The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
Structural Elucidation of Aculeximycin
III. Planar Structure of Aculeximycin, Belonging to a New Class of Macrolide Antibiotics
HIDEAKI MURATA, KAZUSHI SUZUKI, TAMAO TABAYASHI, CHIE HATTORI, YUMI TAKADA, KEN-ICHI HARADA, MAKOTO SUZUKI, TAKAYA IKEMOTO, TOSHIRO SMBUYA, TATSUO HANEISHI, AKIO TORIKATA, YOSHIKO IXEZONO, NOBORU NAKAYAMA
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1995 Volume 48 Issue 8 Pages 838-849

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Abstract

The planar structure of aculeximycin (1) produced by Streptosporangium albidum has been determined by spectral methods and chemical degradations such as 1, 8-diazabicyclo[5, 4, 0]undec-7-ene (DBU)-methanol reaction, ozonolysis, and periodative oxidation. The antibiotic consists of a 30-membered polyhydroxy lactone ring, an α, β-unsaturated ester group, an intramolecular hemiketal, an oligosaccharide (aculexitriose), a neutral sugar and an amino sugar. The structure of aculeximycin is closely related to those of sporaviridins produced by Streptosporangium viridogriseum. We consider that aculeximycin and sporaviridins belong to a new class of macrolide antibiotics, which is different from the polyol macrolides produced by Streptomyces.

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The Journal of Antibiotics, Series A

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