Linked Life Data

3529320

Source:http://linkedlifedata.com/resource/pubmed/id/3529320

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:dateCreated
1986-10-16
pubmed:abstractText
The essential nucleus of beta-lactam antibiotics is the four-membered ring, which can exist fused to form bicyclic ring structures or with moieties alone affixed to the four atoms. Penicillins, penems, carbapenems, and clavams have asymmetric centers at C-5 and C-6; cephalosporins and oxacephems have asymmetric centers at C-6 and C-7. Penicillins, cephalosporins, and monobactams require a beta-acylamino group for antimicrobial activity. Cephalosporins can undergo modification at C-3 and C-7 in both the alpha and beta position. Sulfur can be replaced with oxygen to achieve a more reactive nucleus. The most useful 7-beta-acylamino groups have been a 2-aminothiazolyl and an iminomethoxy or carboxypropyl group. Substitutions on the 7-alpha position increase beta-lactamase stability but decrease activity against staphylococci and Streptococcus pneumoniae. C-3 substitutions, particularly pyridinium groups, increase activity against Pseudomonas aeruginosa and Staphylococcus aureus. Carbapenems possess 6-alkyl substitutions in a trans configuration and inhibit aerobic, anaerobic gram-positive, and gram-negative bacteria. Monobactams are activated by sulfonic, phosphoric, or carboxyl groups, and their properties are related to the C-3-acyl side chain and their beta-lactamase stability to the C-4 grouping. beta-Lactamase inhibitors acylated by beta-lactamases can be penicillanic acid derivatives or clavulanates.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:issn
0162-0886
pubmed:author
pubmed:issnType
Print
pubmed:volume
8 Suppl 3
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
S237-59
pubmed:dateRevised
2008-11-21
pubmed:meshHeading
pubmed:articleTitle
beta-Lactam antibiotics: structural relationships affecting in vitro activity and pharmacologic properties.
pubmed:publicationType
Journal Article, Review