U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24NO4
Molecular Weight 342.4089
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 2
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of MAGNOFLORINE

SMILES

COC1=CC2=C3[C@H](CC4=C(C(O)=C(OC)C=C4)C3=C1O)[N+](C)(C)CC2

InChI

InChIKey=YLRXAIKMLINXQY-ZDUSSCGKSA-O
InChI=1S/C20H23NO4/c1-21(2)8-7-12-10-15(25-4)20(23)18-16(12)13(21)9-11-5-6-14(24-3)19(22)17(11)18/h5-6,10,13H,7-9H2,1-4H3,(H-,22,23)/p+1/t13-/m0/s1

HIDE SMILES / InChI

Description

Magnoflorine is a chemical compound isolated from the rhizome of Sinomenium acutum and from Pachygone ovata. Magnoflorine was shown to suppress the induction phase of the cellular immune response, and assigned as noncytotoxic to various human cancer cell lines. In addition, it was shown that Sinomeni Caulis et Rhizoma has sedative and anxiolytic effects, probably mediated by magnoflorine through a GABAergic mechanism of action. Moreover, magnoflorine can protect the erythrocyte membrane from LPC-induced damage, which was demonstrated in experiments on rat erythrocytes. This protective effect is mediated by some mechanism other than prevention of micelle formation or protection of the erythrocyte membrane against osmotic imbalance.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
in mice: 70% ethanol extract of Sinomeni Caulis et Rhizoma (magnoflorine is a component of this extract) was orally administered to mice at dosages of 25, 50, 100, 200 or 400 mg/kg.
Route of Administration: Oral
In Vitro Use Guide
The effective action of magnoflorine on the ability of HDL to protect LDL from Cu2+ (0.5 uM)-mediated oxidation was evaluated by the measurement of the peroxide value. The oxidized HDL (HDL-0), which was prepared from exposure of HDL to Cu2+ (5 uM) in the absence of magnoflorine, expressed a slight protection (28.5%), while native HDL was highly effective (68.8%) in protecting LDL from the oxidation. The inclusion of magnoflorine/Cu2+ oxidized HDL preparations (HDL-1.0, -2.0, -5.0, -10.0) decreased lipid oxidation of LDL progressively with increasing concentration of magnoflorine (1.0, 2.0, 5.0, 10.0 uM). It is suggested that the ability of magnoflorine/Cu2+ oxidized HDL in preventing LDL oxidation maybe related to the oxidation state of HDL after pre-incubation.