• 제목/요약/키워드: isoquinoline alkaloid

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눈괴불주머니 지상부의 Isoquinoline alkaloid성분 (Isoquinoline Alkaloids from the Aerial Parts of Corydalis ochotensis)

  • 이기택;엄상섭;은재순;신태용;임종필
    • 약학회지
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    • 제45권5호
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    • pp.442-447
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    • 2001
  • Aerial parts of Corydalis ochotensis Turcz. (Papaveraceae) has been used as a folk medicine in China for its antipyretic, analgesic and diuretic properties, which is widely distributed in Korea. Phytochemical study of the aerial parts of C. ochotensis led to the isolation of three isoquinoline alkaloids, (+)adlumidine, govadine and (-)severtzine, together with quercetin, rutin and tridecanoic acid. These compounds were established by conventional methods of analysis and identified by $^{1}$H,$^{13}$ C-NMR, and MS data.

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진노랑상사화 인경으로부터 살초활성 물질의 분리 (Isolation of Herbicidal Compound from Bulbs of Lycoris chinensis var. sinuolata K.H.Tae & S.T.Ko)

  • 장호진;김건우
    • 한국잡초학회지
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    • 제30권4호
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    • pp.437-444
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    • 2010
  • 본 연구는 진노랑상사화 인경에 함유된 allelochemical의 살초활성을 조사하고, 활성 발현에 관련된 살초 활성 물질을 분리하여 화학구조를 밝히고자 수행되었다. Silica gel flash column chromatography, HPLC 등 일련의 크로마토그래피법들을 통해 진노랑상사화 인경의 MeOH 추출물을 분리 정제하였다. HPLC에 의해 최종 획득된 활성분획에 대한 GC/MS 분석결과, isoquinoline alkaloid인 montanine($O^2$-methyl pancracine)이 동정되었다. Montanine은 $50{\mu}g\;mL^{-1}$ 농도에서 돌피 유묘의 생장을 100% 억제시키는 것으로 나타났다.

흡광도측정법에 의한 황백과 제제 중 프로토베르베린 알칼로이드의 정량 (Determination of Protoberberine Alkaloids in Phellodendri Cortex and Preparation by Spectrophotometric Method)

  • 엄동옥;정윤철
    • 약학회지
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    • 제45권1호
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    • pp.34-38
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    • 2001
  • The Phellodendri Cortex of Phellodendron amurense (Rutaceae) is known to contain a number of isoquinoline alkaloid, and berberine, palmatine, jateorrhizine, phellodendrine and magnoflorine are the major constituents of protoberberine alkaloids. For the determination of protoberberine alkaloids from Phellodendri Cortex and berberine chloride from the preparation, the new spectrophotometric method was developed with a simple and selective sample clean-up using thiocyanatocobaltate[II] complex ion. Samples were extracted with 0.1 mM hydrochloric acid, potassium biphthalate reagent, thiocyanatocobaltate reagent and 1.2-dichloroethane for 60 min. The absorbance of protoberberine alkaloid complexes in 1.2-dichloroethane solution was measured at 625 nm. Calibration curve for berberine was linear over the concentration range of 0.05~0.30 mg/ml 1.2-dichloroethane. The method proved to be rapid, simple and reliable for the determination of protoberberine alkaloids from Phellodendri Cortex and berberine chloride from the preparation.

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HPLC Separation of Isoquinoline Alkaloids for Quality Control of Corydalis species

  • Kim, Eun-Kyung;Jeong, Eun-Kyung;Han, Sang-Beom;Jung, Jee-H.;Hong, Jong-Ki
    • Bulletin of the Korean Chemical Society
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    • 제32권10호
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    • pp.3597-3602
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    • 2011
  • A simple and rapid analytical method was developed for the determination of eight isoquinoline alkaloids in Corydalis species. Eight isoquinoline alkaloids, including 2 aporphine alkaloids (isocorydine and glaucine) and 6 protoberberine alkaloids (coptisine, palmatine, berberine, canadine, corydaline, and tetrahydrocoptisine) were used as chemical markers which have a various biological activity and determined for quality control of Corydalis (C.) species (C. ternata, C. yanhusuo, and C. decumbens). To evaluate the quality of these herbal medicines, LC chromatographic separation of alkaloids were preferentially investigated on reversed-phase C18 column with pH variation and composition of mobile phase. In addition, the separation of these alkaloids in herbal extracts was found to be significantly affected on mobile phase composition using gradient elution. Especially for C. yanhusuo extract, berberine was seriously interfered with other alkaloid extracted from sample matrix when mobile phase composition was not optimized. As results, these compounds were successfully separated within 28 min using 10 mM ammonium acetate containing 0.2% triethylamine (adjusted at pH 5.0) as a mobile phase with gradient elution. On the basis of optimized HPLC conditions, 23 different Corydalis species samples were analyzed for the determination of alkaloid levels. In addition, principal component analysis (PCA) combined with the chromatographic data could be successfully classified the different geographic origin samples.

붉노랑상사화 인경으로부터 살초활성 물질의 분리 (Isolation of Herbicidal Substances from Bulbs of Lycoris flavescens M.Y.Kim & S.T.Lee)

  • 이동구;김건우
    • 한국잡초학회지
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    • 제31권4호
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    • pp.330-339
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    • 2011
  • 연구는 붉노랑상사화 인경에 함유된 살초활성 물질을 분리하여 살초활성을 평가하고 그 화학구조를 구명하고자 수행되었다. Silica gel flash column chromatography, preparative TLC, HPLC 등 일련의 크로마토그래피법들을 통해 붉노랑상사화 인경의 MeOH 추출물을 분리 정제하였다. HPLC에 의해 최종 획득된 활성분획에 대한 GC/MS 분석 결과, galanthine (galanthan-1-ol)과 isoquinoline alkaloid인 montanine ($O^2$-methyl pancracine)이 동정되었다. Montanine은 $20{\mu}g\;mL^{-1}$ 농도에서 돌피 유묘의 생장을 거의 100% 억제시키는 것으로 나타났다. 한편, 붉노랑상사화 인경의 MeOH 추출물은 $1,000{\mu}g\;mL^{-1}$ 에서 대조구에 비해 화영벼 유묘의 신초와 유근의 생장을 각각 약 3.1% 및 8.3% 억제하였다.

Cholinesterase Inhibitory Activities of Alkaloids from Corydalis Tuber

  • Hung, Tran Manh;Thuong, Phuong Thien;Nhan, Nguyen Trung;Mai, Nguyen Thi Thanh;Quan, Tran Le;Choi, Jae-Sue;Woo, Mi-Hee;Min, Byung-Sun;Bae, Ki-Hwan
    • Natural Product Sciences
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    • 제17권2호
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    • pp.108-112
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    • 2011
  • Several isoquinoline alkaloids (1 - 18), which have basic chemical structures as protoberberine and aporphine skeletones, were evaluated for their inhibitory activities on AChE and BuChE. Among them, compounds 3, 4, 6, 8 and 12 showed the potent AchE activity with the $IC_{50}$ values ranging from $10.2{\pm}0.5\;{\mu}M$ to $24.5{\pm}1.6\;{\mu}M$, meanwhile, compound 14 - 17 exhibited strong inhibitory activity with $IC_{50}$ values from $2.1{\pm}0.2$ to $5.5{\pm}0.3\;{\mu}M$. Compounds 14 - 17 exhibited selective inhibition for AChE compared with BuChE. The isoquinoline alkaloid possesses aromatic methylenedioxy groups and quaternary nitrogen atoms are crucial for the anti-cholinesterase inhibitory activity.

Design, Syntheses and Biological Evaluations of Nonpeptidic Caspase 3 Inhibitors

  • Kim, Eun-Sook;Yoo, Sung-Eun;Yi, Kyu-Yang;Lee, Sun-Kyung;Noh, Jae-Sung;Jung, Yong-Sam;Kim, Eun-Hee;Jeong, Nak-Chul
    • Bulletin of the Korean Chemical Society
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    • 제23권7호
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    • pp.1003-1010
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    • 2002
  • Caspase 3, a member of cysteine protease family, is well known as a major apoptosis effector and is involved in cell death as a result of ischemic diseases such as stroke and myocardial infarction, therefore the inhibition of caspase 3 may protect those apoptotic cell damages. During the high-throughput screening of the compounds from the Korea Chemical Bank, berberine derivatives (A and B), an isoquinoline alkaloid, have been identified as potential inhibitors for caspase 3. Based on this finding we carried out molecular modeling study to identify the pharmacophoric elements of berberine structure which interact with a substrate-recognition binding site of caspase 3 and came up with several novel scaffolds. In this report, we will discuss the molecular modeling, syntheses and the enzyme inhibitory activities of these novel compounds.

TETRAHYDROPAPAVEROLINE INDUCES DNA DAMAGE AND APOPTOTIC CELL DEATH THROUGH GENERATION OF REACTIVE OXYGEN SPECIES

  • Shin, Mi-Hyun;Jang, Jung-Hee;Lee, Jeong-Sang;Surh, Young-Joon
    • 한국독성학회:학술대회논문집
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    • 한국독성학회 2001년도 International Symposium on Signal transduction in Toxicology
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    • pp.124-124
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    • 2001
  • Tetrahydropapaveroline(THP), a dopamine-derived 6,7-dihydroxy-l-(3',4'-dihydroxybenzyl)-1,2,3,4-tetrahydrosioquinoline, has been suspected as a possible dopaminergic neurotoxin to elicit Parkinsonism. Autoxidation or monoamine oxidase-mediated oxidation of THP and subsequent generation of reactive oxygen species (ROS) may contribute to the degeneration of dopaminergic neurons induced by this isoquinoline alkaloid.(omitted)

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Tetrandrine induces mitochondria-dependent apoptosis in HepG2 cells

  • Hee, Oh-Seon;Lee, Bang-Wool;Lee, Byung-Hoon
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.278.2-279
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    • 2002
  • Tetrandrine is a bis-benzyl isoquinoline alkaloid derived from the root of Stephania tetrandra S. Moore. which was reported to elicit in vitro cytotoxic effect on HeLa cells and in vivo supprresive effects on mouse ascite tumor. Tetrandrine also induced apoptosis in a various cell lines. Recent studies have revealed that mitochondria has been shown to play an important role in the regulation of apoptotic processes. (omitted)

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