Acylated Iridoids from the Roots of Valeriana officinalis var. latifolia

Zhu-zhen Han; Zhao-hui Yan; Qing-xin Liu; Xian-qing Hu; Ji Ye; Hui-liang Li; Wei-dong Zhang

doi:10.1055/s-0032-1315214

Planta Medica, Table of Contents

Planta Med 2012; 78(15): 1645-1650
DOI: 10.1055/s-0032-1315214

Natural Product Chemistry

Original Papers

Georg Thieme Verlag KG Stuttgart · New York

Acylated Iridoids from the Roots of Valeriana officinalis var. latifolia

Authors

Zhu-zhen Han

¹Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, PR China

²Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai, PR China
Zhao-hui Yan

²Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai, PR China
Qing-xin Liu

²Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai, PR China
Xian-qing Hu

²Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai, PR China
Ji Ye

²Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai, PR China
Hui-liang Li

²Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai, PR China
Wei-dong Zhang

¹Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, PR China

²Department of Phytochemistry, School of Pharmacy, Second Military Medical University, Shanghai, PR China

³King Saud University, Riyadh, Saudi Arabia

⁴School of Pharmacy, Shanghai Jiao Tong University, Shanghai, PR China

Abstract

Phytochemical investigation of the roots of Valeriana officinalis var. latifolia resulted in the isolation and characterization of six new acylated iridoids, (5S,7S,8S,9S)-7-hydroxy-8-isovaleroyloxy-Δ ^4,11-dihyronepetalactone (1), (5S,7S,8S,9S)-7-hydroxy-10-isovaleroyloxy-Δ ^4,11-dihyronepetalactone (2), (5S,8S,9S)-10-isovaleroyloxy-Δ ^4,11-dihyronepetalactone (3), (5S,6S,8S,9R)-6-isovaleroyloxy-Δ ^4,11-1,3-diol (4), (5S,6S,8S,9R)-1,3-isovaleroxy-Δ ^4,11-1,3-diol (5), and (5S,6S,8S,9R)-3-isovaleroxy-6-isovaleroyloxy-Δ ^4,11-1,3-diol (6). Their structures were determined mainly by 1D and 2D NMR spectroscopic techniques. We also report herein for the first time the single crystal X-ray structure of compound 1. In addition, the cytotoxic activities of compounds 1-6 were evaluated against A549 (human lung adenocarcinoma), HCT116 (human colon carcinoma), SK-BR-3 (human breast carcinoma), and HepG2 (human hepatoma) cell lines. Compound 6 showed weak cell growth inhibition of A549, HCT116, SK-BR-3, and HepG2 cells.

Key words

Valeriana officinalis var. latifolia - iridoids - Valerianaceae - acylated iridoids

Full Text

References

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Supplementary Material

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