Cyclotryprostatin A, B, C, D

Structure
A: NPEdia
B: NPEdia
C: NPEdia
D: NPEdia
Cyclotryprostatin
Producing organism
Aspergillus fumigatus
Biological activity
mitotic inhibition, tubulin assemble inhibition
Related compounds
tryprostatin, spirotryprostatin
Abstract
Four new natural diketopiperazine derivatives cyclotryprostatins A, B, C and D, were isolated as new inhibitors of the mammalian cell cycle from the secondary metabolites of Aspergillus fumigatus BM939 through a separation procedure guided by cell cycle inhibitory acitivity. The structures of A-D were determined by spectroscopic methods especially by detailed analyses of their 1H and 13C NMR spectra with the aid of 2D NMR techniques. A-D inhibited the cell cycle progression of tsFT210 cells at the G2/M phase with IC50 values of 5.6µM (A), 19.5µM (B). 23.4µM (C) and 25.3µM (D), respectively.
References
isolation and structural determination
  • Cui CB, Kakeya H, Osada H.
    Novel mammalian cell cycle inhibitors, cyclotroprostatins A-D, produced by Aspergillus fumigatus, which inhibit mammalian cell cycle at G2/M phase.
    Tetrahedron 53, 59-72 (1997) [ doi: 10.1016/S0040-4020(96)00978-7 ]
  • Additional information