Cembranoid-Related Metabolites and Biological Activities from the Soft Coral Sinularia flexibilis

Mar Drugs. 2018 Aug 9;16(8):278. doi: 10.3390/md16080278.

Abstract

Five new cembranoid-related diterpenoids, namely, flexibilisins D and E (1 and 2), secoflexibilisolides A and B (3 and 4), and flexibilisolide H (5), along with nine known compounds (614), were isolated from the soft coral Sinularia flexibilis. Their structures were established by extensive spectral analysis. Compound 3 possesses an unusual skeleton that could be biogenetically derived from cembranoids. The cytotoxicity and anti-inflammatory activities of the isolates were investigated, and the results showed that dehydrosinulariolide (7) and 11-epi-sinulariolide acetate (8) exhibited cytotoxicity toward a limited panel of cancer cell lines and 14-deoxycrassin (9) displayed anti-inflammatory activity by inhibition of superoxide anion generation and elastase release in N-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLF/CB)-induced human neutrophils.

Keywords: Sinularia flexibilis; cembranoid-related compounds; flexibilisin; flexibilisolide; secoflexibilisolide.

MeSH terms

  • Animals
  • Anthozoa / metabolism*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / metabolism
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cytochalasin B / pharmacology
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Diterpenes / metabolism
  • Diterpenes / pharmacology*
  • Drug Screening Assays, Antitumor
  • Humans
  • N-Formylmethionine Leucyl-Phenylalanine / pharmacology
  • Neutrophils / drug effects*
  • Neutrophils / metabolism
  • Pancreatic Elastase / metabolism
  • Superoxides / metabolism

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents
  • Diterpenes
  • Superoxides
  • Cytochalasin B
  • N-Formylmethionine Leucyl-Phenylalanine
  • Pancreatic Elastase