New amide and dioxopiperazine derivatives from leaves of Breynia nivosa

Fitoterapia. 2017 Oct:122:16-19. doi: 10.1016/j.fitote.2017.08.009. Epub 2017 Aug 19.

Abstract

The first chemical investigation of leaves of Breynia nivosa from Nigeria resulted in the isolation of two new amide derivatives breynivosamides A and B (1 and 2) and two new dioxopiperazine derivatives breynivosines A and B (4 and 5) together with seven known compounds (3, 6-11). The structures of the new compounds were elucidated by 1D, 2D NMR and HRESIMS data as well as by comparison with the literature. All isolated compounds were tested for the cytotoxic and antimicrobial activities. Only cristatin A (6) showed cytotoxicity against the L5178Y mouse lymphoma cell line with an IC50 value of 13.9μM while breynivosamide A (1) exhibited moderate antimicrobial activity against Mycobacterium tuberculosis with an MIC value of 25μM.

Keywords: Amides; Antimicrobial activity; Breynia nivosa; Cytotoxicity; Dioxopiperazines.

MeSH terms

  • Amides / chemistry
  • Amides / isolation & purification*
  • Animals
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification
  • Benzene Derivatives / chemistry
  • Benzene Derivatives / isolation & purification
  • Cell Line, Tumor
  • Lymphoma / drug therapy
  • Lymphoma / pathology
  • Magnoliopsida / chemistry*
  • Mice
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Plant Leaves / chemistry*
  • Tryptophan / analogs & derivatives
  • Tryptophan / chemistry
  • Tryptophan / isolation & purification

Substances

  • Amides
  • Anti-Infective Agents
  • Benzene Derivatives
  • breynivosamide A
  • cristatin A
  • Tryptophan