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Coreolanceolins A-E, New Flavanones from the Flowers of Coreopsis lanceolate, and Their Antioxidant and Anti-inflammatory Effects.


ABSTRACT: (1) Background: Many flavonoids derived from natural sources have been reported to exhibit antioxidant and anti-inflammatory effects. Our preliminary study suggested that Coreopsis lanceolata flowers (CLFs) include high flavonoid content; (2) Methods: CLFs were extracted in 80% (v/v) aqueous methanol and fractionated into ethyl acetate, n-butanol, and water fractions. Repeated column chromatographies for the organic fractions led to the isolation of seven flavanones. Quantitative analysis of the flavanones was carried out using reversed-phase high-performance liquid chromatography. All flavanones were evaluated for their antioxidant and pro-inflammatory inhibition effects; (3) Results: Spectroscopic analyses revealed the chemical structure of five new flavanones, coreolanceolins A-E, and two known ones. The content of the seven flavanones in extracts were determined from 0.8 ± 0.1 to 38.8 ± 0.3 mg/g. All flavanones showed radical scavenging activities (respectively 104.3 ± 1.9 to 20.5 ± 0.3 mg vitamin C equivalents (VCE)/100 mg and 1278.6 ± 26.8 to 325.6 ± 0.2 mg VCE/100 mg) in the DPPH and 2,2'-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays and recovery activities in Caco-2 (59.7 to 41.1%), RAW264.7 (87.8 to 56.0%), and PC-12 (100.5 to 69.9%) cells against reactive oxygen species. Furthermore, all flavanones suppressed nitric oxide production (99.5% to 37.3%) and reduced iNOS and COX-2 expression in lipopolysaccharide-treated RAW 264.7 cells; (4) Conclusions: Five new and two known flavanones were isolated from CLF, and most of them showed high antioxidant and pro-inflammatory inhibition effects.

SUBMITTER: Kim HG 

PROVIDER: S-EPMC7346140 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature

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Coreolanceolins A-E, New Flavanones from the Flowers of <i>Coreopsis lanceolate,</i> and Their Antioxidant and Anti-inflammatory Effects.

Kim Hyoung-Geun HG   Jung Young Sung YS   Oh Seon Min SM   Oh Hyun-Ji HJ   Ko Jung-Hwan JH   Kim Dae-Ok DO   Kang Se Chan SC   Lee Yeong-Geun YG   Lee Dae Young DY   Baek And Nam-In AN  

Antioxidants (Basel, Switzerland) 20200619 6


(1) Background: Many flavonoids derived from natural sources have been reported to exhibit antioxidant and anti-inflammatory effects. Our preliminary study suggested that <i>Coreopsis lanceolata</i> flowers (CLFs) include high flavonoid content; (2) Methods: CLFs were extracted in 80% (v/v) aqueous methanol and fractionated into ethyl acetate, <i>n</i>-butanol, and water fractions. Repeated column chromatographies for the organic fractions led to the isolation of seven flavanones. Quantitative a  ...[more]

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