• 제목/요약/키워드: Isoquinoline Alkaloids

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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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모낭과식물의 성분(成分) (Chemical Constituents of Ranunculaceous Plants)

  • 정동규
    • 생약학회지
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    • 제9권2호
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    • pp.57-72
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    • 1978
  • The constituents of Ranunculaceae plants are summerized from more than one hundred of papers. Fifteen steroidal alkaloids, thirty two of terpenoids (diterpenes and triterpenes), fifty four isoquinoline alkaloids are recorded. Thirty three papaverines, eighteen berberines, and three hydrastines belong to isoquinoline group. Besides, of alkaloids a number of glycosides are also found. Adonis glycoside, famous cardiotonics, from Adonis and cyanogenin glycoside and calthoside D were identified from the leaves of Thalictrum aquilegifolium and Caltha silvestris. Anemonin, the irritating substance, found in Pulsatilla grandiz $W_{ENDER}$. Kaempf-erol and dihydrokaempferol were isolated and identified from the leaves of Clematis brachyura ^M_{AXIMOWICZ}$ by author in 1968.

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In Vivo Disease Control Efficacy of Isoquinoline Alkaloids Isolated from Corydalis ternata against Wheat Leaf Rust and Pepper Anthracnose

  • Han, Jae Woo;Shim, Sang Hee;Jang, Kyoung Soo;Choi, Yong Ho;Kim, Hun;Choi, Gyung Ja
    • Journal of Microbiology and Biotechnology
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    • 제28권2호
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    • pp.262-266
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    • 2018
  • Phytochemicals have been considered as alternatives for synthetic fungicides because of their biodegradability and low toxicity. In this study, we found that the methanolic extract of Corydalis ternata suppressed the development of plant diseases caused by Puccinia triticina and Colletotrichum coccodes. As the antifungal substance, three isoquinoline alkaloids (dehydrocorydaline, stylopine, and corydaline) were isolated from C. ternata. These active compounds also exhibited in vivo antifungal activity against P. triticina and C. coccodes. Taken together, our results suggest that C. ternata and its active compounds can be used to control plant diseases.

Isoquinoline Alkaloids from Fumaria bastardii

  • Kucukboyaci, Nurgun;Bingol, Funda;Sener, Bilge;Kutney, James P.;Stoynov, Nikolay
    • Natural Product Sciences
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    • 제4권4호
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    • pp.257-262
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    • 1998
  • The extract of the aerial parts of Fumaria bastardii Bor. afforded 12 alkaloids belonging to the skeletally six different groups of the isoquinoline alkaloids. In this publication, the isolation and identification of protopine (1), corydaldine (2), oxyhydrastinine (3), (-)-fumaritine (4), (+)-fumariline (5), (-)-O-methylfumarophycine (12), (+)-bicuculline (10), $(-)-{\beta}-hydrastine$ (7), (-)-corlumine (11), (+)-tetrahydropalmatine (8), (-)-stylopine (6), and (+)-juziphine (9) are described. Their structures have been determined by using extensive spectroscopic techniques. This is the first report of the occurrence of these alkaloids in Fumaria bastardii of Turkish origin.

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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.

Determination of isoquinoline alkaloids by UPLC-ESI-Q-TOF MS: Application to Chelidonium majus L.

  • Jeong, Won Tae;Lim, Heung Bin
    • 분석과학
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    • 제30권6호
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    • pp.379-389
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    • 2017
  • In this study, we set up an analytical method that can be used for rapid and accurate determination of representative isoquinoline alkaloids in medicinal plants using UPLC-ESI-Q-TOF MS (ultra pressure liquid chromatography-electrospray ionization-quadrupole-time-of-flight mass spectrometry). The compounds were eluted on a C18 column with 0.1 % formic acid and acetonitrile, and separated with good resolution within 13 min. Each of the separated components was characterized by precursor ions (generated by ESI-Q-TOF) and fragment ions (produced by collision-induced dissociation, CID), which were used as a reliable database. We also performed method validation: analytes showed excellent linearity ($R^2$, 0.9971-0.9996), LOD (5-25 ng/mL), LOQ (17-82 ng/mL), accuracy (91.6-97.4 %) as well as intra- and inter-day precisions (RSD, 1.8-3.2 %). In the analysis of Chelidonium majus L., magnoflorine, coptisine, sanguinarine, berberine and palmatine were detected by matching retention times and characteristic fragment ion patterns of reference standards. We also confirmed that, among the quantified components, coptisine was present in the highest quantity. Furthermore, alkaloid profiling was carried out by analyzing the fragment ion patterns corresponding to peaks of unknown components. In this manner, protopine, chelidonine, stylopine, dihydroberberine, canadine, and nitidine were tentatively identified. We also proposed the molecular structure of the fragment ions that appear in the mass spectrum. Therefore, we concluded that our suggested method for the determination of major isoquinoline alkaloids by UPLC-Q-TOF can be useful not only for quality control, but also for rapid and accurate investigation of phytochemical constituents of medicinal plants.

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.

Alkaloids of Linderae Radix suppressed the lipopolysaccharide-induced expression of cytokines in cultured macrophage RAW 264.7 cells

  • Chou, David Jiyao;Lam, Kelly Yinching;Chen, Jianping;Yao, Ping;Dong, Tina Tingxia;Xiong, Aizhen;Chou, Guixin;Wang, Zhengtao;Tsim, Karl Wah-Keung
    • 셀메드
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    • 제4권4호
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    • pp.28.1-28.27
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    • 2014
  • Linderae Radix, the dry roots of Lindera aggregata (Sims) Kosterm, has long been used as traditional Chinese medicine for treatment of inflammatory diseases. The total alkaloids are believed to be the active components responsible for anti-inflammation of Linderae Radix. Here, the total alkaloids of Linderae Radix were extracted and isolated, including 12 isoquinoline alkaloids and 1 furan sesquiterpene. Within the alkaloids, norisoboldine, boldine, linderaline, isoboldine, reticuline, N-methyllaurotetanine, norjuziphine were found to be the major ingredients. In lipopolysaccharide-treated macrophage RAW 264.7 cells, application of Linderae Radix extract, or total alkaloids, suppressed the transcription of proinflammatory cytokines, interleukin-$1{\beta}$ and interleukin-6. Out of the 12 alkaloids, norisoboldine, boldine, and isoboldine were tested in lipopolysaccharide-treated macrophages, and norisoboldine was the strongest alkaloid in suppressing the cytokine expressions. The current studies suggested that the identification of alkaloids from Linderae Radix could provide a plausible explanation for herbal therapeutic functions.

착체 생성에 의한 황련 알칼로이드의 분리 및 정량 (Isolation and Determination of Alkaloids in Coptis Rhizome by Forming Complex)

  • 임소연;김대근;신태용;임종필;엄동옥
    • 약학회지
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    • 제46권4호
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    • pp.226-230
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    • 2002
  • The Coptis Rhizome is known for containing a number of isoquinoline type alkaloids. Berberine, coptisine and palmatine are the major constituents of alkaloids. The alkaloids were isolated and determined by forming complex from Coptis japonica (Ranunculaceae). For the determination of these alkaloids, a new spectrophotometric method was developed with a simple and selective sample clean-up using thiocyanatocobaltate[II] complex ion. The absorbance of alkaloidal complex in l,2-dichloroethane solution was measured at 625 nm. A calibration curve for the alkaloids isolated from Coptis Rhizome was linear over the concentration range of 0.2-0.3 mg/mι. The method proved to be rapid, simple and reliable for the isolation and the determination of the alkaloids in Coptis Rhizome.