Crystal Structures and Cytotoxicity of ent-Kaurane-Type Diterpenoids from Two Aspilia Species
Yaouba, S., Valkonen, A., Coghi, P., Gao, J., Guantai, E. M., Derese, S., Wong, V. K. W., Erdélyi, M., & Yenesew, A. (2018). Crystal Structures and Cytotoxicity of ent-Kaurane-Type Diterpenoids from Two Aspilia Species. Molecules, 23(12), Article 3199. https://doi.org/10.3390/molecules23123199
© the Authors, 2018.
A phytochemical investigation of the roots of Aspilia plurisetaled to the isolation of ent-kaurane-type diterpenoids and additional phytochemicals (1⁻23). The structures of the isolated compounds were elucidated based on Nuclear Magnetic Resonance (NMR) spectroscopic and mass spectrometric analyses. The absolute configurations of seven of the ent-kaurane-type diterpenoids (3⁻6, 6b, 7 and 8) were determined by single crystal X-ray diffraction studies. Eleven of the compounds were also isolated from the roots and the aerial parts of Aspilia mossambicensis. The literature NMR assignments for compounds 1 and 5 were revised. In a cytotoxicity assay, 12α-methoxy-ent-kaur-9(11),16-dien-19-oic acid (1) (IC50 = 27.3 ± 1.9 µM) and 9β-hydroxy-15α-angeloyloxy-ent-kaur-16-en-19-oic acid (3) (IC50 = 24.7 ± 2.8 µM) were the most cytotoxic against the hepatocellular carcinoma (Hep-G2) cell line, while 15α-angeloyloxy-16β,17-epoxy-ent-kauran-19-oic acid (5) (IC50 = 30.7 ± 1.7 µM) was the most cytotoxic against adenocarcinomic human alveolar basal epithelial (A549) cells. ...
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Related funder(s)Academy of Finland
Funding program(s)Research costs of Academy Research Fellow, AoF
Additional information about fundingS.Y. acknowledges the support of the AFIMEGQ intra-ACP project for a fellowship. A.V. kindly acknowledges the Academy of Finland (grant no. 314343) for financial support. Funding was also provided by the Swedish Research Council (2016-05857) and the International Science Program (ISP Sweden, grant KEN-02). Patrick B. Chalo Mutiso, School of Biological Sciences, University of Nairobi, Kenya, is acknowledged for the identification of the plant material. V.K.W.W. acknowledges the Macao Science and Technology Development Fund for financial support (FDTC grant Project code: 0022/2018/A1). ...
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