New Sesquiterpene Lactone Dimer, Uvedafolin, Extracted from Eight Yacon Leaf Varieties (Smallanthus sonchifolius): Cytotoxicity in HeLa, HL-60, and Murine B16-F10 Melanoma Cell Lines

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• 作者：Yurika Kitai ; Kana Hayashi ; Moe Otsuka ; Hisashi Nishiwaki ; Tatsuya Senoo ; Tomohiko Ishii ; Genta Sakane ; Makoto Sugiura ; Hirotoshi Tamura
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2015
• 出版时间：December 23, 2015
• 年：2015
• 卷：63
• 期：50
• 页码：10856-10861
• 全文大小：375K
• ISSN：1520-5118

文摘

Uvedafolin, 1, a new sesquiterpene lactone dimer, was isolated from the leaves of Smallanthus sonchifolius with five related compounds, 2–6, and their cytotoxicity was assessed against three tumor cell lines (HeLa, HL-60, B16-F10 melanoma). The stereostructure of 1 was newly elucidated by ESI-TOF-MS, 1D/2D NMR, and single-crystal X-ray diffraction. Dimers 1 and 2 had the most effective IC₅₀ values, 0.2–1.9 μM, against the three tumor cell lines when compared with monomers 3–6 (IC₅₀ values 0.7–9.9 μM) and etoposide (IC₅₀ values 0.8–114 μM). The ester linkages of two sets of monomers, uvedalin, 5, and sonchifolin, 6, for 1, and enhydrin, 4, and sonchifolin, 6, for 2, as well as the acetyl group at the C-9 position, were essential for the high cytotoxicity. Dimers 1 and 2 would have potential as anticancer agents.