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Lappaconitine Hydrobromide

anti-inflammatory effects CAS# 97792-45-5

Lappaconitine Hydrobromide

Catalog No. BCN2505----Order now to get a substantial discount!

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Quality Control of Lappaconitine Hydrobromide

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Chemical structure

Lappaconitine Hydrobromide

3D structure

Chemical Properties of Lappaconitine Hydrobromide

Cas No. 97792-45-5 SDF Download SDF
PubChem ID 51346120 Appearance Powder
Formula C32H45BrN2O8 M.Wt 665.61
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Allapinine;Lappaconite HBr
Solubility DMSO : 50 mg/mL (75.12 mM; Need ultrasonic)
Chemical Name [(1S,2S,3S,4S,5R,6S,8S,9S,13S,16S,17S)-11-ethyl-3,8-dihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl] 2-acetamidobenzoate;hydrobromide
SMILES CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5(C6OC)O)OC)O)OC)OC(=O)C7=CC=CC=C7NC(=O)C.Br
Standard InChIKey CFFYROOPXPKMEQ-OPLXFBIMSA-N
Standard InChI InChI=1S/C32H44N2O8.BrH/c1-6-34-16-29(42-28(36)18-9-7-8-10-21(18)33-17(2)35)12-11-25(40-4)31-23(29)14-20(26(31)34)30(37)15-22(39-3)19-13-24(31)32(30,38)27(19)41-5;/h7-10,19-20,22-27,37-38H,6,11-16H2,1-5H3,(H,33,35);1H/t19-,20+,22+,23-,24+,25+,26?,27+,29-,30+,31+,32+;/m1./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Lappaconitine Hydrobromide

The roots of Aconitum carmichaeli Debx

Biological Activity of Lappaconitine Hydrobromide

DescriptionLappaconitine hydrobromide, a diterpene alkaloid, is a drug for the treatment of cardiac arrhythmias, it is a selective blocker of the TTX-sensitive Na+ channels, and does not influence on the activation threshold of Na+ channels. Lappaconitine hydrobromide can be used for local anesthesia, and analgesic treatment. Lappaconitine hydrobromide has anti-inflammatory effects, it can remove inflammation and swelling, lower temperature and relieve heat.
TargetsImmunology & Inflammation related | Sodium Channel
In vitro

Pharmacokinetic study of lappaconitine hydrobromide in mice by LC-MS.[Pubmed: 21748973]

Yao Xue Xue Bao. 2011 Apr;46(4):432-7.

A high sensitive and rapid method was developed for the analysis of lappaconitine in mouse plasma using liquid chromatography coupled to mass spectrometry (LC-MS).
METHODS AND RESULTS:
Detection was performed by positive ion electrospray ionization (ESI) in multiple reaction monitoring (MRM) mode, monitoring the transitions m/z 585 --> m/z 535 and m/z 356 --> m/z 192, for the quantification of lappaconitine and tetrahydropalmatine (internal standard, IS), respectively. The method was linear over the concentration range of 3.0-2000.0 ng x mL(-1). The lower limit of quantification was 3.0 ng x mL(-1). Intra- and inter-run precisions (RSD) were both less than 9.9% and accuracy (RE) within +/- 4.8%. After single intravenous injections of Lappaconitine Hydrobromide at 1.0, 2.0 and 4.0 mg x kg(-1), the elimination half-lives (t(1/2)) were 0.47, 0.48 and 0.49 h, and the areas under the curve (AUC(0-t)) were 55.5, 110.5 and 402.9 ng x h x mL(-1), separately. The pharmacokinetic profile of lappaconitine was linear at relatively lower dose levels (1.0-2.0 mg x kg(-1)).
CONCLUSIONS:
When the dose increased farther to 4.0 mg x kg(-1), the Vz and CL decreased, and the increase fold of the AUC was much larger than that of the dose.

Protocol of Lappaconitine Hydrobromide

Structure Identification
Electrophoresis. 2012 Aug;33(16):2577-83.

Simultaneous determination of lappaconitine hydrobromide and isopropiram fumarate in rabbit plasma by capillary electrophoresis with electrochemiluminescence detection.[Pubmed: 22899266]


METHODS AND RESULTS:
A CE electrochemiluminescence (CE-ECL) method for simultaneous determination of Lappaconitine Hydrobromide (LH) and isopropiram fumarate (IF) has been first established, with a chemically modified platinum electrode by europium (III)-doped Prussian blue analogue film as a working electrode. The conditions for CE separation and ECL detection are discussed and optimized in detail. It has been proved that 20 mmol/L phosphate buffer (pH 8.5) containing 5% (v/v) ACN and 0.17 mol/L SDS could achieve the most favorable resolution, and the high sensitivity of detection was obtained by maintaining the detection potential at 1.23 V. Under optimized conditions, a baseline separation for the two analytes was achieved within 6 min, and the standard curves were linear in the range of 1.0×10(-7) ~ 5.0 × 10(-5) g/mL for LH and 4.0 × 10(-8) ~ 1.0 × 10(-5) g/mL for IF with the detection limits (3σ) of 6.6 × 10(-8) g/mL for LH and 3.7 × 10(-8) g/mL for IF, respectively. The precisions of intra- and interday measurements for LH and IF were less than 4.21 and 2.61%, respectively.
CONCLUSIONS:
The applicability of the proposed method was illustrated in the determination of LH and IF in rabbit plasma with recoveries between 95.6 and 103.0%.

Lappaconitine Hydrobromide Dilution Calculator

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Preparing Stock Solutions of Lappaconitine Hydrobromide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5024 mL 7.5119 mL 15.0238 mL 30.0476 mL 37.5595 mL
5 mM 0.3005 mL 1.5024 mL 3.0048 mL 6.0095 mL 7.5119 mL
10 mM 0.1502 mL 0.7512 mL 1.5024 mL 3.0048 mL 3.756 mL
50 mM 0.03 mL 0.1502 mL 0.3005 mL 0.601 mL 0.7512 mL
100 mM 0.015 mL 0.0751 mL 0.1502 mL 0.3005 mL 0.3756 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Lappaconitine Hydrobromide

Lappaconite Hydrobromide (Lappaconite HBr), a kind of alkaloid isolated from Aconitum sinomontanum Nakai and has showed anti-inflammatory effects [1, 2]. Lappaconite HBr acted as an analgesic drug in China. The Aconitum sinomontanum belongs to the Ranunculaceae family and it is used widely as an antirheumatic and analgesic agent in traditional Chinese medicine [1].

In vitro: N/A

In vivo: Lappaconite Hydrobromide absorption percentage in rat stomachs after administration was 9.67%. The absorption percentages at colon, jejunum, ileum and duodenum were, 9.51%, 11.83%, 12.95%, and 19.61%, respectively. The uptake of lappaconite hydrobromide was linearly increased when the concentration was raised from 10 mg/L to 40 mg/L, whereas the absorption rate constant kept at the same level. The LD50 values are of 10.5 mg/kg (i.p. administration) and 9.9 mg/kg (i.p. administration) in mice and rat, respectively. In addition, in anesthetized rabbits injected with lappaconite up to 1 mg/kg, cardiac arrhythmia was quickly observed [3].

References:
1.  Xie FM, Wang HC, Li JH, Shu HL, Jiang JR, Chang JP, et al. Studies on the metabolism of lappaconitine in humans. Identification of the metabolites of lappaconitine in human urine by high performance liquid chromatography. Biomed Chromatogr. 1990;4(1):43-6.
2.  Guo T, Zhang Y, Zhao J, Zhu C, Feng N. Nanostructured lipid carriers for percutaneous administration of alkaloids isolated from Aconitum sinomontanum. J Nanobiotechnology. 2015;13:47.
3.  Shamma M, Chinnasamy P, Miana GA, Khan A, Bashir M, Salazar M, et al. The alkaloids of Delphinium cashmirianum. J Nat Prod. 1979;42(6):615-23.

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References on Lappaconitine Hydrobromide

Pharmacokinetic study of lappaconitine hydrobromide in mice by LC-MS.[Pubmed:21748973]

Yao Xue Xue Bao. 2011 Apr;46(4):432-7.

A high sensitive and rapid method was developed for the analysis of lappaconitine in mouse plasma using liquid chromatography coupled to mass spectrometry (LC-MS). Detection was performed by positive ion electrospray ionization (ESI) in multiple reaction monitoring (MRM) mode, monitoring the transitions m/z 585 --> m/z 535 and m/z 356 --> m/z 192, for the quantification of lappaconitine and tetrahydropalmatine (internal standard, IS), respectively. The method was linear over the concentration range of 3.0-2000.0 ng x mL(-1). The lower limit of quantification was 3.0 ng x mL(-1). Intra- and inter-run precisions (RSD) were both less than 9.9% and accuracy (RE) within +/- 4.8%. After single intravenous injections of Lappaconitine Hydrobromide at 1.0, 2.0 and 4.0 mg x kg(-1), the elimination half-lives (t(1/2)) were 0.47, 0.48 and 0.49 h, and the areas under the curve (AUC(0-t)) were 55.5, 110.5 and 402.9 ng x h x mL(-1), separately. The pharmacokinetic profile of lappaconitine was linear at relatively lower dose levels (1.0-2.0 mg x kg(-1)). When the dose increased farther to 4.0 mg x kg(-1), the Vz and CL decreased, and the increase fold of the AUC was much larger than that of the dose.

Simultaneous determination of lappaconitine hydrobromide and isopropiram fumarate in rabbit plasma by capillary electrophoresis with electrochemiluminescence detection.[Pubmed:22899266]

Electrophoresis. 2012 Aug;33(16):2577-83.

A CE electrochemiluminescence (CE-ECL) method for simultaneous determination of Lappaconitine Hydrobromide (LH) and isopropiram fumarate (IF) has been first established, with a chemically modified platinum electrode by europium (III)-doped Prussian blue analogue film as a working electrode. The conditions for CE separation and ECL detection are discussed and optimized in detail. It has been proved that 20 mmol/L phosphate buffer (pH 8.5) containing 5% (v/v) ACN and 0.17 mol/L SDS could achieve the most favorable resolution, and the high sensitivity of detection was obtained by maintaining the detection potential at 1.23 V. Under optimized conditions, a baseline separation for the two analytes was achieved within 6 min, and the standard curves were linear in the range of 1.0x10(-7) ~ 5.0 x 10(-5) g/mL for LH and 4.0 x 10(-8) ~ 1.0 x 10(-5) g/mL for IF with the detection limits (3sigma) of 6.6 x 10(-8) g/mL for LH and 3.7 x 10(-8) g/mL for IF, respectively. The precisions of intra- and interday measurements for LH and IF were less than 4.21 and 2.61%, respectively. The applicability of the proposed method was illustrated in the determination of LH and IF in rabbit plasma with recoveries between 95.6 and 103.0%.

Description

Lappaconitine hydrobromide, a diterpene alkaloid, is a drug for the treatment of cardiac arrhythmias.

Keywords:

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