Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891

Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891

The absolute stereochemistry of FD-891, a novel cytotoxic 18-membered macrolactone antibiotic, was determined by a synthetic approach as well as X-ray diffraction of degradative derivatives. The absolute configuration of FD-891 turned out to be as shown above. The stable conformer of FD-891 was also...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2002-10, Vol.4 (20), p.3383-3386
Hauptverfasser: Eguchi, Tadashi, Kobayashi, Kayako, Uekusa, Hidehiro, Ohashi, Yuji, Mizoue, Kazutoshi, Matsushima, Yoshitaka, Kakinuma, Katsumi
Format: Artikel
Sprache:eng
Schlagworte:
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - toxicity
Macrolides
Magnetic Resonance Spectroscopy
Molecular Conformation
Molecular Structure
Stereoisomerism
X-Ray Diffraction
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The absolute stereochemistry of FD-891, a novel cytotoxic 18-membered macrolactone antibiotic, was determined by a synthetic approach as well as X-ray diffraction of degradative derivatives. The absolute configuration of FD-891 turned out to be as shown above. The stable conformer of FD-891 was also discussed with respect to biological activity by comparison with the structurally related concanamycin A on the bases of molecular mechanics calculations.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026518k