R) spectrum of CpD-1.

제 5 도는 295°K에서 1,3-디페닐이소벤조푸란 (DPBF)의 최대 초기 광산화 속도에서 일중항 산소의 발생량을 나타낸 그래프,5 is a graph showing the generation of singlet oxygen at the maximum initial photooxidation rate of 1,3-diphenylisobenzofuran (DPBF) at 295 ° K.

제 6 도는 CpD-1과 헤마토포르피린 유도체(이하, "HpD"라고 부르기도 함)의 종양 세포와 정상 세포에 대한 흡수도를 나타낸 그래프.Figure 6 is a graph showing the uptake of tumor cells and normal cells of CpD-1 and hematoporphyrin derivatives (also referred to as "HpD").

제 7a 및 7b 도는 인체 T-4 림포마 셀 라인(MOLT-4)과 사람의 말초 혈액 임파구(PBL)을 CpD-1과 HpD로 처리한 후 각각 적색 광과 황색 광에 노출시켰을 때의 생존 백분률을 나타낸 그래프.Figures 7a and 7b show survival percentages of human T-4 lymphoma cell lines (MOLT-4) and human peripheral blood lymphocytes (PBL) treated with CpD-1 and HpD and then exposed to red and yellow light, respectively. Graph showing rate.

Claims (4)

하기 구조식(I)로 나타내는 10-히드록시 페어피틴 α 또는 그의 약학적으로 허용되는 염.10-hydroxy fairfitin α or a pharmaceutically acceptable salt thereof represented by the following structural formula (I). (a) 잠분으로부터 적절한 용매를 사용하여 클로로필 대사산물을 추출하는 단계, (b) 추출물을 적절한 용매 중에 과포화 상태에 이를 때까지 용해시키는 단계, (c) 생성된 용액을 크로마토그래피하여 광증감제 성분을 분리하는 단계, 및 (d) 강력한 광증감 작용을 나타내는 분획을 수집하여 통상의 방법에 따라 정제하는 단계로 이루어진 것이 특징인, 하기 구조식(I)으로 나타내는 10-히드록시 페오피틴 α 또는 그의 약학적으로허용되는 염의 제조 방법.(a) extracting the chlorophyll metabolite from the lactose using an appropriate solvent, (b) dissolving the extract in a suitable solvent until it is supersaturated, (c) chromatography the resulting solution to sensitize the component 10-hydroxy pheophytin a represented by the following structural formula (I), characterized in that it comprises a step of separating, and (d) collecting a fraction showing a potent photosensitizing action and purifying according to a conventional method. Method for the preparation of pharmaceutically acceptable salts. (a) 클로로필 α를 에탄올 또는 클로로포름 중에서 실온에서 HCl과 반응시켜 마그네슘 이온을 제거하는 단계, (b) 희미한 보안등 하에 또는 암소에서 1일 이상 동안 실온에서 생성 용액에 공기를 완화하게 버블링하여 C10위치의 수소 원자를 히드록시기로 교체시키는 단계 및 (c) 생성물을 통상의 정제 방법에 의하여 정제시키는 단계로 이루어진 것이 특징인, 하기 구조식(I)로 나타내는 10-히드록시 페오피틴 α 또는 그의 약학적으로 허용되는 염의 제조 방법.(a) reacting chlorophyll α with HCl at room temperature in ethanol or chloroform to remove magnesium ions, (b) mildly bubbling air into the resulting solution at room temperature for at least one day under dim security or in a dark C Replacing the hydrogen atom at position 10 with a hydroxy group and (c) purifying the product by a conventional purification method, wherein the 10-hydroxy pheophytin a represented by formula (I) Processes for the preparation of salts which are generally acceptable. 하기 구조식(I)로 나타내는 10-히드록시 페오피틴 a 또는 그의 약학적으로 허용되는 염을 유효 성분으로 하는 광활서 암츠료용 광증감제 조성물.A photosensitizer composition for photoactive ammonia comprising, as an active ingredient, 10-hydroxy pheophytin a or a pharmaceutically acceptable salt thereof represented by the following structural formula (I). ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019920024123A 1991-12-17 1992-12-14 Io-hydroxy pheophytin a KR950013563B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR91-23164 1991-12-17
KR910023164 1991-12-17

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KR930012781A true KR930012781A (en) 1993-07-21
KR950013563B1 KR950013563B1 (en) 1995-11-09

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KR (1) KR950013563B1 (en)
CN (1) CN1074219A (en)
AU (1) AU2956992A (en)
MX (1) MX9207313A (en)
WO (1) WO1993012114A1 (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5179120A (en) * 1991-06-28 1993-01-12 Cytopharm, Inc. Porphycene compounds for photodynamic therapy
CN109568578B (en) * 2018-11-22 2021-05-18 广西师范大学 Preparation method and application of natural biomass quantum dots and biomass quantum dot-copper nanocomposite

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* Cited by examiner, † Cited by third party
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SU1028671A1 (en) * 1981-07-15 1983-07-15 Ивановский Ордена Трудового Красного Знамени Химико-Технологический Институт Process for preparing metal complexes of pheophytin

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WO1993012114A1 (en) 1993-06-24
KR950013563B1 (en) 1995-11-09
CN1074219A (en) 1993-07-14
AU2956992A (en) 1993-07-19
MX9207313A (en) 1993-07-30

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