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
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22985554
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.
[Dehydroandrographolide succinate inhibits oxidative stress in mice with lipopolysaccharide-induced acute lung injury by inactivating iNOS].
Zhu T1, Guan X, Zhang W, Wang D.
2012 Sep
20638916
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.
Determination of dehydroandrographolide succinate in human plasma by liquid chromatography tandem mass spectrometry (LC-MS/MS): Method development, validation and clinical pharmacokinetic study.
Li S1, Yang D, Zhang M, Zhou J, Li R, Lu C, Liu Y, Liu Y, Wang Y, Yu C.
2010 Aug 15
32135270
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.
Andrographolide; Dehydroandrographolide succinate; Nebulization; Pharmacokinetics; Traditional Chinese medicine
Comparison of pulmonary availability and anti-inflammatory effect of dehydroandrographolide succinate via intratracheal and intravenous administration.
Wei-Ya C1, Yuan-Song W2, Chun-Yu L1, Yu-Bin J3, Fei-Fei Y4, Yong-Hong L5.
2020 Apr 30