(+/-)-Chelidonine - CAS 20267-87-2
Category:
Main Product
Product Name:
(+/-)-Chelidonine
Catalog Number:
20267-87-2
Synonyms:
(+/-)-Chelidonine; Chelidonine 1-hydrate
CAS Number:
20267-87-2
Molecular Weight:
371.38
Molecular Formula:
C19H17N3O3
COA:
Inquire
MSDS:
Inquire
Canonical SMILES:
CN1CC2=C(C=CC3=C2OCO3)C4C1C5=CC6=C(C=C5CC4O)OCO6.O
InChI:
InChI=1S/C20H19NO5.H2O/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;1H2
InChIKey:
GDQZNUMWHOMFLJ-UHFFFAOYSA-N
Chemical Structure
CAS 20267-87-2 (+/-)-Chelidonine

Reference Reading


1.Comparative cytotoxicity of chelidonine and homochelidonine, the dimethoxy analogues isolated from Chelidonium majus L. (Papaveraceae), against human leukemic and lung carcinoma cells.
Havelek R1, Seifrtova M2, Kralovec K3, Krocova E3, Tejkalova V3, Novotny I4, Cahlikova L5, Safratova M5, Opletal L5, Bilkova Z3, Vavrova J6, Rezacova M2. Phytomedicine. 2016 Mar 15;23(3):253-66. doi: 10.1016/j.phymed.2016.01.001. Epub 2016 Jan 22.
BACKGROUND: The search for new anticancer compounds is a crucial element of natural products research.
2.Chelidonine induces mitotic slippage and apoptotic-like death in SGC-7901 human gastric carcinoma cells.
Qu Z1, Zou X2, Zhang X1, Sheng J1, Wang Y2, Wang J2, Wang C2, Ji Y2. Mol Med Rep. 2016 Feb;13(2):1336-44. doi: 10.3892/mmr.2015.4683. Epub 2015 Dec 14.
The aim of the present study was to investigate the effect of chelidonine on mitotic slippage and apoptotic-like death in SGC-7901 human gastric cancer cells. The MTT assay was performed to detect the antiproliferative effect of chelidonine. Following treatment with chelidonine (10 µmol/l), the ultrastructure changes in SGC‑7901, MCF‑7 and HepG2 cells were observed by transmission electron microscopy. The effects of chelidonine on G2/M phase arrest and apoptosis of SGC‑7901 cells were determined by flow cytometry. Indirect immunofluorescence assay and laser scanning confocal microscopy (LSCM) were used to detect the phosphorylation level of histone H3 (Ser10) and microtubule formation was detected using LSCM following immunofluorescent labeling. Subsequent to treatment with chelidonine (10 µmol/l), expression levels of mitotic slippage‑associated proteins, including BUB1 mitotic checkpoint serine/threonine kinase B (BubR1), cyclin‑dependent kinase 1 (Cdk1) and cyclin B1, and apoptosis‑associated protein, caspase‑3 were examined by western blotting at 24, 48 and 72 h.
3.Plant germination and production of callus from the yellow hornpoppy (Glaucium flavum): the first stage of micropropagation.
Mohamed ME, Arafa AM, Soliman SS, Eldahmy SI. Pharmazie. 2014 Sep;69(9):715-20.
The yellow hornpoppy, Glaucium flavum Cr. (Fam. Papaveraceae) is a perennial herb, distributed in the Mediterranean region, including Egypt. The plant contains many benzyl isoquinoline alkaloids from the aporphine type such as glaucine, isoboldine, 1-chelidonine, 1-norchelidonine and 3-O-methylarterenol, making it to display various medicinal activities including antitussive, anticancer, antioxidant, antimicrobial, antiviral, hypoglycemic, analgesic, antipyretic, bronchodilator and anti-inflammatory effects. The plant is now rare and endangered in the Egyptian flora due to urban sprawl. The present study looks into Glaucium flavum seeds' in vitro germination as well as the ability of the explants taken from the growing seedlings to form stable callus lines in order to enable micropropagation as a way to save the rare plant. The study also scans the production of different medicinally valuable alkaloids, particularly glaucine, in produced callus.
4.In vitro and in vivo investigations on the antitumour activity of Chelidonium majus.
Capistrano I R1, Wouters A2, Lardon F2, Gravekamp C3, Apers S1, Pieters L4. Phytomedicine. 2015 Dec 15;22(14):1279-87. doi: 10.1016/j.phymed.2015.10.013. Epub 2015 Nov 10.
BACKGROUND: Chelidonium majus L. (Papaveraceae) (greater celandine) is a medicinal herb that is widely spread in Europe. Antitumoural activity has been reported for C. majus extracts.