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Cytotoxic serrulatane-type diterpenoids from the Gorgonian Euplexaura sp. and their absolute configurations by vibrational circular dichroism
Cao, C.; Shao, C.-L.; Liu, Y.-F.; Zhu, H.-J.; Wang, C.-Y. (2017). Cytotoxic serrulatane-type diterpenoids from the Gorgonian Euplexaura sp. and their absolute configurations by vibrational circular dichroism. NPG Scientific Reports 7(1): 8 pp. https://dx.doi.org/10.1038/s41598-017-12841-2
In: Scientific Reports (Nature Publishing Group). Nature Publishing Group: London. ISSN 2045-2322; e-ISSN 2045-2322, more
Peer reviewed article  

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  • Cao, C.
  • Shao, C.-L.
  • Liu, Y.-F.
  • Zhu, H.-J.
  • Wang, C.-Y.

Abstract
    Vibrational circular dichroism (VCD) method has become robust and reliable alternative for the stereochemical characterization of natural products. In this paper, three new serrulatane-type diterpenoids, euplexaurenes A–C (1–3), and a known metabolite, anthogorgiene P (4), were obtained from the South China Sea gorgonian Euplexaura sp. GXWZ-05. The absolute configuration of C-11 in 1–4, which was difficult to be determined by common means due to the high conformational flexibility of the eight-carbon aliphatic chain attached at C-4, was determined by VCD method, suggesting a new horizon to define the absolute configurations of natural products possessing chains. Compounds 1–4 were found to show selective cytotoxic activities against human laryngeal carcinoma (Hep-2) cell line with the IC50 values of 1.95, 7.80, 13.6 and 5.85 μM, respectively.

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