Separation and preparation of xanthochymol and guttiferone E by high performance liquid chromatography and high speed counter-current chromatography combined with silver nitrate coordination reaction

Li, Jun; Gao, Ruixi; Zhao, Dan; Huang, Xinfan; Chen, Yu; Gan, Fei; Liu, Hui; Yang, Guangzhong

doi:10.1016/j.chroma.2017.07.010

Cited by 20 publications

(12 citation statements)

References 23 publications

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“…Xanthochymol ( 85 ) and guttiferone E ( 86 ) are a pair of π bond benzophenone isomers from Garcinia xanthochymus by AgNO 3 -HSCCC. The elution order of the π bond isomers in this AgNO 3 -HSCCC separation is internal π bond (earlier) < terminal, which is identical to that observed from SNIS column chromatography [ 64 ].…”

Section: Separation Methodssupporting

confidence: 60%

Techniques for extraction and isolation of natural products: a comprehensive review

2018

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Natural medicines were the only option for the prevention and treatment of human diseases for thousands of years. Natural products are important sources for drug development. The amounts of bioactive natural products in natural medicines are always fairly low. Today, it is very crucial to develop effective and selective methods for the extraction and isolation of those bioactive natural products. This paper intends to provide a comprehensive view of a variety of methods used in the extraction and isolation of natural products. This paper also presents the advantage, disadvantage and practical examples of conventional and modern techniques involved in natural products research.

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Section: Separation Methodssupporting

confidence: 60%

Techniques for extraction and isolation of natural products: a comprehensive review

2018

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“…This compound is a yellow amorphous powder; UV λ max = 245, 354 nm; 1 H and 13 C NMR data as reported by Li et al HRESIMS negative mode m / z 601.3546 [M – H] − (calcd for C 38 H 50 O 6 , 601.3529).…”

Section: Materials and Methodssupporting

confidence: 57%

Nonclinical Toxicological Studies of Brazilian Red Propolis and Its Primary Botanical Source Dalbergia ecastaphyllum

Mejía

Ccana-Ccapatinta

Squarisi

et al. 2021

Chem. Res. Toxicol.

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Propolis is one of the most widely used products in traditional medicine. One of the most prominent types of Brazilian propolis is the red one, whose primary botanical source is Dalbergia ecastaphyllum (L.) Taub. Despite the potential of Brazilian red propolis for developing new products with pharmacological activity, few studies guarantee safety in its use. The objective of this study was the evaluation of the possible toxic effects of Brazilian red propolis and D. ecastaphyllum, as well as the cytotoxicity assessment of the main compounds of red propolis on tumoral cell lines. Hydroalcoholic extracts of the Brazilian red propolis (BRPE) and D. ecastaphyllum stems (DSE) and leaves (DLE) were prepared and chromatographed for isolation of the major compounds. RP-HPLC-DAD was used to quantify the major compounds in the obtained extracts. The XTT assay was used to evaluate the cytotoxic activity of the extracts in the human fibroblast cell line (GM07492A). The results revealed IC50 values of 102.7, 143.4, and 253.1 μg/mL for BRPE, DSE, and DLE, respectively. The extracts were also evaluated for their genotoxic potential in the micronucleus assay in Chinese hamster lung fibroblasts cells (V79), showing the absence of genotoxicity. The BRPE was investigated for its potential in vivo toxicity in the zebrafish model. Concentrations of 0.8–6.3 mg/L were safe for the animals, with a LC50 of 9.37 mg/L. Of the 11 compounds isolated from BRPE, medicarpin showed a selective cytotoxic effect against the HeLa cell line. These are the initial steps to determine the toxicological potential of Brazilian red propolis.

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“…The purities of all isolated compounds previously isolated by our research group [13] ( Supporting Information ) were estimated by HPLC, 1 H, and 13 C‐NMR analyses to be higher than 95 %, considered suitable for the in vitro antimicrobial assays. Compound 8 is a mixture of guttiferone E and xanthochymol, a pair of π bond benzophenone positional isomers that are exceedingly difficult to separate [14] . The HPLC profile of ERP and its fractions are depicted in Figure 1.…”

Section: Resultsmentioning

confidence: 99%

Green and Red Brazilian Propolis: Antimicrobial Potential and Anti‐Virulence against ATCC and Clinically Isolated Multidrug‐Resistant Bacteria

Silva

Braun

et al. 2021

Chemistry & Biodiversity

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Brazilian green and red propolis stand out as commercial products for different medical applications. In this article, we report the antimicrobial activities of the hydroalcoholic extracts of green (EGP) and red (ERP) propolis, as well as guttiferone E plus xanthochymol (8) and oblongifolin B (9) from red propolis, against multidrug‐resistant bacteria (MDRB). We undertook the minimal inhibitory (MIC) and bactericidal (MBC) concentrations, inhibition of biofilm formation (MICB50), catalase, coagulase, DNase, lipase, and hemolysin assays, along with molecular docking simulations. ERP was more effective by displaying MIC and MBC values <100 μg mL−1. Compounds 8 and 9 displayed the lowest MIC values (0.98 to 31.25 μg mL−1) against all tested Gram‐positive MDRB. They also inhibited the biofilm formation of S. aureus (ATCC 43300 and clinical isolate) and S. epidermidis (ATCC 14990 and clinical isolate), with MICB50 values between 1.56 and 6.25 μg mL−1. The molecular docking results indicated that 8 and 9 might interact with the catalase's amino acids. Compounds 8 and 9 have great antimicrobial potential.

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Separation and preparation of xanthochymol and guttiferone E by high performance liquid chromatography and high speed counter-current chromatography combined with silver nitrate coordination reaction

Cited by 20 publications

References 23 publications

Techniques for extraction and isolation of natural products: a comprehensive review

Techniques for extraction and isolation of natural products: a comprehensive review

Nonclinical Toxicological Studies of Brazilian Red Propolis and Its Primary Botanical Source Dalbergia ecastaphyllum

Green and Red Brazilian Propolis: Antimicrobial Potential and Anti‐Virulence against ATCC and Clinically Isolated Multidrug‐Resistant Bacteria

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