Pimpinellin - CAS 131-12-4
Catalog number: 131-12-4
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Pimpinellin isolated from the fruits of Psoralea corylifolia L. It is GABA receptor antagonist.
Yellow powder
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1.Total syntheses of the coumarin-containing natural products pimpinellin and fraxetin using Au(I)-catalyzed intramolecular hydroarylation (IMHA) chemistry.
Cervi A;Aillard P;Hazeri N;Petit L;Chai CL;Willis AC;Banwell MG J Org Chem. 2013 Oct 4;78(19):9876-82. doi: 10.1021/jo401583q. Epub 2013 Sep 23.
The title natural products (1 and 2, respectively) have been synthesized by Au(I)-catalyzed intramolecular hydroarylation (IMHA) of the relevant aryl propiolate esters (e.g., 13), which were themselves formed by reaction of the corresponding phenols with either 3-(trimethylsilyl)propiolic acid or propiolic acid and N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride or dicyclohexylcarbodiimide. (±)-Purpurasol (3) was readily derived from fraxetin (2) by established procedures.
2.Rapid determination of furanocoumarins in creams and pomades using SPE and GC.
Cardoso CA;Vilegas W;Honda NK J Pharm Biomed Anal. 2000 Mar;22(2):203-14.
A solid-phase extraction and chromatography-flame ionization detection (GC-FID) method has been developed for the routine analysis of psoralen, bergapten, isopimpinellin and pimpinellin in creams and pomades employed in Brazil for the treatment of vitiligo. The calibration curve for psoralen was linear in the range 10-100 microg ml(-1), for bergapten 5-90 microg ml(-1), for pimpinellin 10-90 microg ml(-1) and for isopimpinellin 5-100 microg ml(-1). The best recoveries of the furanocoumarins in the creams analysed were 94-97%, whereas in the pomades, recoveries were 94-96%. The R.S.D. of the quantitative-analysis of the furanocoumarins in the products analyses were within 5%.
3.Simultaneous determination of pimpinellin, isopimpinellin and phellopterin in rat plasma by a validated UPLC-MS/MS and its application to a pharmacokinetic study after administration of Toddalia asiatica extract.
Liu Z;Jiang M;Lu X;Qin F;Song Y;Wen J;Li F J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Apr 1;891-892:102-8. doi: 10.1016/j.jchromb.2012.02.022. Epub 2012 Feb 22.
A rapid and selective ultra performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) method was developed for simultaneous determination of three bioactive coumarins of Toddalia asiatica extract including pimpinellin, isopimpinellin and phellopterin in rat plasma for the first time. Phenacetin was used as the internal standard (IS). Plasma samples were extracted by liquid-liquid extraction with methyl tert-butyl ether. The chromatographic separation was carried out on an ACQUITY UPLC™ BEH C₁₈ column with an isocratic mobile phase consisting of methanol-5 mmol/L ammonium acetate (65:35, v/v). The detection was performed on a triple quadrupole tandem mass spectrometer by multiple reaction monitoring (MRM) via electrospray ionization (ESI) source with positive ionization mode. The method was linear for all analytes over investigated range with all correlation coefficients greater than 0.9942. The lower limits of quantification (LLOQ) were 25.0 ng/mL for pimpinellin, 10.0 ng/mL for isopimpinellin and 5.00 ng/mL for phellopterin. The intra- and inter-day precision (RSD%) was within 12% and the accuracy (RE%) ranged from -2.3% to 5.5%. The rapid and sensitive method was fully validated and successfully applied to the pharmacokinetic study of pimpinellin, isopimpinellin and phellopterin in rats following oral administration of Toddalia asiatica extract.
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CAS 131-12-4 Pimpinellin

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