Enzymatic synthesis and immunosuppressive activity of novel desmethylated immunomycins (ascomycins).
1993; Springer Nature; Volume: 46; Issue: 9 Linguagem: Inglês
10.7164/antibiotics.46.1397
ISSN1881-1469
AutoresAli Shafiee, Tom S. Chen, BYRON S. ARISON, Francis J. Dumont, Lawrence F. Colwell, Louis A. Kaplan,
Tópico(s)Biochemical and Molecular Research
Resumo31-O-Desmethylimmunomycin O: methyltransferase (DIMT), an enzyme involved in the biosynthesis of immunomycin (ascomycin/FR-900520), was used to synthesize three analogs of this immunosuppressant compound. These compounds were assigned the following structures: 13-O-desmethyl-, 15-O-desmethyl- and 13,15-O-bisdesmethyl-immunomycins. Two of these compounds, namely, 15-O-desmethyl- and 13,15-O-bismethyl-immunomycins have novel structures and were examined for possible immunosuppressive activity by in vitro T-cell proliferation assay. The results showed that methylation of the C-15 hydroxyl is critical for full biological activity of the immunomycin.
Referência(s)