(-)-Eburnamonine - CAS 4880-88-0
Not Intended for Therapeutic Use. For research use only.
Product Name:
Catalog Number:
Vinburnine; Vincamone; 1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine Eburnamenin-14(15H)-one Derivative;
CAS Number:
(-)-Eburnamonine is a vinca alkaloid shows protective effects on mice.
Molecular Weight:
Molecular Formula:
Quality Standard:
Enterprise Standard
Canonical SMILES:
Chemical Structure
CAS 4880-88-0 (-)-Eburnamonine

Related Products

(CAS: 1054629-49-0)

AZD-4694 is a bio-active chemical compound and is used as a diagnostic imaging agent. It was developed by AstraZeneca.

Amidotrizoic Acid-d6
(CAS: 1189668-69-6)

The isotope labelled form of Amidotrizoic Acid which could be used in assistant diagnosis as a density gradient reagent for blood cell seperation.

CAS 79551-86-3 20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid

(CAS: 79551-86-3)

20-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid is a potent vasoconstrictor produced in vascular smooth muscle cells. Its EC50 value is < 10 nM. It is a cytoch...

CAS 652-67-5 Isosorbide

(CAS: 652-67-5)

Isosorbide is a heterocyclic compound that is derived from glucose, used as a diuretic.

CAS 50-01-1 Guanidine Hydrochloride

Guanidine Hydrochloride
(CAS: 50-01-1)

Guanidine HCl, the crystalline compound of strong alkalinity formed by the oxidation of guanine, is a normal product of protein metabolism and a protein denatur...

CAS 15411-54-8 Terephthalamidine

(CAS: 15411-54-8)

Terephthalamidine, a phthalanilide derivative, could bind to DNA double helix selectively.

(CAS: 1000690-85-6)

AMG-747 is a GlyT-1 inhibitor. It has been under investigation to treat various CNS disorders that may be ameliorated by modulation of either inhibitory glycine...

CAS 77303-18-5 AR-L 100 BS

AR-L 100 BS
(CAS: 77303-18-5)

AR-L 100 BS is a bio-active chemical with cardiovascular effects originated by oehringer Ingelheim Pharma KG. But no development was reported for Ischaemic hear...

CAS 202914-84-9 Lomitapide Mesylate

Lomitapide Mesylate
(CAS: 202914-84-9)

Lomitapide Mesylate is a potent microsomal triglyceride transfer protein (MTP) inhibitor, used in the treatment of familial hypercholesterolemia.

CAS 66852-54-8 Halobetasol propionate

Halobetasol propionate
(CAS: 66852-54-8)

Halobetasol propionate act by the induction of phospholipase A2 inhibitory proteins.

CAS 23180-57-6 Paeoniflorin

(CAS: 23180-57-6)

Paeoniflorin is a herbal constituent extracted from the root of Paeonia albiflora Pall.Paeoniflorin has antiandrogenic properties. Paeoniflorin inhibits the pro...

Way 100252
(CAS: 129041-16-3)

When tested against a number of release-inducing stimuli, this active molecular can inhibit evoked [3H]GABA release.

CAS 4382-63-2 PFK15

(CAS: 4382-63-2)

PFK15 is a potent and selective 6-phosphofructo-2-kinase (PFKFB3) with IC50 of 207 nM.

(CAS: 481658-94-0)

Dirlotapide is a drug used to treat obesity in dogs works as a gut-selective microsomal triglyceride transfer protein (MTTP or MTP) inhibitor.

CAS 105462-24-6 Risedronate

(CAS: 105462-24-6)

Risedronate is a bisphosphonate used to strengthen bone, treat or prevent osteoporosis, and treat Paget's disease of bone.

CAS 142642-31-7 PD 138142

PD 138142
(CAS: 142642-31-7)

PD 138142 is a water soluble Sterol O-acyltransferase inhibitor. Triacylglycerol secretion is decreased in the presence of PD-138142-15. Preclinical development...

CAS 14028-44-5 Amoxapine

(CAS: 14028-44-5)

Amoxapine is a tricyclic dibenzoxazepine (an N-aryl piperazine) which acts similarly to several other tricyclic antidepressants, amoxapine inhibits GLYT2a trans...

CAS 3771-19-5 Nafenopin

(CAS: 3771-19-5)

Nafenopin is a hypolipidemic agent, a peroxisome proliferator, on the activities of rat liver glutathione-requiring enzymes and catalase in comparison to the ac...

CAS 586357-02-0 O-Desmethyl Mebeverine Acid

O-Desmethyl Mebeverine Acid
(CAS: 586357-02-0)

O-Desmethyl Mebeverine Acid is a metabolite of Mebeverine, which is an antispasmodic.

CAS 1246638-08-3 N-Desmethyl Ivabradine HCl

N-Desmethyl Ivabradine HCl
(CAS: 1246638-08-3)

The hydrochloride salt form of N-Desmethyl Ivabradine which is an derivative of Ivabradine generated through metabolism.

Reference Reading

1.Anti-cholinergic alkaloids as potential therapeutic agents for Alzheimer's disease: an in silico approach.
Naaz H1, Singh S, Pandey VP, Singh P, Dwivedi UN. Indian J Biochem Biophys. 2013 Apr;50(2):120-5.
Alzheimer's disease (AD), a progressive neurodegenerative disorder with many cognitive and neuropsychiatric symptoms is biochemically characterized by a significant decrease in the brain neurotransmitter acetylcholine (ACh). Plant-derived metabolites, including alkaloids have been reported to possess neuroprotective properties and are considered to be safe, thus have potential for developing effective therapeutic molecules for neurological disorders, such as AD. Therefore, in the present study, thirteen plant-derived alkaloids, namely pleiocarpine, kopsinine, pleiocarpamine (from Pleiocarpa mutica, family: Annonaceae), oliveroline, noroliveroline, liridonine, isooncodine, polyfothine, darienine (from Polyalthia longifolia, family: Apocynaceae) and eburnamine, eburnamonine, eburnamenine and geissoschizol (from Hunteria zeylanica, family: Apocynaceae) were analyzed for their anti-cholinergic action through docking with acetylcholinesterase (AChE) as target.
2.Monoterpene indole alkaloids from the twigs of Kopsia arborea.
Cheenpracha S, Raksat A, Ritthiwigrom T, Laphookhieo S. Nat Prod Commun. 2014 Oct;9(10):1441-3.
The phytochemistry of Kopsia arborea Blume has received considerable attention, which has resulted in the isolation of a number of new unusual indole alkaloids with intriguing structures. In this study, a new eburnane-type alkaloid, phutdonginin (1), together with eight known alkaloids: 19-OH-(-)- eburnamonine (2), melodinine E (3), kopsinine (4), kopsilongine (5), kopsamine (6), (-)-methylenedioxy-1 1,12-kopsinaline (7), decarbomethoxykopsiline (8), and vincadifformine (9), were isolated from the twigs of K. arborea. Their structures were characterized extensively by 1D and 2D NMR spectroscopy and HR-ESI-MS. All compounds were submitted to TLC screening for acetylcholinesterase inhibitory activities. Only kopsamine and decarbomethoxykopsiline showed AChE inhibition with MIR values of 12.5 and 6.25 μg, respectively, compared with galanthamine (positive control, 0.004 μg). In addition, compounds 1 and 2 inhibited moderate antibacterial activity against E.
3.Exploiting the facile release of trifluoroacetate for the α-methylenation of the sterically hindered carbonyl groups on (+)-sclareolide and (-)-eburnamonine.
Riofski MV1, John JP, Zheng MM, Kirshner J, Colby DA. J Org Chem. 2011 May 20;76(10):3676-83. doi: 10.1021/jo102114f. Epub 2011 Apr 14.
An efficient method for the α-methylenation of carbonyl groups is reported, and this transformation is accomplished by a facile elimination of trifluoroacetate during the formation of the olefin. This method represents an improvement beyond existing protocol in cases of steric hindrance, and we have demonstrated the utility of the process across a series of ketones, lactams, and lactones. Additionally, we have applied this method to produce semisynthetic derivatives of the natural products (+)-sclareolide and (-)-eburnamonine, in which the carbonyl group is proximal to bulky functional groups. Mechanistic insight is also provided from a time course of (19)F NMR. Biological evaluation of the natural-product-derived enones led to the identification of a derivative of (-)-eburnamonine with significant cytotoxicity (LC(50) = 14.12 μM) in drug-resistant MDA-MB-231 breast cancer cells.
4.In vitro characterization of transport and metabolism of the alkaloids: vincamine, vinpocetine and eburnamonine.
Fandy TE1, Abdallah I2,3, Khayat M4, Colby DA5, Hassan HE6,7. Cancer Chemother Pharmacol. 2016 Feb;77(2):259-67. doi: 10.1007/s00280-015-2924-3. Epub 2015 Dec 14.
PURPOSE: Vincamine, vinpocetine and eburnamonine are alkaloids known for their neuroprotective attributes, enhancement of cerebrovascular blood flow and antitumor effect of their derivatives. However, the relative metabolic stability of these alkaloids and their extrusion by the drug efflux transporters expressed at the blood-brain barrier (BBB) are not clear. In this study, we developed rapid and sensitive methods for the detection of these alkaloids and investigated their relative metabolic stability and their interaction with drug efflux transporters.