Isolation and Characterization of Rosmarinic Acid Oligomers in <i>Celastrus hindsii </i>Benth Leaves and Their Antioxidative Activity

Ly, Tram Ngoc; Shimoyamada, Makoto; Yamauchi, Ryo

doi:10.1021/jf052743f

Cited by 74 publications

(41 citation statements)

References 35 publications

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“…1 H NMR and 13 C NMR agree with data given in the literature for luteolin 7-O-glucuronide (Gulluce et al, 2012 0 a), 13 C NMR (CD 3 OD, 100 MHz): 176.5 (C-9 0 ), 167.9 (C-9), 148.2 (C-4), 145.5 (C-7), 145.5 (C-3 0 ), 144.7 (C-4 0 ), 143.6 (C-3), 130.0 (C-1 0 ), 126.7 (C-1), 121.7 (C-6 0 ), 120.6 (C-6), 116.3 (C-2 0 ), 115.3 (C-5 0 ), 115.0 (C-5), 114.4 (C-2), 114.0 (C-8), 76.6 (C-8 0 ), 37.6 (C-7 0 ). 1 H NMR and 13 C NMR agree with data given in the literature for rosmarinic acid (Ly et al, 2006). C. Working cultures were prepared by inoculating nutrient broth with the frozen cultures, followed by an overnight incubation at 37 C with gentle agitation (Oh et al, 2008).…”

supporting

confidence: 57%

Two antigenotoxic chalcone glycosides fromMentha longifoliasubsp.longifolia

Güvenalp

Özbek

Karadayı

et al. 2014

Pharmaceutical Biology

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Context: Mentha L. (Labiatae) species (mint) with their flavoring properties have been used in food industries for centuries. Besides they have a great importance in drug development and medicinal applications due to various bioactive compounds of several members of the genus. Objective: The aim of this study was to isolate bioactive compounds with antimutagenic potential by bio-guided fractionation and determine their structures by spectroscopic methods. Materials and methods: The structural elucidation of the isolated compounds was done based on spectroscopic methods, including MALDI-MS, UV, IR, and 2D NMR experiments, and the bioguided fractionation process was done by using the Ames/Salmonella test system. Henceforth, solely genotoxic and antigenotoxic potential of the new compounds were also confirmed up to 2 mM/plate by using the same test system. According to the antimutagenicity results, both new test compounds significantly inhibited the mutagenic activity of 9-aminoacridine in a dose-dependent manner at the tested concentrations from 0.8 to 2 mM/plate. (bR)-b,4,2 0 ,6 0 -Tetrahydroxy-4 0 -O-rutinosyldihydrochalcone showed the maximum inhibition rate as 75.94% at 2 mM/plate concentration. Conclusions: This is the first report that two new chalcone glycosides were isolated from Mentha longifolia subsp. longifolia and their antimutagenic potentials by using mutant bacterial tester strains. In conclusion, the two new chalcone glycosides showed a significant antigenotoxic effect on 9-aminoacridine-induced mutagenesis at tested concentrations.

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supporting

confidence: 57%

Two antigenotoxic chalcone glycosides fromMentha longifoliasubsp.longifolia

Güvenalp

Özbek

Karadayı

et al. 2014

Pharmaceutical Biology

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“…RA has applications as a food preventive and in medicine due to its antioxidant, antimicrobial, antiinflammatory and antiviral properties (Bais et al 2002;Ly et al 2006;Park et al 2008). There are reports on RA activity against Herpes simplex virus 1 (HSV-1) (SanchezMedina et al 2007), Human immunodeficiency virus (HIV-1) (Tewtrakul et al 2003) and Helicobacter pylori (Chun et al 2005).…”

Section: Introductionmentioning

confidence: 99%

Hairy roots of Dracocephalum moldavica: rosmarinic acid content and antioxidant potential

et al. 2013

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Hairy roots of Dracocephalum moldavica L. were induced using Agrobacterium rhizogenes strain A4. Transformed roots were obtained from shoot explants with low transformation frequency of up to 3 %. The effects of different liquid media: Murashige and Skoog (MS), Gamborg et al. (B5) and Woody Plant (WP) with full-and half-strength ( MS, B5, WP), on biomass accumulation and rosmarinic acid (RA) content were investigated. The hairy roots were cultured in photoperiod (16 h light/8 h dark) and darkness. Biomass of D. moldavica hairy roots was the highest (7.23 g flask -1 of fresh weight and 0.89 g flask -1 of dry weight) in the cultures grown in WP medium under periodic light. Ultra performance liquid chromatography analysis revealed the highest RA content (78 mg g -1 dry wt) in roots cultured in B5 medium under photoperiod conditions. It was about tenfold higher compared to roots of field-grown mother plants. Antioxidant activities and total phenolic contents of methanolic extracts of D. moldavica hairy roots cultured in B5 and WP media under photoperiod and darkness and roots of field grown plants were compared. All extracts were investigated using 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging and phosphomolybdenum reduction assays. Total phenolic contents were estimated by the FolinCiocalteu method. The methanolic extract of D. moldavica hairy roots grown in B5 medium under photoperiod possessed the strongest effects on reducing Mo and DPPH radical scavenging. The activities were significantly higher (p B 0.05) than those of methanolic extract of roots of intact plants grown in the field. The most active methanolic extract of hairy roots was characterized by the highest level of rosmarinic acid and total content of phenolic compounds.

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“…Compounds 5 (41.7 mg) and 8 (238.9 mg) were isolated from fraction I; compounds 3 (88.9 mg), 4 (35.4 mg), 6 (256.4 mg), and 7 (34.3 mg) were isolated from fraction II and compounds 1 (37.9 mg), 2 (50.0 mg) were isolated from fraction IV. The structures of isolated compounds 1-8 from Xaden leaves were elucidated by mass spectrometry analyses and nuclear magnetic resonance spectrometry (NMR) [5].…”

Section: Isolation Of Polyphenols From Xaden Leavesmentioning

confidence: 99%

“…They were the five known compounds, rutin, kaempferol 3-rutinoside, rosmarinic acid, lithospermic acid, and lithospermic acid B, and the three novel oligomers of rosmarinic acid, a dimer and two trimers. Rosmarinic acid and their derivatives were the major components in the extract [5].…”

Section: Introductionmentioning

confidence: 99%

Separation Process of Rosmarinic Acid and Their Derivatives From Celastrus Hindsii Benth Leaves

Tram¹

2018

JST

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Rosmarinic acid is a naturally antioxidant, which is biosynthesized from the amino acids Lphenylalanine and L-tyrosine by eight enzymes that include phenylalanine ammonia lyase and cinnamic acid 4-hydroxylase. Rosmarinic acid can also be chemically produced by the esterification of caffeic acid and 3,4-dihydroxyphenyllactic acid. Recently, rosmarinic acid and its derivatives (RA) have attracted interests for their biological activities, which include antiinflammatory, anti-oxidant, anti-angiogenic, anti-tumor, and anti-microbial functions. RA extraction procedure from Xaden leaves Celastrus hindsii was investigated. RA extracts were obtained from 50 % ethanol extract. The optimal conditions for extraction were as followings: solvent/material ratio 12/1 (v/m), two time extractions, and total extraction time of 3 hours. RA extracts were refined by Diaion HP-20column to have RA with 83.30 % purity and yield 2.86 % (by dry weight material).

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Isolation and Characterization of Rosmarinic Acid Oligomers in Celastrus hindsii Benth Leaves and Their Antioxidative Activity

Cited by 74 publications

References 35 publications

Two antigenotoxic chalcone glycosides fromMentha longifoliasubsp.longifolia

Two antigenotoxic chalcone glycosides fromMentha longifoliasubsp.longifolia

Hairy roots of Dracocephalum moldavica: rosmarinic acid content and antioxidant potential

Separation Process of Rosmarinic Acid and Their Derivatives From Celastrus Hindsii Benth Leaves

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