The structure of heneicomycin.
The antibiotic heneicomycin (1), C44H62N2O11, was isolated from cultures of Streptomyces filipinensis as an amorphous yellow powder. Mass spectral and NMR analysis showed the compound to be a deoxy modification of aurodox (2), a member of the elfamycin antibiotic family. A marked change in mass spectral fragmentation compared to aurodox and 1H NMR couplings indicated the absence of the hydroxyl at position 30 of aurodox (position 3 of the tetrahydropyran).
Merck Sharp and Dohme Research Laboratories, Rahway, NJ 07065.
R S
RS
Dewey
O D
OD
Hensens
A W
AW
Douglas
G
G
Albers-Schönberg
D000900:Anti-Bacterial Agents / Q000302:isolation & purification* / Q000494:pharmacology; D000899:Aurodox / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D011728:Pyridones / Q000302:isolation & purification / Q000494:pharmacology; D013302:Streptomyces / Q000737:chemistry*; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D011728:Pyridones; D000899:Aurodox; C020623:heneicomycin