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Dehydroandrographolidesuccinate

$93

  • Brand : BIOFRON

  • Catalogue Number : BF-D3021

  • Specification : 98%

  • CAS number : 786593-06-4

  • Formula : C28H36O10

  • Molecular Weight : 532.582

  • PUBCHEM ID : 6540717

  • Volume : 25mg

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Catalogue Number

BF-D3021

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

532.582

Appearance

White crystalline powder

Botanical Source

Andrographis paniculata (Burm. f.) Nees/Andrographis Herba

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC12CCC(C(C1CCC(=C)C2C=CC3=CCOC3=O)(C)COC(=O)CCC(=O)O)OC(=O)CCC(=O)O

Synonyms

Butanedioic acid, mono[[(1R,2R,4aR,5R,8aS)-2-(3-carboxy-1-oxopropoxy)-5-[(E)-2-(2,5-dihydro-2-oxo-3-furanyl)ethenyl]decahydro-1,4a-dimethyl-6-methylene-1-naphthalenyl]methyl] ester/4-({(1R,2R,4aR,5R,8aS)-2-[(3-Carboxypropanoyl)oxy]-1,4a-dimethyl-6-methylene-5-[(E)-2-(2-oxo-2,5-dihydro-3-furanyl)vinyl]decahydro-1-naphthalenyl}methoxy)-4-oxobutanoic acid/Dehydroandrographolide succinate/4-({(1R,2R,4aR,5R,8aS)-2-[(3-Carboxypropanoyl)oxy]-1,4a-dimethyl-6-methylene-5-[(E)-2-(2-oxo-2,5-dihydrofuran-3-yl)vinyl]decahydronaphthalen-1-yl}methoxy)-4-oxobutanoic acid

IUPAC Name

4-[[(1R,2R,4aR,5R,8aS)-2-(3-carboxypropanoyloxy)-1,4a-dimethyl-6-methylidene-5-[(E)-2-(5-oxo-2H-furan-4-yl)ethenyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-4-oxobutanoic acid

Density

1.3±0.1 g/cm3

Solubility

Flash Point

239.1±26.4 °C

Boiling Point

733.8±60.0 °C at 760 mmHg

Melting Point

136-138ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2942000000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:786593-06-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

22985554

Abstract

OBJECTIVE:
To investigate the effect of dehydroandrographolide succinate (DAS) on oxidative stress and induced nitric oxide synthase (iNOS) expression in a mouse model of lipopolysaccharide (LPS)-induced acute lung injury.

METHODS:
Thirty male BALB/C mice were randomly divided into control group, LPS+DAS group and LPS group (n=10). The levels of interleukin-1β (IL-1β), IL-6, tumor necrosis factor-α (TNF-α), malondialdehyde (MDA) and superoxide dismutase (SOD) in the bronchoalveolar lavage fluid (BALF) were measured. The wet-to-dry ratio (W/D) of the lung tissue was determined to evaluate lung edema. HE staining was used to observe the pathological changes and lung injury scores. The expressions of iNOS mRNA and protein in the lungs were analyzed using RT-PCR and Western blotting, respectively.

RESULTS:
IL-1β, IL-6, TNF-α and MDA levels in the BALF, W/D, lung injury scores, and iNOS mRNA and protein expressions increased and SOD in the BALF decreased significantly after intratracheal LPS injection. Compared with those in LPS group, IL-1β, IL-6, TNF-α and MDA in BALF, W/D, lung injury scores and iNOS mRNA and protein expression were significantly reduced and SOD in the BALF significantly increased in LPS+DAS group.

CONCLUSIONS:
Dehydroandrographolide succinate can alleviate oxidative stress in LPS-induced acute lung injury possibly by inactivating iNOS.

Title

[Dehydroandrographolide succinate inhibits oxidative stress in mice with lipopolysaccharide-induced acute lung injury by inactivating iNOS].

Author

Zhu T1, Guan X, Zhang W, Wang D.

Publish date

2012 Sep

PMID

20638916

Abstract

A LC-MS/MS method was developed and validated for the determination of dehydroandrographolide succinate (DAS), a traditional Chinese medicine derivative used for the treatment of pneumonia, upper respiratory tract infection, and chronic bronchitis. Following protein precipitation, DAS was detected by ion transition at m/z 531.2/99.0 in multiple reaction monitoring mode with negative electrospray ionization-tandem mass spectrometry. The limit of detection was 0.5ng/mL, and the lower limit of quantification was 10ng/mL in human plasma. Good linearity was maintained over the range of 10-5000ng/mL, and the correlation coefficient was better than 0.99. The accuracy ranged from 95.3% to 113%, RSD from 0.928% to 6.47%, for the within- and between-run analysis at all QC levels. The recovery ranged from 85.5% to 93.4% and the matrix effect from 107% to 119%. No significant carryover and good stability were found during method validation. The developed method was successfully applied to the determination of DAS in human plasma in a pharmacokinetic study following intravenous infusion of potassium sodium DAS to nine healthy volunteers.

Copyright 2010 Elsevier B.V. All rights reserved.

Title

Determination of dehydroandrographolide succinate in human plasma by liquid chromatography tandem mass spectrometry (LC-MS/MS): Method development, validation and clinical pharmacokinetic study.

Author

Li S1, Yang D, Zhang M, Zhou J, Li R, Lu C, Liu Y, Liu Y, Wang Y, Yu C.

Publish date

2010 Aug 15

PMID

32135270

Abstract

Dehydroandrographolide succinate (DAS) injection, which was approved in China for the treatment of viral pneumonia and upper respiratory tract infections, is often off-label used for nebulization therapy to avoid the adverse drug reactions associated with the injection. However, the aerodynamic properties and pulmonary fate of nebulized DAS was largely uninvestigated. In this study, the main objectives were to evaluate the in vitro aerodynamic deposition profiles of nebulizer generated aerosols and comparatively investigate the local drug availability and anti-inflammatory efficacy of DAS between intratracheal and intravenous dosing. The in vitro evaluation of aerodynamic characteristics and droplet size distribution showed more than 50% aerosol particles with size being <5 μm, allowing the aerosols to reach the lower respiratory tract. Following intratracheal administration, the drug underwent pulmonary absorption into the bloodstream, rendering an absolute bioavailability of 47.3%. Compared to the intravenous delivery, the intratracheal administration dramatically increased the drug availability in the lung tissue in rats by more than 80-fold, leading to an improved and prolonged local anti-inflammatory efficacy in a lipopolysaccharide induced lung injury model in mice. The present results demonstrated that inhalation delivery of DAS is a convenient and effective alternative to intravenous injections.

Copyright © 2020 Elsevier B.V. All rights reserved.

KEYWORDS

Andrographolide; Dehydroandrographolide succinate; Nebulization; Pharmacokinetics; Traditional Chinese medicine

Title

Comparison of pulmonary availability and anti-inflammatory effect of dehydroandrographolide succinate via intratracheal and intravenous administration.

Author

Wei-Ya C1, Yuan-Song W2, Chun-Yu L1, Yu-Bin J3, Fei-Fei Y4, Yong-Hong L5.

Publish date

2020 Apr 30


Description :

Dehydroandrographolide succinate, extracted from herbal medicine Andrographis paniculata (Burm f) Nees, is widely used for the treatment of viral pneumonia and viral upper respiratory tract infections because of its immunostimulatory, anti-infective and anti-inflammatory effect[1].