Cytotoxic steroidal saponins from Trillium kamtschaticum

Bioorg Med Chem Lett. 2017 Jun 1;27(11):2267-2273. doi: 10.1016/j.bmcl.2017.04.057.

Xu-Jie Qin ¹, Yong-Ai Si ¹, Yu Chen ¹, Hui Liu ², Wei Ni ¹, Huan Yan ¹, Tong Shu ², Yun-Heng Ji ³, Hai-Yang Liu ⁴

Affiliations

1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China; Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People's Republic of China.
2 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China; Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People's Republic of China; University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.
3 Key Laboratory of Plant Biodiversity and Biogeography of East Asia, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
4 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China; Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People's Republic of China. Electronic address: haiyangliu@mail.kib.ac.cn.

PMID: 28454671 DOI: 10.1016/j.bmcl.2017.04.057

Abstract

Eight new steroidal saponins, trillikamtosides K-R (1-8), along with three known analogues, were isolated from the whole Plants of Trillium kamtschaticum. Their structures were unambiguously established by interpretation of spectroscopic data (MS and NMR) and chemical methods. Compound 1 had a rare aglycone featuring a skeleton of 16-oxaandrost-5-en-3-ol-17-one, which was reported for the first time. The isolated saponins were tested for cytotoxicities against HCT116 cells, and trillikamtoside R (8) was found to show the most cytotoxic effect with an IC₅₀ value of 4.92μM.

Keywords

Cytotoxicity; Liliaceae; Steroidal saponins; Trillium kamtschaticum.

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