Complete assignment of the 1H and 13C NMR spectra and solution conformation of the antitumour antibiotic, aclacinomycin A

John A. Parkinson, Ian H. Sadler, Michael B. Pickup, Alethea B. Tabor

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

As a prelude to the study of the molecular recognition of DNA by anthracycline antibiotics, and as a basis for comparison with synthetic analogues the proton and carbon-13 NMR spectra of Aclacinomycin A in chloroform have been fully assigned and the likely solution conformation determined using COSY, HMQC and 1-D TOCSY and 1-D ROESY techniques. The D-ring of the fused tetracyclic ring system adopts a half-chair conformation and the sugar residues are shown to lie essentially in chair conformations with the glycosidic links diaxial. This imposes considerable restriction in the rotation about the glycosidic links.
Original languageEnglish
Pages (from-to)7215-7222
Number of pages8
JournalTetrahedron
Volume51
Issue number26
DOIs
Publication statusPublished - 26 Jun 1995

Keywords

  • tetracyclic ring
  • anthracycline antibiotics
  • chloroform

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