Movatterモバイル変換

[0]ホーム
URL:

Jump to content
WikipediaThe Free Encyclopedia
Search

Isostrychnine

From Wikipedia, the free encyclopedia
Isostrychnine
Names
IUPAC name
(1R,13S,14E,19S,21S)-14-(2-Hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-9-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C21H22N2O2/c24-10-7-13-12-22-9-8-21-16-3-1-2-4-17(16)23-19(25)6-5-14(20(21)23)15(13)11-18(21)22/h1-5,7,15,18,20,24H,6,8-12H2/b13-7-/t15-,18-,20-,21+/m0/s1 checkY
    Key: PNYOGGAOQVIZDM-JQNVFVSUSA-N checkY
  • С1CN2C/C(=C/CO)/[C@@H]3C[C@H]2[C@@]14[C@@H]5C3=CCC(=O)N5C6=CC=CC=C46
Properties
C21H22N2O2
Molar mass334.419 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Isostrychnine is amonoterpenoidindole alkaloid and astructural isomer ofstrychnine. It is asecondary plant metabolite and may haveantitumor activity.

Occurrence

[edit]

Isostrychnine has been isolated from plant extracts ofStrychnos species (e.g theseeds ofStrychnos nux-vomica (strychnine tree) or the roots ofStrychnos icaja).[1][2] It is also present inStrychnos ignatii.[2]

Pharmacology

[edit]

One study observed inhibitory effects againstHep G2 cell proliferation.[3] Another study found isostrychnine arrested the growth of the humanhepatocarcinoma cell line SMMC 7721.[4]

References

[edit]
  1. ^Frédérich, Michel; Pauw, Marie-Claire De; Llabrès, Gabriel; Tits, Monique; Hayette, Marie-Pierre; Brandt, Viviane; Penelle, Jacques; Mol, Patrick De; Angenot, Luc (2000)."New Antimalarial and Cytotoxic Sungucine Derivatives from Strychnos icaja Roots".Planta Medica.66 (03):262–269.doi:10.1055/s-2000-8559.ISSN 0032-0943.
  2. ^abPubChem."Isostrychnine".pubchem.ncbi.nlm.nih.gov. Retrieved2025-12-13.
  3. ^Deng, Xu-Kun; Yin, Wu; Li, Wei-Dong; Yin, Fang-Zhou; Lu, Xiao-Yu; Zhang, Xiao-Chun; Hua, Zi-Chun; Cai, Bao-Chang (2006-06-30)."The anti-tumor effects of alkaloids from the seeds of Strychnos nux-vomica on HepG2 cells and its possible mechanism".Journal of Ethnopharmacology.106 (2):179–186.doi:10.1016/j.jep.2005.12.021.ISSN 0378-8741.
  4. ^Yin, Wu; Deng, Xu-Kun; Yin, Fang-Zhou; Zhang, Xiao-Chun; Cai, Bao-Chang (2007-09-01)."The cytotoxicity induced by brucine from the seed of Strychnos nux-vomica proceeds via apoptosis and is mediated by cyclooxygenase 2 and caspase 3 in SMMC 7221 cells".Food and Chemical Toxicology.45 (9):1700–1708.doi:10.1016/j.fct.2007.03.004.ISSN 0278-6915.
Retrieved from "https://en.wikipedia.org/w/index.php?title=Isostrychnine&oldid=1336292817"
Categories:
Hidden categories:
[8]ページ先頭
©2009-2026 Movatter.jp