Synthetic, structural, and conformational studies of methylated ring-expanded nucleosides containing the imidazo[4,5-e] [1, 4]diazepine ring system

Ramachandra S. Hosmane, Anila Bhan, Martin Hulce, Hongming Zhang, Narayan S. Hosmane

Research output: Contribution to journalArticle

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Syntheses of 4- and 7-methyl 4, 5, 7, 8-tetrahydro-6H-3-(β-D-ribofuranosyl)imidazo[4, 5-e] [1, 4]diazepine-5, 8-dione, 3 and 4, respectively, are reported. Single-crystal X-ray diffraction analysis of the aglycon of 3 aided in confirming the site of methylation in 3, and that of 4 in elucidating the solid state conformation of 4. Solution conformations of 3 and 4, along with their parent nucleoside 1 and the latter's 1-glycosyl regioisomer 2, were investigated by NOE and CD measurements.

Original languageEnglish (US)
Pages (from-to)819-836
Number of pages18
JournalNucleosides and Nucleotides
Issue number4
StatePublished - Jun 1 1991


All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Genetics

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