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Acetylcorynoline

$225

  • Brand : BIOFRON

  • Catalogue Number : BF-A4017

  • Specification : 98%(HPLC)

  • CAS number : 18797-80-3

  • Formula : C23H23NO6

  • Molecular Weight : 409.43

  • PUBCHEM ID : 177015

  • Volume : 25mg

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Catalogue Number

BF-A4017

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

409.43

Appearance

Cryst.

Botanical Source

Corydalis bungeana

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

CC(=O)OC1CC2=CC3=C(C=C2C4C1(C5=C(CN4C)C6=C(C=C5)OCO6)C)OCO3

Synonyms

(5bR)-6t-acetoxy-5b,13-dimethyl-(5br,12bc)-5b,6,7,12b,13,14-hexahydro-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine/[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-5b,13-dimethyl-, acetate (ester), (5bR,6S,12bR)-/corynoline acetate/(+)-O-acetyl-corynoline/N1513/Acetylcorynoline/(+)-Corynolin-acetat/O-Acetyl-13-methylchelidonine/O-acetyl-13-methyl-chelidonine/(+)-Corynolin-O-acetat

IUPAC Name

[(1R,12S,13R)-13,24-dimethyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-2,4(8),9,14(22),15,17(21)-hexaen-12-yl] acetate

Density

1.4±0.1 g/cm3

Solubility

Methanol; Dichloromethane; Chloroform

Flash Point

255.7±28.7 °C

Boiling Point

499.1±45.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C23H23NO6/c1-12(25)30-20-7-13-6-18-19(28-10-27-18)8-14(13)22-23(20,2)16-4-5-17-21(29-11-26-17)15(16)9-24(22)3/h4-6,8,20,22H,7,9-11H2,1-3H3/t20-,22+,23-/m0/s1

InChl Key

PUHCFWFODBLSAP-WWNPGLIZSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:18797-80-3) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

23973292

Abstract

Parkinson’s disease (PD), the second most common neurodegenerative disease, impairs motor skills and cognitive function. To date, the drugs used for PD treatment provide only symptomatic relief. The identification of new drugs that show benefit in slowing the decline seen in PD patients is the focus of much current research. Acetylcorynoline is the major alkaloid component derived from Corydalis bungeana, a traditional Chinese medical herb. It has been shown to have anti-inflammatory properties, but no studies have yet described the effects of acetylcorynoline on PD. The aim of this study was to evaluate the potential for acetylcorynoline to improve PD in Caenorhabditis elegans models. In the present study, we used a pharmacological strain (BZ555) that expresses green fluorescent protein specifically in dopaminergic neurons, and a transgenic strain (OW13) that expresses human α-synuclein in muscle cells to study the antiparkinsonian effects of acetylcorynoline. Our experimental data showed that treatment with up to 10 mM acetylcorynoline does not cause toxicity in animals. Acetylcorynoline significantly decreases dopaminergic neuron degeneration induced by 6-hydroxydopamine in BZ555 strain; prevents α-synuclein aggregation; recovers lipid content in OW13 strain; restores food-sensing behavior, and dopamine levels; and prolongs life-span in 6-hydroxydopamine-treated N2 strain, thus showing its potential as a possible antiparkinsonian drug. Acetylcorynoline may exert its effects by decreasing egl-1 expression to suppress apoptosis pathways and by increasing rpn5 expression to enhance the activity of proteasomes.

KEYWORDS

Acetylcorynoline; Caenorhabditis elegans; Dopaminergic neurons; Parkinson's disease; Proteasome; α-Synuclein.

Title

Acetylcorynoline Attenuates Dopaminergic Neuron Degeneration and α-Synuclein Aggregation in Animal Models of Parkinson's Disease

Author

Ru-Huei Fu 1 , Yu-Chi Wang 2 , Chang-Shi Chen 3 , Rong-Tzong Tsai 4 , Shih-Ping Liu 5 , Wen-Lin Chang 6 , Hsin-Lien Lin 6 , Chia-Hui Lu 6 , Jing-Rong Wei 6 , Zih-Wan Wang 6 , Woei-Cherng Shyu 7 , Shinn-Zong Lin 8

Publish date

2014 Jul

PMID

23472193

Abstract

Background: Dendritic cells (DCs) are major modulators in the immune system. One active field of research is the manipulation of DCs as pharmacological targets to screen novel biological modifiers for the treatment of inflammatory and autoimmune disorders. Acetylcorynoline is the major alkaloid component derived from Corydalis bungeana herbs. We assessed the capability of acetylcorynoline to regulate lipopolysaccharide (LPS)-stimulated activation of mouse bone marrow-derived DCs.
Methodology/principal findings: Our experimental data showed that treatment with up to 20 µM acetylcorynoline does not cause cytotoxicity in cells. Acetylcorynoline significantly inhibited the secretion of tumor necrosis factor-α, interleukin-6, and interleukin-12p70 by LPS-stimulated DCs. The expression of LPS-induced major histocompatibility complex class II, CD40, and CD86 on DCs was also decreased by acetylcorynoline, and the endocytic capacity of LPS-stimulated DCs was restored by acetylcorynoline. In addition, LPS-stimulated DC-elicited allogeneic T-cell proliferation was blocked by acetylcorynoline, and the migratory ability of LPS-stimulated DCs was reduced by acetylcorynoline. Moreover, acetylcorynoline significantly inhibits LPS-induced activation of IκB kinase and mitogen-activated protein kinase. Importantly, administration of acetylcorynoline significantly attenuates 2,4-dinitro-1-fluorobenzene-induced delayed-type hypersensitivity.
Conclusions/significance: Acetylcorynoline may be one of the potent immunosuppressive agents through the blockage of DC maturation and function.

KEYWORDS

Acetylcorynoline; Caenorhabditis elegans; Dopaminergic neurons; Parkinson's disease; Proteasome; α-Synuclein.

Title

Acetylcorynoline Impairs the Maturation of Mouse Bone Marrow-Derived Dendritic Cells via Suppression of IκB Kinase and Mitogen-Activated Protein Kinase Activities

Author

Ru-Huei Fu 1 , Yu-Chi Wang, Shih-Ping Liu, Ching-Liang Chu, Rong-Tzong Tsai, Yu-Chen Ho, Wen-Lin Chang, Shao-Chih Chiu, Horng-Jyh Harn, Woei-Cherng Shyu, Shinn-Zong Lin

Publish date

2013

PMID

24512634

Abstract

1. Acetylcorynoline is the major alkaloid component derived from Corydalis bungeana herbs. A sensitive and selective liquid chromatography mass spectrometry method for determination of acetylcorynoline in rat plasma was developed over the range of 5-1000 ng/mL to characterize the pharmacokinetic properties. 2. Chromatographic separation was achieved on a C18 (2.1 mm× 150 mm, 5 μm) column with acetonitrile 0.1% formic acid in water as mobile phase with gradient elution. The flow rate was set at 0.4 mL/min. After addition of carbamazepine as internal standard (IS), protein precipitation by acetonitrile-methanol (9:1, v/v) was used as sample preparation. An electrospray ionization source was applied and operated in positive ion mode; selective ion monitoring mode was used for quantification using target ions m/z 410 for acetylcorynoline and m/z 237 for the IS. 3. Mean recoveries of acetylcorynoline in rat plasma were in the range of 72.3-87.6%. Matrix effects for acetylcorynoline were measured to be between 88.7% and 93.5%. Coefficient of variation of intra-day and inter-day precision were both <13%. The accuracy of the method ranged from 95.8% to 112.1%. The analyte was stable under auto-sampler, room temperature, freeze-thaw and long-term (20 days), the bias in concentration was within ±15% of their nominal values. 4. The LC-MS method for the determination of acetylcorynoline in rat plasma utilizing 100 µL of plasma with an LLOQ of 5.0 ng/mL developed and validated, it was sensitive, selective and simple. This method was successfully applied in pharmacokinetic study of acetylcorynoline after intravenous administration of single dosage 3 mg/kg in rats.

KEYWORDS

Acetylcorynoline; LC-MS; pharmacokinetics; rat plasma.

Title

Gradient Elution Liquid Chromatography Mass Spectrometry Determination of Acetylcorynoline in Rat Plasma and Its Application to a Pharmacokinetic Study

Author

Congcong Wen 1 , Jinzhang Cai, Chongliang Lin, Jianshe Ma, Xianqin Wang

Publish date

2014 Aug


Description :

Acetylcorynoline is the major alkaloid component derived from Corydalis bungeana, and has anti-inflammatory properties[1]