Bioactive luteoloside produced by <i>Myroides odoratimimus</i>, solvent-tolerant bacterium form the rhizosphere of <i>Lonicera japonica</i>

Zhao, Yuxiang; Wang, Junteng; L, Zhang; Zhang, S; Su, Shu-Lan; Duan, Jin‐Ao; Yao, Zhi-Hua; Xu, Sikai

doi:10.1080/14786419.2018.1481838

Cited by 7 publications

(4 citation statements)

References 14 publications

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“…It is worth noting that in a nonaqueous system (8.0% DMSO), the biotransformation of luteolin (1.0 g l −1 ) at a gram level was successfully realized again in this work. The conversion rate of luteolin was almost 100% at 24 h, while the yield of the main product reached 76.2%, which was different from our previous study of the biosynthesis of luteoloside by Myroides odoratimimus (a solvent‐tolerant bacterium from the rhizosphere of Lonicera japonica ) (Zhao et al ., 2018). In terms of biological modification alone, this is a major innovation in microbial catalytic systems.…”

Section: Resultsmentioning

confidence: 99%

“…Compared with an aqueous reaction system, the concentration of puerarin could be increased more than 11‐fold, and the yield was as high as 91%. In the preliminary work of our team, the efficient glycosylation of luteolin was accomplished by the Lonicera japonica rhizosphere strain Myroides odoratimimus XT02 in 15% DMSO (v/v) organic medium with a much higher conversion rate of luteolin than that in water (Zhao et al ., 2018). In this study, Bacillus amyloliquefaciens FJ18, an organic solvent tolerant bacterium, was chosen to realize the succinyl glycosylation modification of luteolin in a nonaqueous system.…”

Section: Introductionmentioning

confidence: 99%

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Biosynthesis of a water solubility‐enhanced succinyl glucoside derivative of luteolin and its neuroprotective effect

Chen

Chang

Zhao

et al. 2022

Microbial Biotechnology

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Summary The natural flavonoids luteolin and luteoloside have anti‐bacterial, anti‐inflammatory, anti‐oxidant, anti‐tumour, hypolipidemic, cholesterol lowering and neuroprotective effects, but their poor water solubility limits their application in industrial production and the pharmaceutical industry. In this study, luteolin‐7‐O‐β‐(6″‐O‐succinyl)‐d‐glucoside, a new compound that was prepared by succinyl glycosylation of luteolin by the organic solvent tolerant bacterium Bacillus amyloliquefaciens FJ18 in an 8.0% DMSO (v/v) system, was obtained and identified. Its greater water solubility (2293 times that of luteolin and 12 232 times that of luteoloside) provides the solution to the application problems of luteolin and luteoloside. The conversion rate of luteolin (1.0 g l−1) was almost 100% at 24 h, while the yield of luteolin‐7‐O‐β‐(6″‐O‐succinyl)‐d‐glucoside reached 76.2%. In experiments involving the oxygen glucose deprivation/reoxygenation injury model of mouse hippocampal neuron cells, the cell viability was significantly improved with luteolin‐7‐O‐β‐(6″‐O‐succinyl)‐d‐glucoside dosing, and the expressions of the anti‐oxidant enzyme HO‐1 in the nucleus increased, providing a neuroprotective effect for ischemic cerebral cells. The availability of biosynthetic luteolin‐7‐O‐β‐(6″‐O‐succinyl)‐d‐glucoside, which is expected to replace luteolin and luteoloside, would effectively expand the clinical application value of luteolin derivatives.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Biosynthesis of a water solubility‐enhanced succinyl glucoside derivative of luteolin and its neuroprotective effect

Chen

Chang

Zhao

et al. 2022

Microbial Biotechnology

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“…The degree of carboxymethyl substitution achieved was determined as described by Zhao et al (Zhao & Zhang 2015). Briefly, 10 mg CM-PJPS was added to 3 mL 70% ethanol, mixed and incubated 5 min.…”

Section: Determination Carboxymethyl Substitution Degreementioning

confidence: 99%

Extraction, preparation and an assessment of the activity of carboxymethyl polysaccharide from Panax japonicus

Yu¹,

Yuan²,

Yan³

et al. 2022

Food Sci. Technol

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A response surface method (RSM) was employed to optimize polysaccharide extraction from Panax japonicus (PJPS). Also, carboxymethyl substitution of PJPS (CM-PJPS) was studied using a response surface methodology. A three-variable Box-Behnken design (BBD) methodology was applied. RSM analyses revealed that conditions that maximized polysaccharide yield were as follows: a liquid-to-material ratio 22:1, an extraction temperature of 83.99 °C and an extraction duration of 2.32 h. Under optimum extraction conditions, the average absorbance value of PJPS was 0.6001, and the purity of PJPS was 98.2%. A quadratic regression model for CM-PJPS was obtained via BBD. The optimum extraction conditions for the process were determined to include a 1.38 h reaction time, 1.24 g monochloroacetic acid (MCA) and a reaction temperature of 52.85 °C. Under optimum extraction conditions, the average degree of CM-PJPS substitution was 0.9733. The structure of the PJPS was examined by means of Fourier transform infrared spectroscopy (FTIR). CM-PJPS exhibited the strongest anti-oxidant activity in vitro. In addition, CM-PJPS inhibited Skov3 and A2780 cancer cell proliferation. Our data revealed that CM-PJPS is a promising natural antioxidant with potential value as a food supplement and for treatment of cancer.

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“…À and [M + COOH] À in negative mode were observed for almost all compounds. According to Chemspider, HMDB, METLIN, TCMSP database and related literatures, a total of 57 ingredients, including 11 phenylacrylic acids, [20 -23] 8 flavonoids, [24][25][26][27][28] 8 iridoids, [24,29] 20 diterpenes, [27,[30][31][32][33][34] 6 triterpenes [27,30,32,35] and 4 other compounds, [30,36] were tentatively identified (Table S2). 20 ingredients including forsythoside E, cistanoside F, tuberonic acid glucoside, benzyl 6-O-(6-deoxy-α-L-mannopyranosyl)β-D-glucopyranoside, β-hydroxyforsythoside H and its isomer, isoquercitrin, 5,7,3',4'-tetrahydroxy-8-methoxy-6-C-β-D-glucopyranosylflavone, 19-hydroxykovalic acid and its two isomers, oridonin and its isomer, brefeldin A, ingenol, pachypodol, andrographolide, dehydroabietic acid, 7α-acetoxysandaracopimaric acid and sandaracopimaric acid, were discovered for the first time in C. nudiflora.…”

Section: Identification Of Chemical Constituents Of C Nudifloramentioning

confidence: 99%

Chemical Profiling and Quality Evaluation of Callicarpa Nudiflora from Different Regions in China by UPLC‐QTOF‐MS Fingerprint

Jia

zhang

et al. 2022

Chemistry & Biodiversity

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Callicarpa nudiflora, belonging to the family Verbenaceaae, is wildly used as a traditional Chinese herbal medicine (Luo-hua-zi-zhu) for hemostasis, antibiosis and antiphlogosis in clinic. However, the underlying chemical basis of C. nudiflora for the significant effects remains obscure. Hence, an ultra-performance liquid chromatography coupled with quadrupole-time-of-flight mass spectrometry method was established for the characterization of multi-constituents in C. nudiflora. As a result, 57 chemical compounds were identified based on their retention times, accurate masses and MS/MS data, and 20 of them were uncovered for the first time in C. nudiflora. In addition, an optimized UHPLC fingerprint analysis, combined with chemometrics including similarity analysis, principal component analysis and partial least squares-discriminant analysis was developed for quality assessment and origin discrimination of C. nudiflora. Multivariate data analysis revealed the resemblances and differences of C. nudiflora related to regions, while partial least squares-discriminant analysis screened nine characteristic markers including luteoloside, acteoside, luteolin-4'-O-β-D-glucopyranoside, pachypodol, isoquercitrin, nudifloside, 5,7,3',4'-tetrahydroxy-8-methoxy-6-C-β-D-glucopyranosylflavone, 7α-acetoxysandaracopimaric acid and sandaracopimaric acid which contributed the most to the classification. This was the first report on the comprehensive profiling of chemical components in C. nudiflora, which helped to uncover the material basis of C. nudiflora and possess potential value for quality evaluation and clinical application purpose.

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Bioactive luteoloside produced by Myroides odoratimimus, solvent-tolerant bacterium form the rhizosphere of Lonicera japonica

Cited by 7 publications

References 14 publications

Biosynthesis of a water solubility‐enhanced succinyl glucoside derivative of luteolin and its neuroprotective effect

Biosynthesis of a water solubility‐enhanced succinyl glucoside derivative of luteolin and its neuroprotective effect

Extraction, preparation and an assessment of the activity of carboxymethyl polysaccharide from Panax japonicus

Chemical Profiling and Quality Evaluation of Callicarpa Nudiflora from Different Regions in China by UPLC‐QTOF‐MS Fingerprint

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