Identification and quantitation of major phenolic compounds from <i>penthorum chinense</i>
 pursh. by HPLC with tandem mass spectrometry and HPLC with diode array detection

Guo, Weiwei; Jiang, Yun; Chen, Xiaoqing; Yu, Ping; Wang, Meng; Wu, Xia; Zhang, Dayong

doi:10.1002/jssc.201500303

Cited by 33 publications

(24 citation statements)

References 14 publications

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“…,6″-(s)-HHDP]-β-D-glucose, and Thonningianin A, respectively. 23,33 The characteristic fragments of compounds S1, S2, and S3 (m/z 301) indicated the lost pinocembrin residue ( Figure 2).…”

Section: Pinocembrin Derivatives Preparation and Identificationmentioning

confidence: 99%

Bioactivity Evaluation of Pinocembrin Derivatives From Penthorum chinense Pursh Stems

Ding

Jin

Dong

et al. 2019

Natural Product Communications

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The extract of Penthorum chinense Pursh (PCP), a well-known Miao herb medicine, has been used as a key component for a Chinese patented drug to treat several kinds of liver-related diseases. In this work, 3 pinocembrin derivatives, S1, S2, and S3, were isolated from PCP stems and identified with high-performance liquid chromatography and electrospray ionization mass spectrometer. The molecular masses of S1, S2, and S3 were identical to Pinocembrin-7-O-[4″,6″-hexahydroxydiphenoyl (HHDP)]-β-D-glucose, Pinocembrin-7-O-[3″-O-galloyl-4″,6″-(s)-HHDP)-β-D-glucose, and Thonningianin A, respectively. Their free radical scavenging capability was evaluated with the 2,2-diphenyl-1-picrylhydrazyl assay. The half-maximal effective concentrations of S1, S2, and S3 were 26.75, 9.06, and 5.50 μg/mL, respectively. In vitro AML-12 assays demonstrated that S1 (5-20 μg/mL), S2 (10-40 μg/mL), and S3 (10-40 μg/mL) not only protected cells from H2O2-induced oxidation and alcohol-induced cell damages, but also reduced oleic acid (OA)-induced triglyceride accumulations in a dose-dependent manner. However, the 3 compounds potently exhibited similar cytotoxicity effect at high concentrations. The half-maximal inhibitory concentrations of S1, S2, and S3 to AML-12 cells were 74.19, 85.86, and 80.43 μg/mL. In addition, the 3 compounds also showed antibacterial activity on Escherichia coli, Staphylococcus aureus, Enterococcus faecalis, Lactobacillus rhamnosus, and Bacillus subtilis.

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Section: Pinocembrin Derivatives Preparation and Identificationmentioning

confidence: 99%

Bioactivity Evaluation of Pinocembrin Derivatives From Penthorum chinense Pursh Stems

Ding

Jin

Dong

et al. 2019

Natural Product Communications

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“…This compound fragmented with the loss of glucose to pinostrobin ( m / z 271.09 [M + H − 162] + ) which further fragmented with a neutral loss of 104 Da to m / z 167.04 [M + H − 162–104] + . The likely structures of these compounds are pinocembrin-7- O -glucoside and 5-methoxy-pinocembrin-7- O -glucoside ( Fig 5 ), which have been shown to co-occur in aerial parts of Penthorum chinense (Penthoraceae; [ 45 ]). Moreover, both compounds have been found individually in many different plant families, but not previously in Myrtaceae.…”

Section: Resultsmentioning

confidence: 99%

Foliar Essential Oil Glands of Eucalyptus Subgenus Eucalyptus (Myrtaceae) Are a Rich Source of Flavonoids and Related Non-Volatile Constituents

Goodger

Seneratne

Nicolle³

et al. 2016

PLoS ONE

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The sub-dermal secretory cavities (glands) embedded within the leaves of Eucalyptus (Myrtaceae) were once thought to be the exclusive repositories of monoterpene and sesquiterpene oils. Recent research has debunked this theory and shown that abundant non-volatile compounds also occur within foliar glands. In particular, glands of four species in subgenus Eucalyptus contain the biologically active flavanone pinocembrin. Pinocembrin shows great promise as a pharmaceutical and is predominantly plant-sourced, so Eucalyptus could be a potential commercial source of such compounds. To explore this we quantified and assessed the purity of pinocembrin in glands of 11 species of E. subg. Eucalyptus using Electro-Spray Ionisation Liquid Chromatography Mass Spectrometry of acetonitrile extracts and Gas Chromatography Mass Spectrometry analyses of hexane extracts of isolated glands which were free from other leaf tissues. Our results showed that the glands of subgenus Eucalyptus contain numerous flavanones that are structurally related to pinocembrin and often present in much greater abundance. The maximum concentration of pinocembrin was 2 mg g-1 dry leaf found in E. stellulata, whereas that of dimethylpinocembrin (5,7-dimethoxyflavanone) was 10 mg g-1 in E. oreades and that of pinostrobin (5-hydroxy-7-methoxyflavanone) was 12 mg g-1 in E. nitida. We also found that the flavanones are exclusively located within the foliar glands rather than distributed throughout leaf tissues. The flavanones differ from the non-methylated pinocembrin in the degree and positions of methylation. This finding is particularly important given the attractiveness of methylated flavonoids as pharmaceuticals and therapeutics. Another important finding was that glands of some members of the subgenus also contain flavanone O-glucosides and flavanone-β-triketone conjugates. In addition, glands contain free β-triketones, β-triketone heterodimers and chromone C-glucosides. Therefore, the foliar glands of this taxonomically distinct group of plants are a rich source of a range of flavonoids and other biologically active compounds with great commercial potential.

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“…Flavonoids are common active components in herbs, which show a variety of biological activities, including not only antioxidation but also bacteriostatic effects [32] . Previous studies reported that quercetin and pinocembrin-7-O-β-glucoside [33][34][35] are abundant in PCP. Both compounds showed antibacterial activity [36,37] .…”

Section: Discussionmentioning

confidence: 99%

A comparison of the biological activities of ethyl acetate fractions from the stems and leaves of Penthorum chinense Pursh

Jiang¹,

Ding²,

Liu³

et al. 2020

Front. Agr. Sci. Eng.

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Penthorum chinense Pursh (PCP) is a popular traditional medicinal plant in China, widely used for the treatment of a variety of liver diseases. Although it has been long recognized that the main active elements of PCP are contained in ethyl acetate fraction (EAF), little is known so far in terms of the relative effectiveness of EAF derived from the stems versus leaves of this plant. In the current study, we prepared EAF by reflux extraction and sequential extraction from the stems (SEAF) and leaves (LEAF) of PCP and tested their hepatoprotective efficacies. The extract rates and flavonoid contents of LEAF were higher than those of SEAF. EAFs ( > 50 μg$mL -1 ) prevented lipid accumulation in cells and protected against lipotoxicity injury when the concentration exceeded 25 μg$mL -1 . More than 95% free radicals released by 2,2-diphenyl-1-picrylhydrazyl (DPPH) were eliminated by 25 μg$mL -1 SEAF and 50 μg$mL -1 LEAF, respectively. Further, EAFs (25 μg$mL -1 ) also showed protective antioxidant effects, with the activity of LEAF being significantly higher than that of SEAF. EAFs (10 mg$mL -1 ) also showed similar unspecific bacteriostatic activity. In comparison with SEAF, LEAF contained more flavonoids and had a higher anti-oxidation capability and for these reasons we suggest it should be better for clinical use.

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Identification and quantitation of major phenolic compounds from penthorum chinense pursh. by HPLC with tandem mass spectrometry and HPLC with diode array detection

Cited by 33 publications

References 14 publications

Bioactivity Evaluation of Pinocembrin Derivatives From Penthorum chinense Pursh Stems

Bioactivity Evaluation of Pinocembrin Derivatives From Penthorum chinense Pursh Stems

Foliar Essential Oil Glands of Eucalyptus Subgenus Eucalyptus (Myrtaceae) Are a Rich Source of Flavonoids and Related Non-Volatile Constituents

A comparison of the biological activities of ethyl acetate fractions from the stems and leaves of Penthorum chinense Pursh

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