• Title/Summary/Keyword: Isoquinoline alkaloids

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Cytotoxic Isoquinoline Alkaloids from Chelidonium majus var. asiaticum

  • Lee, Jun;Shon, Mi-Yae;Jang, Dae-Sik;Ha, Tae-Joung;Hwang, Seon-Woo;Nam, Sang-Hae;Seo, Eun-Kyoung;Park, Ki-Hun;Yang, Min-Suk
    • Journal of Applied Biological Chemistry
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    • v.48 no.4
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    • pp.198-201
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    • 2005
  • Two known isoquinoline alkaloids, (+)-chelidonine (1) and (-)-stylopine (2), were isolated from $CHCl_3$-soluble fraction of whole plants of Chelidonium majus L. var. asiaticum, and their structures were identified by spectroscopic methods and X-ray crystallographic analysis. Two isolates (1 and 2) were examined for their in vitro cytotoxic activities against five human cancer cell lines including DU-145 (prostate), MCF (breast), A549 (lung), HePG2 (liver), and HT-29 (colon) by sulphorhodamine B (SRB) assay.

In Vivo Antifungal Effects of Coptis japonica Root-Derived Isoquinoline Alkaloids Against Phytopathogenic Fungi

  • LEE CHI-HOON;LEE HOI-JOUNG;JEON JU-HYUN;LEE HOI-SEON
    • Journal of Microbiology and Biotechnology
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    • v.15 no.6
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    • pp.1402-1407
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    • 2005
  • The fungicidal activities of Coptis japonica (Makino) extracts and their active principles were determined against Botrytis cineria, Erysiphe graminis, Phytophthora infestans, Puccinia recondita, Pyricularia grisea, and Rhizoctonia solani using a whole plant method in vivo, and compared with natural fungicides. The responses varied according to the plant pathogen tested. At 2,000 mg/l, the chloroform and butanol fractions obtained from methanolic extracts of C. japonica exhibited strong/moderate fungicidal activities against B. cinerea, E. graminis, P. recondita, and Py. grisea. Two active constituents from the chloroform fractions and one active constituent from the butanol fractions were characterized as isoquinoline alkaloids, berberine chloride, palmatine iodide, and coptisine chloride, respectively, using spectral analysis. Berberine chloride had an apparent $LC_{50}$ value of approximately 190, 80, and 50 mg/l against B. cinerea, E. graminis, and P. recondita, respectively; coptisine chloride had an $LC_{50}$ value of 210,20, 180, and 290 mg/l against B. cinerea, E. graminis, P. recondita, and Py. grisea, respectively; and palmatine iodide had an $LC_{50}$ value of 160 mg/l against Py. grisea. The isoquinoline alkaloids were also found to be more potent than the natural fungicides, curcumin and emodin. Therefore, these compounds isolated from C. japonica may be useful leads for the development of new types of natural fungicides for controlling B. cinerea, E. graminis, P. recondita, and Py. grisea in crops.

The Identification of Corydalis Tuber by Detecting of Tertiary and Quaternary Alkaloids (3.4급 알칼로이드의 검출에 의한 현호색의 확인)

  • Kim, Dae-Keun;Kim, Ki-Duck;Eom, Dong-Ok
    • Korean Journal of Pharmacognosy
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    • v.30 no.1
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    • pp.54-58
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    • 1999
  • A method using coloric and spectrophotometric detection have been developed for the identification of the tertiary or quaternary alkaloids contained in Corydalis tuber and its preparations. The principle is based on the formation or decomposition of complex compounds. The complex compound of the tertiary and quaternary alkaloids have been formed by adding tetrathiocyanatocobaltate [II] ion to the test soln. Diverse crude drugs were screened using this method and the results indicated that isoquinoline, aconitine-type alkaloids in crude drugs can be readily detected. The method is simple, convenient, reproducible and applicable to the verification of the crude drug Corydalis tuber and its preparations.

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

  • 엄동옥;정윤철
    • YAKHAK HOEJI
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    • v.45 no.1
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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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Acetylcholinesterase Inhibitors from the Aerial Parts of Corydalis speciosa

  • Kim, Dae-Keun;Lee, Ki-Taek;Kim, Sung-Hoon;Park, Hee-Wook;Lim, Jong-Pil;Shin, Tae-Yong;Eom, Dong-Ok;Yang, Jae-Heon;Eun, Jae-Soon;Baek, Nam-In
    • Archives of Pharmacal Research
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    • v.27 no.11
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    • pp.1127-1131
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    • 2004
  • In a bioassay-guided search for acetylcholinesterase inhibitors from Korean natural resources, four isoquinoline alkaloids, corynoxidine (1), protopine (2), palmatine (3), and berberine (4) have been isolated from the methanolic extract of the aerial parts of Corydalis speciosa. Structures of these compounds were elucidated on the basis of spectroscopic techniques. These compounds inhibited acetylcholinesterase activity in a dose-dependent manner, and the $IC_50$ values of compounds 1-4 were 89.0, 16.1, 5.8, and 3.3 $\mu$ M, respectively.

Alkaloids from the Stem Bark of Phellodendron amurense Rupr (황백나무로부터 생리활성물질인 alkaloids 화합물의 분리 및 탐색)

  • Lee Jin Hwan;Lee Byong Won;Kang Nam Suk;Moon Yea Hwang;Yang Min Suk;Park Ki Hun
    • Journal of Life Science
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    • v.15 no.3 s.70
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    • pp.423-426
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    • 2005
  • Two isoquinolines and one quinolone were isolated from the stem bark of Pellodendron amurense Rupr. (Rutaceae). Two isoquinolines were elucidated as thalifoline (2) and pharmacological active berberine (3) has been blocking the release of $Ca^{2+}$ from internal stores. One quinolone was identified as N-methylatanine (1). This is the first report on the isolation of N-methylatanine (1) and thalifoline (2) from this plant.