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.
Highlights
The absolute configuration of C-11 in serrulatane-type diterpenoid was difficult to be determined by common means of NMR and ECD methods due to the high conformational flexibility of the eight-carbon aliphatic chain attached at C-4
It could be concluded that Vibrational circular dichroism (VCD) is one of important chiroptical methods for the structural elucidation of natural products
ECD spectra were obtained on a Bio-logic MOS-450 circular dichroism spectrometer
Summary
Vibrational circular dichroism (VCD) method has become robust and reliable alternative for the stereochemical characterization of natural products. Three new serrulatane-type diterpenoids, euplexaurenes A–C [1,2,3], and a known metabolite, anthogorgiene P [4], were obtained from the South China Sea gorgonian Euplexaura sp. In current natural products research, X-ray diffraction and chiroptical methods are the most important and popular tools for determining the absolute configurations of novel natural products. Vibrational circular dichroism (VCD) is one of the chiroptical method which, if combined with accurate quantum mechanical calculations, offers a powerful approach to the determination of absolute configurations in chiral natural products. We report the isolation and absolute configurations of the new compounds, as well as the cytotoxic activities of 1–4
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
