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Molecules 2014, 19(5), 6838-6850; https://doi.org/10.3390/molecules19056838

A New Diterpene from Litsea cubeba Fruits: Structure Elucidation and Capability to Induce Apoptosis in HeLa Cells

1
The United Graduate School of Agricultural Science (UGAS), Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime Prefecture 790-8566, Japan
2
The Graduate School of Agriculture, Kagawa University, 2393 Ikenobe, Miki, Kagawa Prefecture 761-0795, Japan
*
Authors to whom correspondence should be addressed.
Received: 14 April 2014 / Revised: 16 May 2014 / Accepted: 21 May 2014 / Published: 23 May 2014
(This article belongs to the Section Natural Products Chemistry)
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Abstract

A new diterpene, identified as (+)-6-(4-hydroxy-4-methyl-2-pentenoyl)-4,6-dimethyl-5-(3-methyl-2-butenyl)-1,3-cyclohexadienecarbaldehyde (1, cubelin), was isolated from a methanol extract of Litsea cubeba fruits by normal phase column chromatography and purified by preparative HPLC. The structure elucidation was conducted by spectroscopic methods (UV, IR, ESI-TOF-MS, 1-D and 2-D NMR). Cubelin exhibited activity against HeLa cell viability and proliferation. The cells also exhibited changes in nuclear morphology which are hallmarks of apoptotic cell death. The presence of cleaved caspase-3/-7, caspase-8 and caspase-9 in the cubelin treated population indicated the potential of the compound to induce apoptosis in HeLa cells via both intrinsic and extrinsic pathways. View Full-Text
Keywords: Litsea cubeba; cubelin; apoptosis; HeLa cell; caspase Litsea cubeba; cubelin; apoptosis; HeLa cell; caspase
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Trisonthi, P.; Sato, A.; Nishiwaki, H.; Tamura, H. A New Diterpene from Litsea cubeba Fruits: Structure Elucidation and Capability to Induce Apoptosis in HeLa Cells. Molecules 2014, 19, 6838-6850.

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