Bioactive 3,8‐Epoxy Iridoids from Valeriana jatamansi

• Published in: Chemistry & biodiversity Vol. 16; no. 5; pp. e1800474 - n/a
• Main Authors: Quan, Li‐Qiu, Su, Li‐Hua, Qi, Shi‐Gang, Xue, Yong, Yang, Tao, Liu, Dan, Zhao, Xu‐Dong, Li, Rong‐Tao, Li, Hong‐Mei
• Format: Journal Article
• Language: English
• Published: Switzerland Wiley Subscription Services, Inc 01.05.2019
• Subjects: 3,8-epoxy iridoids; Animals; Cell Proliferation - drug effects; Circular Dichroism; Cytotoxicity; Disease resistance; Drug Resistance, Neoplasm - drug effects; Glioma cells; Hep G2 Cells; Humans; Influenza A; Inhibition; inhibition of NO production; Iridoids - chemistry; Iridoids - isolation & purification; Iridoids - pharmacology; Lipopolysaccharides - toxicity; Macrophages - cytology; Macrophages - drug effects; Macrophages - metabolism; Magnetic Resonance Spectroscopy; Mice; Molecular Conformation; Multidrug resistance; Nitric Oxide - metabolism; phytochemistry; Plant Roots - chemistry; Plant Roots - metabolism; RAW 264.7 Cells; Rhizomes; Stem cells; Structure-Activity Relationship; Valerian - chemistry; Valerian - metabolism; Valeriana jatamansi; Viruses; Valeriana jatamansi; inhibition of NO production; 3,8-epoxy iridoids; cytotoxicity; phytochemistry
• ISSN: 1612-1872; 1612-1880
• DOI: 10.1002/cbdv.201800474

Twelve 3,8‐epoxy iridoids, including four new compounds, jatamanins R–U (1–4), and eight known compounds (5–12), were obtained from the roots and rhizomes of Valeriana jatamansi. The structures were elucidated from analysis of spectroscopic data. The absolute configurations of 1–4 were determined by comparison of experimental and literature ECD spectra. Moreover, the compounds were evaluated for cytotoxic effects against glioma stem cells, inhibition of NO production, activity against influenza A virus and reversal of multidrug resistance of HepG2/ADR cells. Compounds 9 and 12 showed significant cytotoxic potency against GSC‐18# (IC50=1.351 and 4.439 μg ml−1, respectively) and GSC‐3# (IC50=10.88 and 6.348 μg ml−1, respectively) glioma stem cells, while compound 12 was also slightly less potent against GSC‐12# (IC50=13.45 μg ml−1) glioma stem cell growth. In addition, compounds 9 and 12 displayed obvious inhibition of NO production (IC50=4.6 and 15.8 μm, respectively).