coralyne chloride hydrate

Names

[ Name ]:
coralyne chloride hydrate

[Synonym ]:
8-methyl-2,3,10,11-tetramethoxydibenzo(a,g)quinoliziniumchloride
EINECS 254-239-2
coralyne chloride crystalline
g)quinolizinium,8-methyl-2,3,10,11-tetramethoxy-dibenzo(chloride
2,3,10,11-tetramethoxy-8-methyldibenzo[a,g]quinolizinium chloride

Biological Activity

[Description]:

Coralyne chloride is a protoberberine alkaloid with potent anti-cancer activities. Coralyne chloride acts as a potent topoisomerase I poison and induces Top I mediated DNA cleavage[2]. Coralyne chloride can be used for preparing coralyne derivatives as DNA binding fluorescent probes[3].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> Topoisomerase

[Target]

Topoisomerase I

[In Vitro]

Coralyne (6.25-100 μM; 24-72 hours) has cytotoxicity effect on breast cancer cell lines. It against MCF-7, MDA-MB-231 and MCF-10A cells with IC50s of 76.4 uM, 76.4 uM, and 99 uM,respectively at 24 hours. And it against MCF-7, MDA-MB-231 and MCF-10A cells with IC50s of 21.9 uM, 19.1 uM, and 91 μM, respectively at 72 hours[1]. Coralyne (25 μM; 48 hours) significantly downregulates cancer cell attachment of MCF-7 and MDA-MB-231 compared to the untreated controls. The percent of reduction in adhesion of MCF-7 is 55%, whereas 53% in reduction in the adhesion of MDA-MB-23 and 62% in reduction of MCF-10A,respectively[1].

[References]

[1]. Seema Kumari, et al. Synergistic effects of coralyne and paclitaxel on cell migration and proliferation of breast cancer cells lines. Biomed Pharmacother. 2017 Jul;91:436-445.

[2]. D Makhey, et al. Coralyne and related compounds as mammalian topoisomerase I and topoisomerase II poisons. Bioorg Med Chem. 1996 Jun;4(6):781-91.

[3]. P M Pithan, et al. 8-Styryl-substituted coralyne derivatives as DNA binding fluorescent probes.RSC Adv. 2017 Feb 8;7(18):10660-10667.

Chemical & Physical Properties

[ Melting Point ]:
215ºC

[ Molecular Formula ]:
C₂₂H₂₂ClNO₄

[ Molecular Weight ]:
399.86700

[ Exact Mass ]:
399.12400

[ PSA ]:
41.02000

[ LogP ]:
1.07850

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: HQ1812000

CHEMICAL NAME :: Dibenzo(a,g)quinolizinium, 8-methyl-2,3,10,11-tetramethoxy-, chloride

CAS REGISTRY NUMBER :: 38989-38-7

LAST UPDATED :: 198605

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C22-H22-N-O4.Cl

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1240 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NCISP* National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. (Bethesda, MD 20205) Volume(issue)/page/year: JAN1986

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R25

[ Safety Phrases ]:
S45

[ RTECS ]:
HQ1812000

[ HS Code ]:
2933990090

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%