Reference - Detail
RRC ID | 38901 |
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Author | Kitai Y, Hayashi K, Otsuka M, Nishiwaki H, Senoo T, Ishii T, Sakane G, Sugiura M, Tamura H. |
Title | 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. |
Journal | J Agric Food Chem |
Abstract |
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. |
Volume | 63(50) |
Pages | 10856-61 |
Published | 2015-12-23 |
DOI | 10.1021/acs.jafc.5b05229 |
PMID | 26576855 |
MeSH | Animals Antineoplastic Agents, Phytogenic / pharmacology* Asteraceae / chemistry* Chromatography, High Pressure Liquid Crystallography, X-Ray HL-60 Cells HeLa Cells Humans Lactones / chemistry* Lactones / pharmacology* Melanoma, Experimental Mice Models, Molecular Molecular Structure Plant Extracts / chemistry Plant Leaves / chemistry* Sesquiterpenes / chemistry* Sesquiterpenes / pharmacology* Spectrometry, Mass, Electrospray Ionization Structure-Activity Relationship |
IF | 4.192 |
Times Cited | 11 |
WOS Category | AGRICULTURE, MULTIDISCIPLINARY FOOD SCIENCE & TECHNOLOGY CHEMISTRY, APPLIED |
Resource | |
Human and Animal Cells | HL60(RCB0041) HeLa(RCB0007) |