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

17 Citations (Scopus)

Abstract

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
Pages (from-to)819-836
Number of pages18
JournalNucleosides and Nucleotides
Volume10
Issue number4
DOIs
StatePublished - Jun 1 1991
Externally publishedYes

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Nucleosides
X-Ray Diffraction
Methylation
Conformations
X ray diffraction analysis
Single crystals

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Genetics

Cite this

Synthetic, structural, and conformational studies of methylated ring-expanded nucleosides containing the imidazo[4,5-e] [1, 4]diazepine ring system. / Hosmane, Ramachandra S.; Bhan, Anila; Hulce, Martin; Zhang, Hongming; Hosmane, Narayan S.

In: Nucleosides and Nucleotides, Vol. 10, No. 4, 01.06.1991, p. 819-836.

Research output: Contribution to journalArticle

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