(+)-Corynoline | CAS:18797-79-0 | Manufacturer ChemFaces

(+)-Corynoline

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Description:

Corynoline is a reversible and noncompetitive inhibitor of acetylcholinesterase(AChE) with the IC50 value of 30.6 microM, which exhibits the potent anti-inflammatory and/or immunosuppressive activity, the potent inhibitory activity of corynoline for the ICAM-1/LFA-1 adhesion and would be important on developing the clinically usable drugs for the inflammatory diseases.

Targets:

AChR

In vitro:

Bioorg Med Chem. 2005 Mar 1;13(5):1867-72.

Cell adhesion inhibitory activity of (d)-corynoline, a hexahydrobenzo[c]phenanthridine-type alkaloid, and its structure-activity relationship, studied by X-ray crystal structure analysis and molecular docking study.[Pubmed: 15698804 ]

Corynoline (1), a hexahydrobenzo[c]phenanthridine-type alkaloid, exhibited the concentration-dependent inhibition for the adhesion of human polymorphonuclear leukocyte and eosinophil to human umbilical vein cultured endothelial cell in the concentration range of showing no significant cytotoxicity for the cell: IC(50) value=72.4 microM for (d)-1 and 156.7 microM for (l)-1. This shows the potent anti-inflammatory and/or immunosuppressive activity of 1.
METHODS AND RESULTS:
To elucidate possible structure-activity relationship, the conformational/structural feature of (d)-1 was investigated by X-ray crystal structure analysis and molecular orbital energy calculations, and the docking study was performed for its interaction with the D1-domain of ICAM-1 (intracellular adhesion molecule-1). A plausible model was proposed, in which all polar atoms of (d)-1 are linked by hydrogen bonds or electrostatic interactions with the functional residues of ICAM-1, that have been supposed to be necessary for the binding with LFA-1 (leukocyte function-associated antigen-1).
CONCLUSIONS:
This suggests the potent inhibitory activity of 1 for the ICAM-1/LFA-1 adhesion and would be important on developing the clinically usable drugs for the inflammatory diseases.

(+)-Corynoline Description

Source:	The tubers of Corydalis ambigua
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Kinase Assay:

Arch Pharm Res. 2002 Dec;25(6):817-9.

Inhibitory effect of corynoline isolated from the aerial parts of Corydalis incisa on the acetylcholinesterase.[Pubmed: 12510831]

METHODS AND RESULTS:
In the course of screening Korean natural products for acetylcholinesterase (AChE) inhibitory activity, it was found that a methanolic extract of the aerial parts of Corydalis incisa (Papaveraceae) showed significant inhibitory effects on AChE.
CONCLUSIONS:
Corynoline isolated from this plant inhibited AChE activity in a dose-dependent manner, and the IC50 value of corynoline was 30.6 microM. The AChE inhibitory activity of corynoline was reversible and noncompetitive.

Structure Identification:

Tetrahedron Letters Volume 27, Issue 19, 1986, Pages 2103–2106

Synthesis of a hypothetical intermediate in the biosynthesis of the 13-methylbenzophenanthridine alkaloids corynoline and 14-epicorynoline and the B-secoprotoberberine alkaloid corydalic acid methyl ester[Reference: WebLink]

A novel carbinolammonium chloride has been synthesized as a possible intermediate in the biosynthetic conversion of the 13-methylprotoberberine alkaloid (+)-tetrahydrocorysamine to the benzophenanthridine alkaloids (+)-Corynoline, (+)-14-epicorynoline, and the B-secoprotoberberine alkaloid (+)-corydalic acid methyl ester.

Product Name	(+)-Corynoline
Price:	$80 / 20mg
CAS No.:	18797-79-0
Catalog No.:	CFN99745
Molecular Formula:	C₂₁H₂₁NO₅
Molecular Weight:	367.40 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The tubers of Corydalis ambigua
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-inflammatory Compound Library Inhibitors Compound Library Alkaloids Compound Library AChR Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.7218 mL	13.6091 mL	27.2183 mL	54.4366 mL	68.0457 mL
5 mM	0.5444 mL	2.7218 mL	5.4437 mL	10.8873 mL	13.6091 mL
10 mM	0.2722 mL	1.3609 mL	2.7218 mL	5.4437 mL	6.8046 mL
50 mM	0.0544 mL	0.2722 mL	0.5444 mL	1.0887 mL	1.3609 mL
100 mM	0.0272 mL	0.1361 mL	0.2722 mL	0.5444 mL	0.6805 mL

CFN92737	Norchelerythrine	6900-99-8	333.3	C₂₀H₁₅NO₄
CFN97999	Oxychelerythrine	28342-33-8	363.4	C₂₁H₁₇NO₅
CFN98909	Decarine	54354-62-0	319.3	C₁₉H₁₃NO₄
CFN98109	Nitidine chloride	13063-04-2	383.83	C₂₁H₁₈ClNO₄
CFN98259	Sanguinarine	2447-54-3	332.3	C₂₀H₁₄NO₄
CFN92810	Dihydrosanguinarine	3606-45-9	333.1	C₂₀H₁₅NO₄
CFN89299	6-Methoxydihydrosanguinarine	72401-54-8	363.36	C₂₁H₁₇NO₅
CFN89308	6-Ethoxydihydrosanguinarine	28342-31-6	377.39	C₂₂H₁₉NO₅
CFN91469	Angoline	21080-31-9	379.4	C₂₂H₂₁NO₅
CFN91468	6-Ethoxydihydrochelerythrine	7441-89-0	393.4	C₂₃H₂₃NO₅