Pyrizinostatin: a new inhibitor of pyroglutamyl peptidase.
نویسندگان
چکیده
Amongsuch compounds was included benarthin4'5), an inhibitor of pyroglutamyl peptidase (PGpeptidase). Wehave further continued screening for inhibitors of PG-peptidase, and discovered another new inhibitor, which we named pyrizinostatin, from culture filtrate of the microbial strain SA2289, which had been isolated from a marine soil and confirmed to belong to the genus Streptomyces. The structure of pyrizinostatin was elucidated by NMRspectral analysis and X-ray analysis, and was determined as 2,4,4a,8-tetrahydro-2,6,8-trimethyl-4a-(2-oxopropyl)pyrimido[5,4-^]l ,2,4-triazine-3,5,7(6//)-trione (Fig. 1).
منابع مشابه
One-step synthesis of a pyroglutamyl peptidase inhibitor, pyrizinostatin, from an antibiotic, 2-methylfervenulone.
Dramatically, the desired pyrizinostatin (1) was produced by nucleophilic attack of acetone, when 2-methylfervenulone (2) was dissolved in acetone and allowed to stand at 20°C for 2 days. After evaporation of the solvent, the residue was purified by silica gel column chromatography with EtOAc, followed by recrystallization from MeOHto give crystals of pyrizinostatin (1) in 74% yield: MP 165166°...
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ورودعنوان ژورنال:
- The Journal of antibiotics
دوره 45 11 شماره
صفحات -
تاریخ انتشار 1992