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

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

1,* , 1, 1 and 1,2,*
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)
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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.
Keywords: Litsea cubeba; cubelin; apoptosis; HeLa cell; caspase Litsea cubeba; cubelin; apoptosis; HeLa cell; caspase
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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