Abstract

Four new cembrane-type diterpenoids, sarcophyolides B–E (1–4), along with 11 known analogues were isolated from the soft coral Sarcophyton elegans. The structures of new compounds 1–4 were established on the basis of spectroscopic analysis and chemical conversion. The new cembranoids sarcophyolides B (1) and lobocrasol were found to exhibit potent inhibition against A2780 human ovarian tumor cells.

Highlights

  • Since the first cembranoid (+)-cembrene was reported five decades ago, numerous cembranoids have been isolated from marine organisms, plants, and insects [1,2,3]

  • Sarcophyolide B (1) was isolated as a colorless oil with the molecular formula of C20H32O2 based on the high resolution electrospray ionization mass spectroscopy (HRESIMS) and nuclear magnetic resonance (NMR) data, implying five degrees of unsaturation

  • The 2D NMR (COSY, heteronuclear multiple quantum coherence (HMQC), and HMBC) data analysis revealed the gross structure of sarcophyolide E (4) closely related to a known cembranoid derived from sarcophtolide through oxymercuration [17]

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Summary

Introduction

Since the first cembranoid (+)-cembrene was reported five decades ago, numerous cembranoids have been isolated from marine organisms, plants, and insects [1,2,3]. Their basic structural patterns typically featured a common 14-membered carbocyclic nucleus and unconventional cembranoids. Some of the typical terpenoids are known as chemical defense tools to protect soft corals against natural predators, as feeding deterrents or act by virtue of their toxicity [4,5,6]. The structural patterns of cembranoids from the genus Sarcophyton vary notably due to geographic location and species differentiation [14].

Structural Elucidation of New Compounds
Cytotoxic Results
General
Animal Material
Extraction and Isolation
Mosher Reaction
Chemical Conversion
Conclusions
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