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Structure of the classical cephalosporins. The cephalosporins (sg. / ˌ s ɛ f ə l ə ˈ s p ɔːr ɪ n, ˌ k ɛ-,-l oʊ-/ [1] [2]) are a class of β-lactam antibiotics originally derived from the fungus Acremonium, which was previously known as Cephalosporium. [3] Together with cephamycins, they constitute a subgroup of β-lactam antibiotics ...
In the context of medical pharmacology, penicillins, cephalosporins, and carbapenems, while all have the β-lactam ring that serves as the fundamental structure, also have an auxiliary ring that carries a carboxylate group that is positioned on the same side as the carbonyl group within the β-lactam ring, and, as such, this structural ...
The molecular structure of cephalosporin can be altered in various ways to improve in vitro stability, anti-bacterial activity and resistance against β-lactamases. In the acidic conditions of the stomach, in vitro stability can be enhanced by the addition of an amino and a hydrogen to positions α1 and α2 of the cephalosporin structure.
Cephalosporin C is an antibiotic of the cephalosporin class. It was isolated from a fungus of the genus Acremonium and first characterized in 1961. [ 1 ] Although not a very active antibiotic itself, synthetic analogs of cephalosporin C, such as cefalotin , became some of the first marketed cephalosporin antibiotic drugs.
2-Azetidinone, the simplest β-lactam. A β-lactam (beta-lactam) ring is a four-membered lactam. [1] A lactam is a cyclic amide, and beta-lactams are named so because the nitrogen atom is attached to the β-carbon atom relative to the carbonyl.
The pharmacology of the cephalosporins is similar to that of the penicillins, excretion being principally renal. Cephalosporins penetrate the cerebrospinal fluid poorly unless the meninges are inflamed; cefotaxime is a more suitable cephalosporin than cefaclor for infections of the central nervous system, e.g. meningitis.
With advances in medicinal chemistry, most modern antibacterials are semisynthetic modifications of various natural compounds. [79] These include, for example, the beta-lactam antibiotics, which include the penicillins (produced by fungi in the genus Penicillium), the cephalosporins, and the carbapenems.
This chemistry was determined to be general to the family of cephalosporin antibiotics. Key elements of the coupling reaction were the use of a designed, electron-deficient phosphite ligand in tandem with the addition of an exogenous chloride scavenging reagent, which functioned through the in situ precipitation of potassium chloride.