Synonym
Magnoflorine; (+)-Magnoflorine; α-Magnoflorine
IUPAC/Chemical Name
5,6,6aS,7-tetrahydro-1,11-dihydroxy-2,10-dimethoxy-6,6-dimethyl-4H-dibenzo[de,g]quinolinium
InChi Key
YLRXAIKMLINXQY-ZDUSSCGKSA-O
InChi Code
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
SMILES Code
C[N+]1(C)CCC2=CC(OC)=C(O)C3=C2[C@]1([H])CC4=CC=C(OC)C(O)=C34
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Biological target:
(+)-Magnoflorine has anti-fungal, anti-antidiabetic and anti-oxidative activity.
In vitro activity:
Differentiated U937 macrophages were treated with magnoflorine and the release of pro-inflammatory mediators was evaluated through ELISA, while the relative mRNA expression of the respective mediators was quantified through qRT-PCR. Magnoflorine significantly enhanced the upregulation of TNF-α, IL-1β, and PGE2 production as well as COX-2 protein expression. Successively, magnoflorine prompted the mRNA transcription level of these pro-inflammatory mediators.
Reference: Planta Med. 2018 Nov;84(17):1255-1264. https://pubmed.ncbi.nlm.nih.gov/29906814/
In vivo activity:
Magnoflorine treatment significantly reduced the cerebral infarct volume and brain water content and improved the neurological deficit scores in the rat MCAO model. In addition, magnoflorine ameliorated neuronal injury and neuron density in the cortex of rats. Magnoflorine also prevented oxidative damage following ischemia, reflected by the decrement of nitric oxide and malondialdehyde and the increase of glutathione (GSH) and GSH peroxidase.
Reference: Evid Based Complement Alternat Med. 2022 Sep 10;2022:2131561. https://pubmed.ncbi.nlm.nih.gov/36124014/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
342.41
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Haque MA, Jantan I, Harikrishnan H, Abdul Wahab SM. Magnoflorine Enhances LPS-Activated Pro-Inflammatory Responses via MyD88-Dependent Pathways in U937 Macrophages. Planta Med. 2018 Nov;84(17):1255-1264. doi: 10.1055/a-0637-9936. Epub 2018 Jun 15. PMID: 29906814.
2. Kim J, Ha Quang Bao T, Shin YK, Kim KY. Antifungal activity of magnoflorine against Candida strains. World J Microbiol Biotechnol. 2018 Oct 31;34(11):167. doi: 10.1007/s11274-018-2549-x. PMID: 30382403.
3. Liang H, Chang X, Xia R, Wu W, Guo H, Yang M. Magnoflorine Attenuates Cerebral Ischemia-Induced Neuronal Injury via Autophagy/Sirt1/AMPK Signaling Pathway. Evid Based Complement Alternat Med. 2022 Sep 10;2022:2131561. doi: 10.1155/2022/2131561. PMID: 36124014; PMCID: PMC9482485.
4. Ahmad W, Jantan I, Haque MA, Arsyad L. Magnoflorine from Tinospora crispa upregulates innate and adaptive immune responses in Balb/c mice. Int Immunopharmacol. 2022 Oct;111:109081. doi: 10.1016/j.intimp.2022.109081. Epub 2022 Jul 27. PMID: 35907339.
In vitro protocol:
1. Haque MA, Jantan I, Harikrishnan H, Abdul Wahab SM. Magnoflorine Enhances LPS-Activated Pro-Inflammatory Responses via MyD88-Dependent Pathways in U937 Macrophages. Planta Med. 2018 Nov;84(17):1255-1264. doi: 10.1055/a-0637-9936. Epub 2018 Jun 15. PMID: 29906814.
2. Kim J, Ha Quang Bao T, Shin YK, Kim KY. Antifungal activity of magnoflorine against Candida strains. World J Microbiol Biotechnol. 2018 Oct 31;34(11):167. doi: 10.1007/s11274-018-2549-x. PMID: 30382403.
In vivo protocol:
1. Liang H, Chang X, Xia R, Wu W, Guo H, Yang M. Magnoflorine Attenuates Cerebral Ischemia-Induced Neuronal Injury via Autophagy/Sirt1/AMPK Signaling Pathway. Evid Based Complement Alternat Med. 2022 Sep 10;2022:2131561. doi: 10.1155/2022/2131561. PMID: 36124014; PMCID: PMC9482485.
2. Ahmad W, Jantan I, Haque MA, Arsyad L. Magnoflorine from Tinospora crispa upregulates innate and adaptive immune responses in Balb/c mice. Int Immunopharmacol. 2022 Oct;111:109081. doi: 10.1016/j.intimp.2022.109081. Epub 2022 Jul 27. PMID: 35907339.
1. Sakumoto, H., Yokota, Y., Ishibashi, G., et al. Sinomenine and magnoflorine, major constituents of Sinomeni caulis et rhizoma, show potent protective effects against membrane damage induced by lysophosphatidylcholine in rat erythrocytes. J. Nat. Med. 69(3), 441-448 (2015).
2. de la Peña, J.B.I., Lee, H.L., Yoon, S.Y., et al. The involvement of magnoflorine in the sedative and anxiolytic effects of Sinomeni Caulis et Rhizoma in mice. J. Nat. Med. 67(4), 814-821 (2013).
3. Sun, D., Zhou, M., Ying, X., et al. Identification of nuclear factor-κB inhibitors in the folk herb Rhizoma Menispermi via bioactivity-based ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry analysis. BMC Complement. Altern. Med. 14, 356 (2014).
4. Kukula-Koch, W., Kruk-Słomka, M., Stępnik, K., et al. The evaluation of pro-cognitive and antiamnestic properties of berberine and magnoflorine isolated from barberry species by centrifugal partition chromatography (CPC), in relation to QSAR modelling. Int. J. Mol. Sci. 18(12), E2511 (2017).
