Rapid determination of rosmarinic acid and its two bioactive metabolites in the plasma of rats by LC–MS/MS and application to a pharmacokinetics study

Abstract

Rosmarinic acid (RA), an ester compound of caffeic acid (CA) and 3,4‐dihydroxyphenyllacic acid, is widely distributed in the herbs of the Lamiaceae family and has shown a wide spectrum of pharmacological properties. CA and FA (ferulic acid) are two bioactive metabolites in vivo after oral administration of RA; however, a rapid and robust analytical approach that can enable the quantitative assay of RA and two bioactive metabolites is still lacking. A liquid chromatography/tandem mass spectrometry method was established that was capable of the quantitative determination of RA, CA and FA by negative‐mode multiple reaction monitoring within 7 min using a Zorbax SB‐C18 column and an isocratic elution. This assay method was validated as linear over the investigated ranges with correlation coefficients (r) > 0.9950. The intra‐ and inter‐day precision was <10.65%, and the accuracies (relative error, %) <−6.41%. The validated approach was applied to a pharmacokinetics study of RA and its two metabolites in rats after oral and intravenous administration. RA was rapidly metabolized in both administration modes, whilst the metabolites CA and FA were only detectable by oral administration. The absolute availability of RA was calculated to be 4.13%.

Bioavailability of Korean mint (Agastache rugosa) polyphenols in humans and a Caco-2 cell model: a preliminary study exploring the efficacy

“…Subsequently, the absorption of RA gradually increased, reaching its peak concentration after 2 hours. These findings align with the observation reported by Wang et al , 25 who observed rapid absorption and intermediate-speed elimination of RA in rats following oral administration. The gradual decline in plasma levels of RA suggests extensive biotransformation through phase I and phase II metabolism in the liver.…”

Analysing a Group of Homologous BAHD Enzymes Provides Insights into the Evolutionary Transition of Rosmarinic Acid Synthases from Hydroxycinnamoyl-CoA:Shikimate/Quinate Hydroxycinnamoyl Transferases

“…They efficiently facilitated the transfer of acyl groups from acyl donors to shikimate or quinate, resulting in three p -coumaroyl shikimate isomers, three caffeoyl shikimate isomers, and three p -coumaroyl quinate isomers in our tests ( Figure 2 A,C,D). Moreover, they also catalysed the formation of p -coumaroyl-4’-hydroxyphenyllactate (a precursor of RA) by accepting the substrate pair consisting of p -coumaroyl-CoA and 4-hydroxyphenyllactate, as confirmed through precise molecular ion mass and tandem mass spectrometry (MS 2 ) analysis ( Figure 2 B), in accordance with previous studies [ 31 , 32 , 33 ]. In the case of Ml AT2, only trace products were detected via mass spectrometry spectrum when using p -coumaroyl-CoA as the acyl donor.…”

Chemical profiling of Oxalis species growing wild in Egypt using HRLC/MS Spectrometry

“…Compound (6) was detected at Rt 4.96 min with m/z 359.0782 in all of the studied taxa except for O. latifolia. It gave fragmentation pattern of m/z 197, 179, 161 that was in compliance with that of rosmarinic acid (Wang et al, 2021).…”