Akuammigine | CAS:642-17-1 | Manufacturer ChemFaces

Akuammigine

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Description:

Akuammigine has in vitro antimalarial activity. Akuammigine competitively antagonizes the effect of noradrenaline on postsynaptic alpha-adrenoceptors, yielding pA2 values of 4.68. Akuammidine also shows a preference for mu-opioid binding sites with Ki values of 0.6, 2.4 and 8.6 microM at mu-, delta- and kappa-opioid binding sites, respectively.

Targets:

Adrenergic Receptor | Opioid Receptor

In vivo:

Eur J Pharmacol. 1984 Oct 30;106(1):203-5.

Inhibition of the alpha 1 and alpha 2-adrenoceptor-mediated pressor response in pithed rats by raubasine, tetrahydroalstonine and akuammigine.[Pubmed: 6099269]

METHODS AND RESULTS:
The relative potencies of raubasine, tetrahydroalstonine (THA) and Akuammigine on alpha 1- and alpha 2-adrenoceptors were assessed by comparing their effects on the rise in blood pressure induced by stimulation of the sympathetic outflow from the spinal cord or by injection of noradrenaline in pithed rats. Akuammigine was inactive in both cases. Raubasine preferentially antagonized the effects of electrical stimulation while THA antagonized the effects of injected noradrenaline.
CONCLUSIONS:
The results suggest that raubasine preferentially blocks alpha 1-adrenoceptors while THA is more selective for alpha 2-adrenoceptors.

Akuammigine Description

Source:	The herbs of Picralima nitida
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:

Eur. J. Pharmacol., 1998, 350(1): 101-8.

Opioid activity of alkaloids extracted from Picralima nitida (fam. Apocynaceae).[Pubmed: 9683021]

Extracts of the seeds of Picralima nitida (fam. Apocynaceae) have been reported to have opioid analgesic activity.
METHODS AND RESULTS:
In this investigation, isolated tissue bioassays and radioligand binding assays have been used to determine the opioid activity of five alkaloids--akuammidine, akuammine, akuammicine, Akuammigine and pseudoAkuammigine--extracted from the seeds of P. nitida. Akuammidine showed a preference for mu-opioid binding sites with Ki values of 0.6, 2.4 and 8.6 microM at mu-, delta- and kappa-opioid binding sites, respectively. The agonist actions of akuammidine in the mouse-isolated vas deferens were antagonised by naloxone and the mu-opioid receptor selective antagonist D-Phe-Cys-Tyr-D-Trp-Orn-Thr-Pen-Thr-NH2 (CTOP) confirming an action at mu-opioid receptors. In contrast, akuammine also showed highest affinity for mu-opioid binding sites (Ki 0.5 microM) but was an antagonist at mu-opioid receptors with a pK(B) of 5.7 against the selective mu-opioid receptor agonist [D-Ala2,MePhe4,Gly-ol5]enkephalin (DAMGO). Akuammicine has the highest affinity for kappa-opioid binding sites (Ki 0.2 microM) and was a full agonist at kappa-opioid receptors in the guinea pig ileum preparation but a partial kappa-opioid receptor agonist in the vasa deferentia of the mouse and the rabbit. Akuammigine and pseudoAkuammigine showed little or no efficacy in the opioid bioassays. None of the alkaloids had significant activity for opioid receptor-like binding sites (ORL1-binding sites) with Ki values >> 10 microM.
CONCLUSIONS:
These data show that some alkaloids extracted from the medicinal plant P. nitida possess varying degrees of agonist and antagonist activity at opioid receptors but possess neither high affinity nor selectivity for mu-, delta- or kappa-opioid receptors or the ORL1-receptor.

Product Name	Akuammigine
Price:
CAS No.:	642-17-1
Catalog No.:	CFN97710
Molecular Formula:	C₂₁H₂₄N₂O₃
Molecular Weight:	352.43 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The herbs of Picralima nitida
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	Inhibitors Compound Library Analgesia Compound Library Antimalaric Compound Library Alkaloids Compound Library Opioid Receptor Inhibitor Library Adrenergic Receptor Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.8374 mL	14.1872 mL	28.3744 mL	56.7489 mL	70.9361 mL
5 mM	0.5675 mL	2.8374 mL	5.6749 mL	11.3498 mL	14.1872 mL
10 mM	0.2837 mL	1.4187 mL	2.8374 mL	5.6749 mL	7.0936 mL
50 mM	0.0567 mL	0.2837 mL	0.5675 mL	1.135 mL	1.4187 mL
100 mM	0.0284 mL	0.1419 mL	0.2837 mL	0.5675 mL	0.7094 mL

CFN99867	Serpentine	18786-24-8	349.4	C₂₁H₂₁N₂O₃
CFN96746	Rauvotetraphylline E	1422506-53-3	335.4	C₂₀H₁₉N₂O₃
CFN97709	Alstonine	642-18-2	349.4	C₂₁H₂₁N₂O₃
CFN97710	Akuammigine	642-17-1	352.43	C₂₁H₂₄N₂O₃
CFN97721	Serpentinic acid	605-14-1	335.38	C₂₀H₁₉N₂O₃
CFN98283	Mayumbine	25532-45-0	352.4	C₂₁H₂₄N₂O₃
CFN98499	Serpentinine	36519-42-3	684.8	C₄₂H₄₄N₄O₅
CFN98652	4,R-ajmalicine N-oxide	41590-29-8	368.4	C₂₁H₂₄N₂O₄
CFN98760	Aricine	482-91-7	382.5	C₂₂H₂₆N₂O₄
CFN98761	Ajmalicine	483-04-5	352.4	C₂₁H₂₄N₂O₃