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Picfeltarraenin IA

$143

  • Brand : BIOFRON

  • Catalogue Number : BF-P4017

  • Specification : 98%(HPLC)

  • CAS number : 97230-47-2

  • Formula : C41H62O13

  • Molecular Weight : 762.928

  • PUBCHEM ID : 91884878

  • Volume : 25mg

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Catalogue Number

BF-P4017

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

762.928

Appearance

White crystalline powder

Botanical Source

Picria felterrae

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4C(=CCC5C4(C(=O)CC6(C5(CC(C6C7(C(=O)C=C(O7)C(C)C)C)O)C)C)C)C3(C)C)CO)O)O)O)O)O

Synonyms

(1R,4R,9β,16α,17ξ)-16-Hydroxy-9,10,14-trimethyl-11,22-dioxo-20,24-epoxy-4,9-cyclo-9,10-secocholesta-5,23-dien-1-yl 2-O-(6-deoxyhexopyranosyl)pentopyranoside/(1R,4R,9β,16α)-16-Hydroxy-9,10,14-trimethyl-11,22-dioxo-21,24-epoxy-4,9-cyclo-9,10-secocholesta-5,23-dien-1-yl 2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-xylopyranoside/Picfeltarraenin IA/Estr-5-en-11-one, 3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-xylopyranosyl]oxy]-17-[(3R)-3,4-dihydro-6-(1-methylethyl)-4-oxo-2H-pyran-3-yl]-16-hydroxy-4,4,9,14-tetramethyl-, (3α,9β,10α ,16α,17β)-/Estr-5-en-11-one, 3-[[2-O-(6-deoxyhexopyranosyl)pentopyranosyl]oxy]-17-[(2R)-2,3-dihydro-2-methyl-5-(1-methylethyl)-3-oxo-2-furanyl]-16-hydroxy-4,4,9,14-tetramethyl-, (3α,9β,10α,16α)-

IUPAC Name

(2R)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-one

Density

1.3±0.1 g/cm3

Solubility

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

Flash Point

255.3±27.8 °C

Boiling Point

861.5±65.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C41H62O13/c1-18(2)24-14-26(44)41(9,54-24)34-22(42)15-38(6)25-12-10-20-21(40(25,8)27(45)16-39(34,38)7)11-13-28(37(20,4)5)52-36-33(30(47)23(43)17-50-36)53-35-32(49)31(48)29(46)19(3)51-35/h10,14,18-19,21-23,25,28-36,42-43,46-49H,11-13,15-17H2,1-9H3/t19-,21+,22+,23+,25-,28+,29-,30-,31+,32+,33+,34-,35-,36-,38-,39+,40-,41-/m0/s1

InChl Key

WPXIIGGPWPYUSJ-CUXXYAFUSA-N

WGK Germany

RID/ADR

HS Code Reference

2932900000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:97230-47-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

26893718

Abstract

The present study aimed to investigate the effect of picfeltarraenin IA (IA) on respiratory inflammation by analyzing its effect on interleukin (IL)-8 and prostaglandin E2 (PGE2) production. The expression of cyclooxygenase 2 (COX2) in human pulmonary adenocarcinoma epithelial A549 cells in culture was also examined. Human pulmonary epithelial A549 cells and the human monocytic leukemia THP-1 cell line were used in the current study. Cell viability was measured using a methylthiazol tetrazolium assay. The production of IL-8 and PGE2 was investigated using an enzyme-linked immunosorbent assay. The expression of COX2 and nuclear factor-κB (NF-κB)-p65 was examined using western blot analysis. Treatment with lipopolysaccharide (LPS; 10 µg/ml) resulted in the increased production of IL-8 and PGE2, and the increased expression of COX2 in the A549 cells. Furthermore, IA (0.1-10 µmol/l) significantly inhibited PGE2 production and COX2 expression in cells with LPS-induced IL-8, in a concentration-dependent manner. The results suggested that IA downregulates LPS-induced COX2 expression, and inhibits IL-8 and PGE2 production in pulmonary epithelial cells. Additionally, IA was observed to suppress the expression of COX2 in THP-1 cells, and also to regulate the expression of COX2 via the NF-κB pathway in the A549 cells, but not in the THP-1 cells. These results indicate that IA regulates LPS-induced cytokine release in A549 cells via the NF-κB pathway.

KEYWORDS

cyclooxygenase 2; interleukin-8; nuclear factor-κB pathway; picfeltarraenin IA; prostaglandin E2

Title

Picfeltarraenin IA inhibits lipopolysaccharide-induced inflammatory cytokine production by the nuclear factor-κB pathway in human pulmonary epithelial A549 cells.

Author

Shi R1, Wang Q1, Ouyang Y1, Wang Q1, Xiong X1.

Publish date

2016 Feb

PMID

26690256

Abstract

A simple and rapid quantitative UPLC-MS/MS method for simultaneous determination of picfeltarraenins IA and IB in rat plasma was developed and validated in accordance with the US FDA Bioanalytical Guidance (2001). Analytes were extracted from rat plasma by using methanol and separated on Agilent ZORBAX SB-C18 (50mm×2.1mm, 1.8μm) column by using a mobile phase composed of methanol and water (70:30, v/v). Eluents were monitored by ESI tandem mass spectrometry detection with SRM mode using ion transitions m/z 785.4→639.5, m/z 815.5→669.5, and m/z 763.5→455.3 for picfeltarraenin IA, picfeltarraenin IB, and internal standard, respectively. The method was validated over the linear range of 11.5-1150ng/mL and 13.0-1300ng/mL. The developed analytical method was applied to support a pharmacokinetic study on simultaneous estimation of picfeltarraenins IA and IB in rats.

Copyright © 2015 Elsevier B.V. All rights reserved.

KEYWORDS

Pharmacokinetic study; Picfeltarraenins; Triterpenoid saponins; UPLC-MS/MS

Title

Simultaneous quantification of picfeltarraenins IA and IB in rat plasma by UPLC-MS/MS: Application to a pharmacokinetic study.

Author

He X1, Zhang Y1, Gao H1, Li K1, Zhang Y1, Sun L1, Tao G2.

Publish date

2016 Feb 20


Description :

Picfeltarraenin IA, a triterpenoid obtained from Picriafel-terrae Lour (P.fel-terrae), is an acetylcholinesterase (AChE) inhibitor. Picfeltarraenin IA can be used for the treatment of herpes infections, cancer and inflammation[1].