Erythromycin ring-contracted derivatives

Details Erythromycin ring-contracted derivatives Erythromycin ring-contracted derivatives

1989-02-07

1992-04-21

Brown, Johnnie R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 71, 536 181, C07H 1708

Patent

active

051069610

ABSTRACT:
Novel 12-membered lactone and 11-membered lactone derivatives of erythromycin, having antimicrobial activity against certain Gram-positive pathogens such as Steptococcus pyogenes and Gram-negative cocci such as Haemophilus influenzae, and useful as intermediates to other macrolide derivatives, are disclosed.

REFERENCES:
patent: 4677097 (1987-06-01), Omura et al.
Issac O. Kibwage et al., "Translactonization in Erythromycins," J. Org. Chem., 52, 990-996 (1987).
Issac O. Kibwage, "Identification of Novel Erythromycin Derivatives in Mother Liquor Concentrates of Streptomyces erythraeus," J. Antibiotics 40(1), 1-6 (1987).
Arthur A. Nagel et al., "Macrolide Fundamental Chemistry: Sequential Conversion of the 14--Membered Ring Macrolide Antibiotic Oleandomycin to 12-- and 10--Membered Ring Macrocyclic Lactone Systems," J. Org. Chem. 51, 5397-5400 (1986).
I. O. Kibwage et al., "Isolation of Erythromycins and Related Substances from Fermentation Residues of Streptocmyces erythreus by High-Performance Liquid Chromatography on Silica Gel," J. Chromatogr. 346, 309-319 (1985).
P. Kurath et al., "Acid Degradation of Erythromycin A and Erythromycin B," Experientia 27, 362 (1971).
S. Omura, Ed., Macrolide Antibiotics, Academic Press, N.Y. 1984, pp. 3-5, 9, 29-30, 85, 89-92, 120-121, 509, 529-531, 547.
K. Krowicki et al., "Chemical Modification of Erythromycins. II. 8-Hydroxy-Erythromycin A," J. Antibiotics 26, 575-581 (1973).
K. Krowicki et al., "Chemical Modifications of Erythromycins. IV. 8-Hydroxy-Erythromycin B," J. antibiotics 26, 587-592 (1973).
P. Kurath et al., "C(8) Epimeric 8-Hydroxy-Erythromycins-B," Helv. Chim. Acta 56, 1557-1565 (1973).
J. Tadanier et al., "C(8) Epimeric 8-14 Hydroxy-Erythromycins-A," Helv. Chim. Acta 56, 2711-2719 (1973).
H. Bojarska-Dahlig et al., "Some Modifications of the Aglycone Lactone Ring of Erythromycin A," Rec. Trav. Chim. Pays-Bas 92, 1305-1307 (1973).
Kibnage et al., "Translactonization in Erythromycins", J. Org. Chem. (1987), vol. 52 pp. 990-996.

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