9,11-cyclic acetal derivatives of (9S)-9-dihydroerythromycin A.
A series of 9,11-cyclic acetal derivatives of (9S)-9-dihydroerythromycin A (4) have been prepared and their antibacterial activities compared to those of erythromycin A and 9-dihydroerythromycin A. Many of the cyclic acetal derivatives showed better antibacterial activity than their parent 4. In particular, the acetaldehyde acetal (9-O,11-O-ethylidene-9-dihydroerythromycin A) (8b) showed good antibacterial activity in comparison with erythromycin A but was not sufficiently improved in vivo to warrant progression.
Hunt
E
E
Beecham Pharmaceuticals, Chemotherapeutic Research Centre, Betchworth, Surrey, UK.
Knowles
D J
DJ
Shillingford
C
C
Wilson
J M
JM
Zomaya
I I
II
D003500:Cyclization; D004917:Erythromycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure
D004917:Erythromycin