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Magnoflorine chloride

Alias: α-Magnoflorine chloride; Magnoflorine chloride; Thalictrine chloride
Cat No.:V34399 Purity: ≥98%
Magnoflorine chloride (Magnoflorine chloride) is an aporphine alkaloid extracted from magnolia or Aristolochia that can reduce the formation of C. albicans biofilm.
Magnoflorine chloride
Magnoflorine chloride Chemical Structure CAS No.: 6681-18-1
Product category: Natural Products
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
100mg
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Other Forms of Magnoflorine chloride:

  • Magnoflorine Iodide
  • Magnoflorine
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Magnoflorine chloride (Magnoflorine chloride) is an aporphine alkaloid extracted from magnolia or Aristolochia that can reduce the formation of C. albicans biofilm. Magnoflorine chloride has antifungal activity, antioxidant, and antidiabetic effects.
Biological Activity I Assay Protocols (From Reference)
Targets
- In antifungal activity studies, Magnoflorine exhibits inhibitory effects on Candida species (including Candida albicans, Candida tropicalis, Candida krusei), but no specific molecular target (e.g., enzyme/receptor) or affinity data (IC50/Ki) were reported[1]
- In pro-inflammatory response regulation, Magnoflorine acts via the MyD88-dependent signaling pathway (involved in TLR4-mediated inflammation), but no direct binding affinity to MyD88 or downstream proteins (e.g., NF-κB, MAPK) was provided[2]
ln Vitro
- Antifungal activity against Candida strains: - Magnoflorine inhibited the growth of 8 clinical isolates of Candida albicans, with minimum inhibitory concentrations (MICs) ranging from 16 to 64 μg/mL; it also suppressed Candida tropicalis (MIC: 32 μg/mL) and Candida krusei (MIC: 64 μg/mL) growth[1]
- At 2×MIC concentration, Magnoflorine reduced the biomass of Candida albicans biofilms by 45% (measured via crystal violet staining) and decreased the viability of biofilm-embedded cells by 38% (XTT reduction assay)[1]
- Pro-inflammatory effects in U937 macrophages: - In LPS (1 μg/mL)-activated U937 macrophages, Magnoflorine (10-50 μM) increased TNF-α secretion in a dose-dependent manner: 50 μM Magnoflorine elevated TNF-α levels by 2.8-fold compared to LPS alone (ELISA)[2]
- It also upregulated IL-6 (2.1-fold) and IL-1β (1.9-fold) mRNA expression at 50 μM (qRT-PCR) and enhanced the phosphorylation of p65 (NF-κB subunit) and p38 (MAPK) by 2.3-fold and 1.7-fold, respectively (Western blot)[2]
- Silencing MyD88 via siRNA abolished the pro-inflammatory effects of Magnoflorine: TNF-α secretion was reduced by 65% compared to non-silenced cells[2]
Enzyme Assay
- Candida growth inhibition assay (MIC determination): - Candida strains were cultured in RPMI 1640 medium to logarithmic phase, then adjusted to 1×10⁶ CFU/mL. - Serial dilutions of Magnoflorine (2-128 μg/mL) were added to 96-well plates, followed by equal volumes of Candida suspension. - Plates were incubated at 35°C for 48 hours, and MIC was defined as the lowest Magnoflorine concentration that completely inhibited visible fungal growth[1]
- MyD88-dependent signaling activation assay (Western blot for phosphorylated proteins): - U937 macrophages were pretreated with Magnoflorine (10-50 μM) for 1 hour, then stimulated with LPS (1 μg/mL) for 30 minutes. - Cells were lysed, and proteins were separated by SDS-PAGE, transferred to PVDF membranes, and probed with antibodies against phospho-p65, phospho-p38, and total p65/p38. GAPDH was used as a loading control[2]
Cell Assay
- Candida biofilm inhibition assay: - Candida albicans was inoculated into 96-well plates and cultured at 35°C for 24 hours to form biofilms. - Biofilms were treated with Magnoflorine (2×MIC, 32 μg/mL) for 24 hours, then stained with crystal violet (0.1%) for 15 minutes. - Excess stain was washed off, and absorbance at 570 nm was measured to quantify biomass; XTT reagent was added to assess viable cells via absorbance at 490 nm[1]
- U937 macrophage pro-inflammatory factor detection (ELISA/qRT-PCR): - U937 cells were differentiated into macrophages with PMA (100 nM) for 48 hours, then pretreated with Magnoflorine (10-50 μM) for 1 hour, followed by LPS (1 μg/mL) stimulation for 24 hours. - Cell supernatants were collected for TNF-α/IL-6 detection via ELISA; total RNA was extracted, reverse-transcribed to cDNA, and IL-1β mRNA expression was measured via qRT-PCR (GAPDH as internal control)[2]
- MyD88 siRNA transfection assay in U937 cells: - U937 macrophages were transfected with MyD88 siRNA or negative control siRNA using transfection reagent for 48 hours. - Transfected cells were treated with Magnoflorine (50 μM) and LPS (1 μg/mL) for 24 hours, then TNF-α secretion was detected via ELISA to verify MyD88 dependence[2]
Toxicity/Toxicokinetics
In U937 macrophages, concentrations up to 50 μM of magnoflorine did not affect cell viability (MTT assay: cell viability >90%, compared with the control group), indicating that it had low cytotoxicity at pro-inflammatory concentrations [2]. In vivo toxicity data (e.g., LD50, liver and kidney function indicators, plasma protein binding rate) were not described in either literature [1][2].
References

[1]. Antifungal activity of magnoflorine against Candida strains. World J Microbiol Biotechnol. 2018 Oct 31;34(11):167.

[2]. Magnoflorine Enhances LPS-Activated Pro-Inflammatory Responses via MyD88-Dependent Pathways in U937 Macrophages. Planta Med. 2018 Nov;84(17):1255-1264.

Additional Infomation
Magnoliaine is a natural apophene alkaloid, primarily isolated from plants of the Magnoliaceae family (e.g., Magnolia officinalis), and possesses potential natural antifungal and immunomodulatory activities [1][2]. The antifungal mechanism of magnoliaine may involve disruption of the integrity of Candida cell membranes (increased membrane permeability in preliminary tests suggests this), but direct evidence has not yet been provided (e.g., ergosterol content assays) [1]. In LPS-activated macrophages, the pro-inflammatory effect of magnoliaine is TLR4/MyD88 dependent, as it does not enhance the inflammatory response in cells treated with the TLR4 inhibitor (TAK-242) [2].
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H24CLNO4
Molecular Weight
377.8619
Exact Mass
377.139
CAS #
6681-18-1
Related CAS #
(+)-Magnoflorine iodide; 4277-43-4; (+)-Magnoflorine; 2141-09-5
PubChem CID
23149
Appearance
Yellow to brown solid
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
2
Heavy Atom Count
26
Complexity
498
Defined Atom Stereocenter Count
1
SMILES
[Cl-].O([H])C1=C(C([H])=C2C([H])([H])C([H])([H])[N+](C([H])([H])[H])(C([H])([H])[H])[C@@]3([H])C([H])([H])C4C([H])=C([H])C(=C(C=4C1=C32)O[H])OC([H])([H])[H])OC([H])([H])[H]
InChi Key
STVJLBTYWBXDBP-ZOWNYOTGSA-N
InChi Code
InChI=1S/C20H23NO4.ClH/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);1H/t13-;/m0./s1
Chemical Name
(6aS)-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol;chloride
Synonyms
α-Magnoflorine chloride; Magnoflorine chloride; Thalictrine chloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~41.67 mg/mL (~110.28 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (264.65 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.6465 mL 13.2324 mL 26.4648 mL
5 mM 0.5293 mL 2.6465 mL 5.2930 mL
10 mM 0.2646 mL 1.3232 mL 2.6465 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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