Corynantheine | CAS:18904-54-6 | Manufacturer ChemFaces

Corynantheine

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Description:

Corynantheine shows pronounced activity against Leishmania major promastigotes (IC50 at the micromolar level) but no significant in vitro antiplasmodial activity (against chloroquinesensitive Plasmodium falciparum).

Targets:

Antifection

In vitro:

Planta Medica, 2014 , 66 (6) :531-6.

Leishmanicidal, Antiplasmodial and Cytotoxic Activity of Indole Alkaloids from Corynanthe pachyceras[Reference: WebLink]

METHODS AND RESULTS:
Five indole alkaloids, corynantheidine, Corynantheine, dihydroCorynantheine, -yohimbine and corynanthine were isolated from bark of Corynanthe pachyceras K. Schum. (Rubiaceae). The structures were established by spectroscopic methods, inlcuding previously unreported assignment of all 1 HNMR resonances by COSY and NOESY experiments. These and related alkaloids showed pronounced activity against Leishmania major promastigotes (IC50 at the micromolar level) but no significant in vitro antiplasmodial activity (against chloroquinesensitive Plasmodium falciparum).
CONCLUSIONS:
Cytotoxicity assessed with drug sensitive KB-3-1 and multidrug-resistant KB-V1 cell lines was low; the alkaloids are apparently not substrates for the Pglycoprotein (P-170) efflux pump.

Corynantheine Description

Source:	The barks of Corynanthe pachyceras
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.

Structure Identification:

J Org Chem. 2001 Apr 6;66(7):2217-21.

Conformational analysis of indole alkaloids corynantheine and dihydrocorynantheine by dynamic 1H NMR spectroscopy and computational methods: steric effects of ethyl vs vinyl group.[Pubmed: 11281758]

METHODS AND RESULTS:
1H NMR (400 MHz) spectra of the indole alkaloid dihydroCorynantheine recorded at room temperature show the presence of two conformers near coalescence.In contrast to dihydroCorynantheine, the corresponding rotamers of Corynantheine are in the fast exchange limit at room temperature. The activation parameters determined for Corynantheine were DeltaH(double dagger) = 60 +/- 6 kJ/mol and DeltaS(double dagger) = 24 +/- 6 J/mol.K, with DeltaG degrees = 1.3 kJ/mol at -45 degrees C. The difference in the exchange rates of the rotamers of Corynantheine and dihydroCorynantheine (respectively, 350 s(-1) and 9 s(-1) at 0 degrees C) reflects the difference in the steric bulk of the vinyl and the ethyl group.
CONCLUSIONS:
The conformational equilibria involving the side chain rotation as well as inversion of the bridgehead nitrogen in Corynantheine and dihydroCorynantheine was studied by force-field (Amber and MMFF) and ab initio (density-functional theory at the B3LYP/6-31G level) computational methods, the results of which were in good agreement with the 1H NMR data.

Product Name	Corynantheine
Price:
CAS No.:	18904-54-6
Catalog No.:	CFN92843
Molecular Formula:	C₂₂H₂₆N₂O₃
Molecular Weight:	366.5 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The barks of Corynanthe pachyceras
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison
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-leishmanial Compound Library Alkaloids Compound Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.7285 mL	13.6426 mL	27.2851 mL	54.5703 mL	68.2128 mL
5 mM	0.5457 mL	2.7285 mL	5.457 mL	10.9141 mL	13.6426 mL
10 mM	0.2729 mL	1.3643 mL	2.7285 mL	5.457 mL	6.8213 mL
50 mM	0.0546 mL	0.2729 mL	0.5457 mL	1.0914 mL	1.3643 mL
100 mM	0.0273 mL	0.1364 mL	0.2729 mL	0.5457 mL	0.6821 mL

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