(+)-Isocorynoline

Modify Date: 2024-01-02 14:35:58

(+)-Isocorynoline Structure
(+)-Isocorynoline structure
Common Name (+)-Isocorynoline
CAS Number 475-67-2 Molecular Weight 341.401
Density 1.2±0.1 g/cm3 Boiling Point 506.1±50.0 °C at 760 mmHg
Molecular Formula C20H23NO4 Melting Point 216-220ºC(lit.)
MSDS N/A Flash Point 259.9±30.1 °C

 Use of (+)-Isocorynoline


Isocorydine is isolated from Dicranostigma leptopodum (Maxim.) Fedde (DLF). Isocorydine combines with Doxorubicin (DOX) has a promising potential to eradicate hepatocellular carcinoma (HCC)[1].

 Names

Name isocorydine hydrochloride
Synonym More Synonyms

 (+)-Isocorynoline Biological Activity

Description Isocorydine is isolated from Dicranostigma leptopodum (Maxim.) Fedde (DLF). Isocorydine combines with Doxorubicin (DOX) has a promising potential to eradicate hepatocellular carcinoma (HCC)[1].
Related Catalog
In Vitro Isocorydine (0-400 ug/ml; 48 hours) show a significant decrease in the IC50 for ICD and DOX, the CI values are 0.605, 0.644, 0.804, and 0.707 respectively for Huh-7, Hep-G2, SNU-449 and SNU-387[1]. Isocorydine (0-400 ug/ml; 48 hours) abrogates DOX-induced upregulation of mesenchymal markers and the downregulation of epithelial markers in human HCC cell lines[1]. Cell Viability Assay[1] Cell Line: Huh-7, Hep-G2 , SNU-387, SNU-449 cells Concentration: 0-400 ug/ml Incubation Time: 24 hours Result: Had a higher cytotoxicity in HCC cells in comparison to ICD or DOX alone. Western Blot Analysis[1] Cell Line: Huh-7, Hep-G2 , SNU-387, SNU-449 cells Concentration: Incubation Time: 24 hours Result: Downregulated protein levels of Claundin-1 and E-cadherin.
In Vivo Isocorydine (intraperitoneal injection; 0.4 mg/kg; every 2 days for 2 weeks) retards the tumor growth, but the combined treatment of Doxorubicin (DOX) or ICD significantly inhibits tumor growth[1]. Animal Model: Female nude mice[1] Dosage: 0.4 mg/ml Administration: Injected intraperitoneally every 2 days for 2 weeks Result: Combined treatment of isocorydine and DOX showed a promising potential to eradicate HCC.
References

[1]. Pan JX, et al. Isocorydine suppresses doxorubicin-induced epithelial-mesenchymal transition via inhibition of ERK signaling pathways in hepatocellular carcinoma. Am J Cancer Res. 2018 Jan 1;8(1):154-164. eCollection 2018.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 506.1±50.0 °C at 760 mmHg
Melting Point 216-220ºC(lit.)
Molecular Formula C20H23NO4
Molecular Weight 341.401
Flash Point 259.9±30.1 °C
Exact Mass 341.162720
PSA 51.16000
LogP 3.09
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.604
Storage condition -20℃

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CE1057950
CHEMICAL NAME :
6a-alpha-Aporphin-11-ol, 1,2,10-trimethoxy-
CAS REGISTRY NUMBER :
475-67-2
BEILSTEIN REFERENCE NO. :
0094792
LAST UPDATED :
199612
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C20-H23-N-O4
MOLECULAR WEIGHT :
341.44

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10900 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AUPMAF Acta Universitatis Palackianae Olomucensis, Facultatis Medicae. (Statni Pedagogicke Nakladatelstvi, Ostrovni 30, 1 Nove Mesto, 113 01 Prague 1, Czechoslovakia) V.24- 1961- Volume(issue)/page/year: 61,213,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
104 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 12,402,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
52 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 31,44,1968
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
56 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 12,402,1981

 Safety Information

WGK Germany 3
RTECS CE1057950

 Synonyms

artabotrin
1,2,10-Trimethoxy-6aa-aporphin-11-ol
d-isocorydine
(6aS)-1,2,10-Trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
6aα-Aporphin-11-ol, 1,2,10-trimethoxy-
luteanin
isocorydine
(S)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-11-ol
iso-Corydine
4H-Dibenzo[de,g]quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (6aS)-
LUTEANINE
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