Bidenoside C

Constituents of Coreopsis lanceolata Flower and Their Dipeptidyl Peptidase IV Inhibitory Effects.[Pubmed:32977609]

Molecules. 2020 Sep 23;25(19). pii: molecules25194370.

A new polyacetylene glycoside, (5R)-6E-tetradecene-8,10,12-triyne-1-ol-5-O-beta-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-beta-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 muM. These results suggest that C. lanceolata flower and its active constituents show potential as therapeutic agents for diseases associated with type 2 diabetes mellitus.

A new sesquiterpene from Kalimeris integrifolia.[Pubmed:28927288]

Nat Prod Res. 2018 May;32(9):1004-1009.

A new sesquiterpene kalinturoside A (1), and 17 known compounds friedelan-3-ol (2), 24-ethyl-5a-cholesta-7, 22(E)-dien-3-one (3), friedelin (4), syringaresinol (5), alpha-spinasterol (6), ciwujiatone (7), syringic acid (8), scopoletin (9), apocynin (10), 1-(3-hydroxy-4, 5-dimethoxyphenyl)ethan-1-one (11), apigenin (12), 5-hydroxymethylfurfural (13), stigmasterol-3-O-beta-d-glucopy-ranoside (14), Bidenoside C (15), citrusin (16), irioresinol A (17) and syringaresinol-4-O-beta-d-glucopyranoside (18) were isolated from the herbs of Kalimeris integrifolia. The structures of these compounds were elucidated using spectroscopic techniques such as NMR and MS. All of the compounds were isolated from this genus for the first time.

Hepato-protective effects and chemical constituents of a bioactive fraction of the traditional compound medicine-Gurigumu-7.[Pubmed:27296281]

BMC Complement Altern Med. 2016 Jun 13;16:179.

BACKGROUND: Gurigumu-7 is an important traditional Mongolian medicine frequently used for liver diseases. However, the pharmacological effects and the bioactive constituents are not well understood. METHOD: This research was to use CCl4-induced liver damage in mice to investigate the hepatoprotective effects of Gurigumu-7 and the methanol eluted fraction from a DIAION column of an extract of Gurigumu-7 (MF). The chemical constituents of MF were analyzed by UPLC-MS. RESULTS: Pretreated orally with MF (66, 132 and 264 mg/kg) once a day for 4 days dose-dependently suppressed CCl4-induced mice liver histopathological changes and serum aminotransferase activities (alanine transaminase: 1144.0 +/- 787.2 v.s. 2461.8 +/- 1072.7 U/L, p < 0.05; aspartate transaminase: 1173 +/- 785.3 v.s. 2506.6 +/- 1140.7 U/L, p < 0.01). MF treated group demonstrated increased levels of SOD (108.19 +/- 30.32 v.s. 75.75 +/- 5.37 U/mg protein, p < 0.01) but decreased levels of malonyldialdehyde (7.68 +/- 1.95 v.s. 44.32 +/- 16.68 nmol/mg protein, p < 0.01) compared to the CCl4 control group. More than 30 chemical constituents were quantified, and MF was found to be rich in ellagic acid (297.97 mg/g), luteolin and its glucosides (35.10 mg/g), apigenin and its glucosides (>30 mg/g), ursolic acid (14.91 mg/g), Bidenoside C (8.75 mg/g), and proanthocyanidins (15.64 mg/g in proanthocyanidin A2 equivalent). CONCLUSION: The methanol eluted fraction (MF) from a DIAION column of an extract of the Mongolian medicine-Gurigumu-7 was found to be more hepatoprotective than Gurigumu-7. The results suggested that MF is a promising bioactive fraction for the development of new hepatoprotective medicine with better formulation and quality control properties.

Quality evaluation of Carthami Flos by HPLC-UV.[Pubmed:24849034]

Arch Pharm Res. 2015;38(5):776-84.

A HPLC-DAD method was developed for simultaneous determination of four marker compounds, kaempferol-3-O-rutinoside, safflomin A, safflomin B and Bidenoside C, in the extract of the flowers of Carthamus tinctorius Linne. Natural samples were extracted in 50% aqueous methanol by ultra-sonication for 60 min. Marker compounds were separated on a C18 column by two-step gradient elution of mobile phase (acetonitrile/water) at a flow rate of 0.75 mL/min and detected at 210 nm. The retention times of safflomin A and safflomin B were shifted according to the pH of the mobile phase. The optimized analytical method was validated to confirm linearity, precision, accuracy and stability of marker compounds. The method was successfully employed to analyze 17 natural samples from different regions, and the data matrix was monitored and visualized by principal component analysis. The assay method could be applied for quality control of the flowers of C. tinctorius Linne.

New acetylenic glucosides from Bidens bipinnata LINNE.[Pubmed:15056959]

Chem Pharm Bull (Tokyo). 2004 Apr;52(4):439-40.

Two new acetylenic glucosides, 8Z-decaene-4,6-diyn-1-O-beta-D-glucopyranoside named Bidenoside C, and 8E-decaene-4,6-diyn-3,10-dihydroxy-1-O-beta-D-glucopyranoside named bidenoside D, have been isolated from the aerial parts of Bidens bipinnata LINNE (Asterceae). These structures have been elucidated on the basis of spectroscopic methods.