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1-O-Acetylbritannilactone

$480

  • Brand : BIOFRON

  • Catalogue Number : AV-H25221

  • Specification : 98%

  • CAS number : 681457-46-5

  • Formula : C17H24O5

  • Molecular Weight : 308.37

  • PUBCHEM ID : 102004923

  • Volume : 20mg

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Catalogue Number

AV-H25221

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

308.37

Appearance

White crystalline powder

Botanical Source

Inula japonica Thunb./Constit. of Inula britannica and Inula japonica

Structure Type

Sesquiterpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1=C(C(C2C(C1)OC(=O)C2=C)O)C(C)CCCOC(=O)C

Synonyms

2(3H)-Benzofuranone, 5-[(1S)-4-(acetyloxy)-1-methylbutyl]-3a,4,7,7a-tetrahydro-4-hydroxy-6-methyl-3-methylene-, (3aS,4R,7aR)-/(4S)-4-[(3aS,4R,7aR)-4-Hydroxy-6-methyl-3-methylene-2-oxo-2,3,3a,4,7,7a-hexahydro-1-benzofuran-5-yl]pentyl acetate/1-O-Acetylbritannilatone/(3aS,4R,7aR)-5-[(1S)-4-(Acetyloxy)-1-methylbutyl]-3a,4,7,7a-tetrahydro-4-hydroxy-6-methyl-3-methylene-2(3H)-benzofuranone/Britannilactone 1-O-acetate

IUPAC Name

4-[(3aS,4R,7aR)-4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentyl acetate

Applications

Density

1.2±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

172.5±22.2 °C

Boiling Point

481.7±45.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3/t9?,13-,15-,16+/m1/s1

InChl Key

QKUFZFLZBUSEHN-MCJOIMHTSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:681457-46-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

27209702

Abstract

1-O-acetylbritannilactone (ABL), a natural chemical component obtained from Chinese traditional medicine, Inula britannica, has been demonstrated to have anticancer activities. In the present study, we evaluated the anti-proliferative and the pro-apoptotic abilities of ABL alone or in combination with gemcitabine in human NSCLC cell line. A549 cells were treated, in vitro, with ABL, gemcitabine, and the combination of ABL and gemcitabine for 72 h. Our results showed ABL and gemcitabine inhibited cell growth and induced apoptosis of A549 cells. These effects after the combination of ABL and gemcitabine were superior to those of each alone. Furthermore, signal transduction analysis revealed NF-κB expression was significantly decreased by ABL and the combination treatment. IκBα and Bax levels were up regulated whereas Bcl-2 was substantially downregulated after all treatments. Our findings suggest that ABL combined with gemcitabine elicits a potent apoptosis of lung cancer cell and hence ABL has the potential to be developed as a chemotherapeutic agent.

Title

The combination use of 1-O-acetylbritannilactone (ABL) and gemcitabine inhibits cell growth and induces cell apoptosis in lung adenocarcinoma cells.

Author

Wang BZ, Yu ZG.

Publish date

2016 Apr

PMID

27518585

Abstract

A selective and sensitive liquid chromatography-tandem mass spectrometry (LC-MS/MS) method was developed for the simultaneous quantitative determination of 1,5-dicaffeoylquinic acid (1,5-DCQA) and 1-O-acetylbritannilactone (1-O-ABL) in rat plasma. Chromatographic separation was performed on a Zorbax Eclipse XDB-C18 column using isocratic mobile phase consisting of methanol-water-formic acid (70:30:0.1, v/v/v) at a flow rate of 0.25 mL/min. The detection was achieved using a triple-quadrupole tandem MS in selected reaction monitoring mode. The calibration curves of all analytes in plasma showed good linearity over the concentration ranges of 0.850-213 ng/mL for 1,5-DCQA, and 0.520-130 ng/mL for 1-O-ABL, respectively. The extraction recoveries were ≥78.5%, and the matrix effect ranged from 91.4 to 102.7% in all the plasma samples. The method was successfully applied for the pharmacokinetic study of the two active components in the collected plasma following oral administration of Inula britannica extract in rats.

Copyright ? 2016 John Wiley & Sons, Ltd.

KEYWORDS

1,5-dicaffeoylquinic acid; 1-O-acetylbritannilactone; LC-MS/MS; pharmacokinetic study; simultaneous determination

Title

An LC-MS/MS method for simultaneous determination of 1,5-dicaffeoylquinic acid and 1-O-acetylbritannilactone in rat plasma and its application to a pharmacokinetic study.

Author

Wang Z1,2, Wang S3, Qin B1,2.

Publish date

2017 Mar;

PMID

26179842

Abstract

A novel, rapid and sensitive LC-MS/MS method for the determination of 1-O-Acetylbritannilactone (ABL), a sesquiterpene lactone abundant in Inula britannica, was developed and validated using heteroclitin D as internal standard. Separation was achieved on a reversed phase Hypersil Gold C18 column (50 × 4.6 mm, i.d., 3.0 ?m) using isocratic elution with methanol-5 mM ammonium acetate buffer aqueous solution (80:20, v/v) at a flow rate of 0.4 mL/min. Calibration curve was linear (r > 0.99) in a concentration range of 1.60-800 ng/mL with the lower limit of quantification of 1.60 ng/mL. Intra- and inter-day accuracy and precision were validated by relative error (RE) and relative standard deviation (RSD) values, respectively, which were both less than ±15%. The validated method has been successfully applied to a pharmacokinetic study of ABL in rats. The elimination half-lives were 0.412 ± 0.068, 0.415 ± 0.092 and 0.453 ± 0.071 h after a single intravenous administration of 0.14, 0.42, and 1.26 mg/kg ABL, respectively. The area under the plasma concentration-time curve from time zero to the last quantifiable time point and from time zero to infinity and the plasma concentrations at 2 min were linearly related to the doses tested.

Copyright ? 2015 John Wiley & Sons, Ltd.

KEYWORDS

1-O-acetylbritannilactone; LC-MS/MS; pharmacokinetic study

Title

LC-MS/MS determination of 1-O-acetylbritannilactone in rat plasma and its application to a preclinical pharmacokinetic study.

Author

Li H1, Li W2, Yu M3, Jiang L2.

Publish date

2016 Mar;