Butyrolactones and Diketopiperazines from Marine Microbes: Inhibition Effects on Dengue Virus Type 2 Replication

Planta Med. 2017 Jan;83(1-02):158-163. doi: 10.1055/s-0042-112998. Epub 2016 Aug 19.

Abstract

Two new compounds, 4S,10R-dihydroxy-11-methyl-dodec-2-en-1,4-olide (1) (butyrolactone-type) and cyclo-(4-trans-6-dihydroxy-proline-D-leucine) (2) (diketopiperazine-type), as well as one known 4S,10-dihydroxy-10-methyl-dodec-2-en-1,4-olide (3) and three known diketopiperazines, cyclo-(L-proline-L-leucine) (4), cyclo-(4-trans-hydroxy-L-proline-L-leucine) (5), and cyclo-(4-trans-hydroxy-L-proline-L-phenylalanine) (6), were isolated from the ethyl acetate extracts of Streptomyces gougerotii GT and Microbulbifer variabilis C-03. Compounds 3, 4, 5, and 6 exhibited a significant reduction effect on dengue virus type 2 replication with EC50 values of 21.2, 16.5, 12.3, and 11.2 µM, respectively.

MeSH terms

  • Acetates
  • Dengue Virus / drug effects*
  • Diketopiperazines / chemistry
  • Diketopiperazines / isolation & purification
  • Diketopiperazines / pharmacology*
  • Humans
  • Lactones / chemistry
  • Lactones / isolation & purification
  • Lactones / pharmacology*
  • Molecular Structure*
  • Streptomyces / chemistry*
  • Virus Replication / drug effects*

Substances

  • Acetates
  • Diketopiperazines
  • Lactones
  • ethyl acetate