Coptisine

Last updated
Coptisine
Coptisine.png
Names
IUPAC name
7,8,13,13a-Tetradehydro-2′H,2′′H-bis([1,3]dioxolo)[4′,5′:2,3;4′′,5′′:9,10]berbin-7-ium
Systematic IUPAC name
6,7-Dihydro-2H,10H-5λ5-[1,3]dioxolo[4,5-g][1,3]dioxolo[4′,5′:7,8]isoquinolino[3,2-a]isoquinolin-5-ylium
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1 Yes check.svgY
    Key: XYHOBCMEDLZUMP-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C19H14NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-8H,3-4,9-10H2/q+1
    Key: XYHOBCMEDLZUMP-UHFFFAOYAS
  • O1c3c(OC1)c2c[n+]6c(cc2cc3)c5cc4OCOc4cc5CC6
Properties
C19H14NO4+
Molar mass 320.319
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Coptisine is an alkaloid found in Chinese goldthread ( Coptis chinensis ), [1] greater celandine, and opium. [2] Famous for the bitter taste that it produces, it is used in Chinese herbal medicine along with the related compound berberine for digestive disorders caused by bacterial infections. [3]

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<span class="mw-page-title-main">Medicinal plants</span> Plants or derivatives used to treat medical conditions in humans or animals

Medicinal plants, also called medicinal herbs, have been discovered and used in traditional medicine practices since prehistoric times. Plants synthesize hundreds of chemical compounds for various functions, including defense and protection against insects, fungi, diseases, and herbivorous mammals.

<i>Coptis</i> Genus of flowering plants

Coptis is a genus of between 10–15 species of flowering plants in the family Ranunculaceae, native to Asia and North America.

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<span class="mw-page-title-main">Jatrorrhizine</span> Chemical compound

Jatrorrhizine is a protoberberine alkaloid found in some plant species, such as Enantia chlorantha (Annonaceae). Synonyms that may be encountered include jateorrhizine, neprotin, jatrochizine, jatrorhizine, and yatrorizine.

<span class="mw-page-title-main">Palmatine</span> Chemical compound

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<span class="mw-page-title-main">Theacrine</span> Chemical compound

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Corydalis yanhusuo is a plant species in the genus Corydalis. The Chinese name for Corydalis yanhusuo is yan hu suo. The Japanese common name is engosaku (エンゴサク) and the Korean common name is hyeonhosaek (현호색). English common names include yanhusuo, corydalis, and Asian corydalis. The tuber of this plant, frequently mislabeled as the root, is an important therapeutic agent in traditional Chinese medicine. It is native to high-altitude grasslands across China including in the provinces of Anhui, Henan, Hubei, Hunan, Jiangsu, and Zhejiang, but is more widely cultivated.

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References

  1. Chen J, Wang F, Liu J, Lee FS, Wang X, Yang H (April 2008). "Analysis of alkaloids in Coptis chinensis Franch by accelerated solvent extraction combined with ultra performance liquid chromatographic analysis with photodiode array and tandem mass spectrometry detections". Analytica Chimica Acta. 613 (2): 184–95. doi:10.1016/j.aca.2008.02.060. PMID   18395058.
  2. Hakim, Sohrab A. E.; Mijović, Valerie; Walker, James (1961). "Distribution of Certain Poppy-Fumaria Alkaloids and a Possible Link with the Incidence of Glaucoma". Nature. 189 (4760): 198–201. doi:10.1038/189198a0. PMID   13710637.
  3. Tang J, Feng Y, Tsao S, Wang N, Curtain R, Wang Y (October 2009). "Berberine and Coptidis rhizoma as novel antineoplastic agents: a review of traditional use and biomedical investigations". Journal of Ethnopharmacology. 126 (1): 5–17. doi:10.1016/j.jep.2009.08.009. hdl: 10722/127599 . PMID   19686830.