Chelidonine

• CAT Number: M015374
• CAS Number: 476-32-4
• Molecular Formula: C20H19NO5
• Molecular Weight: 353.374
• Purity: ≥95%
• Storage: -20°C
• InChI: InChI=1S/C20H19NO5/c1-21-7-13-11(2-3-15-20(13)26-9-23-15)18-14(22)4-10-5-16-17(25-8-24-16)6-12(10)19(18)21/h2-3,5-6,14,18-19,22H,4,7-9H2,1H3/t14-,18-,19+/m0/s1
• InChIKey: GHKISGDRQRSCII-ZOCIIQOWSA-N
• SMILES: CN1CC2=C(C=CC3=C2OCO3)C4C1C5=CC6=C(C=C5CC4O)OCO6

Chelidonine is an isolate of Papaveraceae with acetylcholinesterase and butyrylcholinesterase inhibitory activity.

Reference

1: Zhang ZH, Mi C, Wang KS, Wang Z, Li MY, Zuo HX, Xu GH, Li X, Piao LX, Ma J,
Jin X. Chelidonine inhibits TNF-α-induced inflammation by suppressing the NF-κB
pathways in HCT116 cells. Phytother Res. 2017 Oct 17. doi: 10.1002/ptr.5948.
[Epub ahead of print] PubMed PMID: 29044876.

2: Havelek R, Seifrtova M, Kralovec K, Krocova E, Tejkalova V, Novotny I,
Cahlikova L, Safratova M, Opletal L, Bilkova Z, Vavrova J, Rezacova M.
Comparative cytotoxicity of chelidonine and homochelidonine, the dimethoxy
analogues isolated from Chelidonium majus L. (Papaveraceae), against human
leukemic and lung carcinoma cells. Phytomedicine. 2016 Mar 15;23(3):253-66. doi:
10.1016/j.phymed.2016.01.001. Epub 2016 Jan 22. PubMed PMID: 26969379.

3: Qu Z, Zou X, Zhang X, Sheng J, Wang Y, Wang J, Wang C, Ji Y. Chelidonine
induces mitotic slippage and apoptotic-like death in SGC-7901 human gastric
carcinoma cells. Mol Med Rep. 2016 Feb;13(2):1336-44. doi: 10.3892/mmr.2015.4683.
Epub 2015 Dec 14. PubMed PMID: 26677104.

4: Kim SH, Hong JH, Lee YC. Chelidonine, a principal isoquinoline alkaloid of
Chelidonium majus, attenuates eosinophilic airway inflammation by suppressing
IL-4 and eotaxin-2 expression in asthmatic mice. Pharmacol Rep. 2015
Dec;67(6):1168-77. doi: 10.1016/j.pharep.2015.04.013. Epub 2015 May 11. PubMed
PMID: 26481537.

5: Kim O, Hwangbo C, Kim J, Li DH, Min BS, Lee JH. Chelidonine suppresses
migration and invasion of MDA-MB-231 cells by inhibiting formation of the
integrin-linked kinase/PINCH/α-parvin complex. Mol Med Rep. 2015
Aug;12(2):2161-8. doi: 10.3892/mmr.2015.3621. Epub 2015 Apr 15. PubMed PMID:
25890994.

6: Noureini SK, Esmaili H. Multiple mechanisms of cell death induced by
chelidonine in MCF-7 breast cancer cell line. Chem Biol Interact. 2014 Nov
5;223:141-9. doi: 10.1016/j.cbi.2014.09.013. Epub 2014 Sep 30. PubMed PMID:
25265580.

7: Paul A, Das J, Das S, Samadder A, Khuda-Bukhsh AR. Poly (lactide-co-glycolide)
nano-encapsulation of chelidonine, an active bioingredient of greater celandine
(Chelidonium majus), enhances its ameliorative potential against cadmium induced
oxidative stress and hepatic injury in mice. Environ Toxicol Pharmacol. 2013
Nov;36(3):937-47. doi: 10.1016/j.etap.2013.08.008. Epub 2013 Aug 28. PubMed PMID:
24035924.