Validated high-performance liquid chromatographic method for the standardisation of Ptychopetalum olacoides Benth., Olacaceae, commercial extracts

Abstract

RESUMO: "Validação de método de cromatografia líquida de alta performance para padronização de extratos comerciais de Ptychopetalum olacoides Benth., Olacaceae". Ptychopetalum olacoides Benth., Olacaceae, popularmente conhecida como marapuama, muirapuama ou miriantã, é uma espécie nativa da região da Amazônia do Brasil. Extratos das cascas da planta são tradicionalmente usados por suas propriedades estimulantes e afrodisíacas, e frequentemente comercializados como constituinte de uma grande variedade de formulações fitoterápicas. O fracionamento por coluna cromatográfica aberta seguida por CLAE-UV/PAD das cascas do caule de três extratos comerciais de P. olacoides permitiram o isolamento de três substâncias comuns em todos os extratos analisados. Os compostos foram identificados por RMN como ácido vanílico, ácido protocatecuíco e teobromina. O ácido vanílico foi utilizado como marcador fitoquímico para P. olacoides e empregado como padrão externo no desenvolvimento e validação de um método de análise qualitativo e quantitativo rápido por CLAE. O valor da recuperação do método desenvolvido foi de 99,02% e os valores de LOD e LOQ foram 0,033 e 0,11 mg.L -1 , respectivamente. O método descrito poderá ser empregado para a padronização de plantas, extratos ou fitoterápicos comercializados como marapuama. Unitermos: CLAE-UV/PAD, RMN, Ptychopetalum olacoides, marapuama, ácido vanílico.ABSTRACT: Ptychopetalum olacoides Benth., Olacaceae, popularly known as marapuama or muirapuama or miriantã, is a species native to the Amazonian region of Brazil. Extracts of the bark of the plant have been used traditionally for its stimulating and aphrodisiac properties and currently commercialised by the herbal industry as constituents in a wide range of phytomedicines. Fractionation by open column chromatography followed by preparative HPLC-UV/PAD of the stem bark and of three commercial extracts of P. olacoides allowed the isolation of three components that were common to all extracts analysed, and these were identified by NMR to be vanillic acid, protocatechuic acid and theobromine. Vanillic acid, which has been proposed as a phytochemical marker for P. olacoides, was employed as an external standard in the development and validation of a rapid qualitative and quantitative HPLC assay for the analyte. The recovery values of the developed method were 99.02% and the LOD and LOQ values were 0.033 and 0.11 mg.L-1, respectively. The described method may be applied to the standardization of herbs, extracts or phytomedicines commercialised as marapuama.

Anti-Wrinkling Effect of 3,4,5-tri-O-caffeoylquinic Acid from the Roots of Nymphoides peltata through MAPK/AP-1, NF-κB, and Nrf2 Signaling in UVB-Irradiated HaCaT Cells

“…The MeOH extract of N. peltata roots was subjected to phytochemical investigation through liquid-liquid partitioning, column chromatography, and HPLC, leading to the isolation of one steroid derivative, one terpenoid saponin, six phenolic acid derivatives, and seven caffeoylquinic acid derivatives. The isolated compounds (1-15) were structurally identified as follows: α-spinasterol (1) (Figure S1) [32], 3-O-β-D-glucopyranosyloleanolic acid 28-O-β-D-glucuronopyranoside (2) (Figures S2-S6), 4-hydroxybenzoic acid (3) (Figure S7) [33], protocatechuic acid (4) (Figure S8) [34], vanillic acid (5) (Figure S9) [34], p-coumaric acid (6) (Figure S10) [35], caffeic acid (7) (Figure S11) [36], ferulic acid (8) (Figure S12) [37], neochlorogenic acid (neo-CQA) (9) (Figure S13) [38], chlorogenic acid (CQA) (10) (Figure S14) [38], cryptochlorogenic acid (crypto-CQA) (11) (Figure S15) [38], isochlorogenic acid B (3,4-DCQA) (12) (Figure S16) [39], isochlorogenic acid A (3,5-DCQA) (13) (Figure S17) [39], isochlorogenic acid C (4,5-DCQA) (14) (Figure S18) [39], and 3,4,5-tri-Ocaffeoylquinic acid (TCQA) (Figure S19) (15) [40] (Figure 1). These identifications were based on their LC/MS data and comparison of their NMR spectroscopic data with those previously reported.…”

Morphoanatomy and pharmacognostic study of the wood of Croton echioides, the Northeastern Marapuama

“…olacoides was reported initially to contain behenic acid ester and β-sitosterol (Auterhoff & Pankow, 1968), free fatty acids, and no alkaloids (Toyota et al, 1979), as well as several steroids, the triterpene lupeol, flavonoids, and saponins (Maul et al, 1998). More recently, Colombo et al (2010) found vanillic acid, protocatechuic acid, and theobromine in the stems of P. olacoides. However, the presence of essential oils, tannins and alkaloids was reported by Bucek et al (1987), as well as several clerodane diterpenes by Tang et al (2009Tang et al ( , 2011.…”

Four Clerodane Diterpenoids From Ptychopetalum Olacoides

“…It is a shrub or small tree that reaches a height of about 4.3 m. The leaves are short-stalked, up to 7.6 cm in length and 5.1 cm in breadth, light green on the upper surface and dark brown on the lower surface. Indigenous names for the genus include marapuama, muirapuama, and mirantã, translating roughly to “potency wood.” 1,2 P olacoides is known as Muirapuama or Marapuama and is used to treat chronic degenerative conditions of the nervous system. 3 Previous pharmacological studies have shown that the EtOH extract of P olacoides produces a series of beneficial effects on the central nervous system, consisting of neuroprotective, anti-stress, antidepressant, antioxidative, adaptogen-like activities, and inhibitory effects on acetylcholinesterase in mice.…”