ケミカルバイオロジー研究グループ(終了)

Tryprostatin A, B, Demethoxyfumitremorgin C, Spirotryptostatin B

Tryprostatin A: NPEdia
Tryprostatin B: NPEdia
Demethoxyfumitremorgin C: NPEdia
Spirotryprostatin B: NPEdia
Tryprostatin
Producing organism
Aspergillus fumigatus
Biological activity
mitotic inhibition, tubulin assemble inhibition
Abstract
Two novel diketopiperazines named tryprostatins A (1) and B (2) and a new natural product belonging to the diketopiperazine series, designated as demethoxyfumitremorgin C (3), together with four known diketopiperazines, fumitremorgin C (4), 12,13-dihydroxyfumitremorgin C (5), fumitremorgin B (6) and verruculogen (7), were isolated from the fermentation broth of Aspergillus fumigatus BM939 by the combined use of solvent extraction, silica gel column chromatography, preparative TLC and repeated-preparative HPLC. The diketopiperazines showed an inhibitory activity on the cell cycle progression of mouse tsFT210 cells in the M phase with the MIC values of 16.4 µM (1), 4.4 µM (2), 0.45 µM (3), 4.1 µM (4), 60.8 µM (5), 26.1 µM (6) and 12.2 µM (7), respectively.
References
isolation and structural determination
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  • detailed biological activity
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  • structure-activity relationship
  • Wang H, Usui T, Osada H, Ganesan A.: Synthesis and evaluation of tryprostatin B and demethoxyfumitremorgin C analogues.
    J Med Chem, 43(8): 1577-1585 (2000) PMID: 10780915
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  • Additional information