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Constituents of Coreopsis lanceolata Flower and Their Dipeptidyl Peptidase IV Inhibitory Effects.


ABSTRACT: A new polyacetylene glycoside, (5R)-6E-tetradecene-8,10,12-triyne-1-ol-5-O-?-glucoside (1), was isolated from the flower of Coreopsis lanceolata (Compositae), together with two known compounds, bidenoside C (10) and (3S,4S)-5E-trideca-1,5-dien-7,9,11-triyne-3,4-diol-4-O-?-glucopyranoside (11), which were found in Coreopsis species for the first time. The other known compounds, lanceoletin (2), 3,2'-dihydroxy-4-3'-dimethoxychalcone-4'-glucoside (3), 4-methoxylanceoletin (4), lanceolin (5), leptosidin (6), (2R)-8-methoxybutin (7), luteolin (8) and quercetin (9), were isolated in this study and reported previously from this plant. The structure of 1 was elucidated by analyzing one-dimensional and two-dimensional nuclear magnetic resonance and high resolution-electrospray ionization-mass spectrometry data. All compounds were tested for their dipeptidyl peptidase IV (DPP-IV) inhibitory activity and compounds 2-4, 6 and 7 inhibited DPP-IV activity in a concentration-dependent manner, with IC50 values from 9.6 to 64.9 ?M. These results suggest that C. lanceolata flower and its active constituents show potential as therapeutic agents for diseases associated with type 2 diabetes mellitus.

SUBMITTER: Kim BR 

PROVIDER: S-EPMC7582822 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

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Constituents of <i>Coreopsis lanceolata</i> Flower and Their Dipeptidyl Peptidase IV Inhibitory Effects.

Kim Bo-Ram BR   Paudel Sunil Babu SB   Nam Joo-Won JW   Jin Chang Hyun CH   Lee Ik-Soo IS   Han Ah-Reum AR  

Molecules (Basel, Switzerland) 20200923 19


A new polyacetylene glycoside, (5<i>R</i>)-6<i>E</i>-tetradecene-8,10,12-triyne-1-ol-5-<i>O</i>-<i>β</i>-glucoside (<b>1</b>), was isolated from the flower of <i>Coreopsis lanceolata</i> (Compositae), together with two known compounds, bidenoside C (<b>10</b>) and (3<i>S</i>,4<i>S</i>)-5<i>E</i>-trideca-1,5-dien-7,9,11-triyne-3,4-diol-4-<i>O</i>-<i>β</i>-glucopyranoside (<b>11</b>), which were found in <i>Coreopsis</i> species for the first time. The other known compounds, lanceoletin (<b>2</b>)  ...[more]

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