Chemical Modification of 14-membered Macrolide Antibiotics
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چکیده
منابع مشابه
Cladinose analogues of sixteen-membered macrolide antibiotics. VI. Synthesis of metabolically programmed, highly potent analogues of sixteen-membered macrolide antibiotics.
Five novel 3-hydroxyl derivatives of sixteen-membered macrolide possessing 4-O-acyl-alpha-L-cladinose as a neutral sugar moiety were synthesized by using a combination of structurally stable silyl acetal protection and selective hydrogenolysis of a 3"-methylthiomethyl ether to a 3"-OMe group. Several derivatives having n-butyryl, i-butyryl and n-valeryl substituent at the 4"-OH group exhibited ...
متن کاملSynthesis of new 14-membered macrolide antibiotics via a novel ring contraction metathesis.
[reaction: see text] A novel ring opening ring closing metathesis (ROM-RCM) was demonstrated for cyclic conjugated dienes, effecting the excision of a C(2)H(2) unit and a net ring contraction. Applying the ring contraction metathesis, new 14-membered ring macrolide antibiotics were synthesized in a single step from existing 16-membered ring macrolides. This new class of macrolide antibiotics wi...
متن کاملGroup determination of 14-membered macrolide antibiotics and azithromycin using antibodies against common epitopes.
Erythromycin (ERY), clarithromycin (CLA), roxithromycin (ROX), and azithromycin (AZI) are macrolide antibiotics widely used in livestock and human medicine. Therefore, they are frequently found as pollutants in environmental water. A method based on indirect competitive enzyme-linked immunosorbent assay (ELISA) for group determination of these macrolides in foodstuffs, human biofluids, and wate...
متن کاملDeepoxidation of 16-membered epoxyenone macrolide antibiotics. II. Chemical deepoxidation by dissolving metal reduction.
16-Membered epoxyenone macrolide antibiotics were reductively deepoxidized with dissolving metals such as zinc. Angolamycin and rosamicin which have a methyl substituent at C-12 in the epoxyenone structure were deepoxidized, but not isomerized further to the geometric isomers P2 and P3.
متن کاملChemical ionization mass spectrometry of some representative 16-membered ring macrolide antibiotics.
Chemical ionization mass spectrometry, using isobutane as a reactant gas, is shown to be useful in the structural characterization of representative 16membered ring macrolide antibiotics. The spectra of spiramycin I, spiramycin III, and niddamycin contain relatively intense protonated molecule ion peaks (MH+) making establishment of molecular formulae straightforward. There are relatively few f...
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ژورنال
عنوان ژورنال: Journal of Synthetic Organic Chemistry, Japan
سال: 1980
ISSN: 0037-9980,1883-6526
DOI: 10.5059/yukigoseikyokaishi.38.395