Cinerols, Nitrogenous Meroterpenoids from the Marine Sponge Dysidea cinerea

J Nat Prod. 2019 Sep 27;82(9):2586-2593. doi: 10.1021/acs.jnatprod.9b00471. Epub 2019 Sep 18.

Abstract

Eleven new nitrogenous meroterpenoids, cinerols A-K (1-11), were isolated from the marine sponge Dysidea cinerea collected in the South China Sea, and their structures were determined by detailed spectroscopic analysis. Cinerols A (1) and B (2) feature a rare 5H-pyrrolo[1,2a]benzimidazole moiety, while cinerols C-G (3-7) are examples of rare meroterpene benzoxazoles. The cinerols are noncytotoxic to human melanoma A375 cells at the concentration of 32 μM; however, selected cinerols exhibit moderate inhibitory activity against one or more of protein-tyrosine phosphatase 1B, ATP-citrate lyase, and SH2 domain-containing phosphatase-1 with IC50 values of 2.8-27 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Marine Biology
  • Monoterpenes / chemistry
  • Monoterpenes / isolation & purification*
  • Monoterpenes / pharmacology
  • Nitrogen / chemistry*
  • Porifera / chemistry*

Substances

  • Monoterpenes
  • Nitrogen