Carbapenem


Carbapenem

Carbapenems are a class of beta-lactam antibiotics with a broad spectrum of antibacterial activity, and have a structure which renders them highly resistant to beta-lactamases. Carbapenem antibiotics were originally developed from thienamycin, a naturally-derived product of "Streptomyces cattleya". [cite journal |author=Birnbaum J, Kahan FM, Kropp H, MacDonald JS |title=Carbapenems, a new class of beta-lactam antibiotics. Discovery and development of imipenem/cilastatin |journal=Am. J. Med. |volume=78 |issue=6A |pages=3–21 |year=1985 |pmid=3859213 |doi=10.1016/0002-9343(85)90097-X]

Examples

The following drugs belong to the carbapenem class:
*Imipenem (often given as part of Imipenem/cilastatin)
**Imipenem can be hydrolysed in the mammalian kidney by a dehydropeptidase enzyme, and so is given with a dehydropeptidase inhibitor, cilastatin
*Meropenem
*Ertapenem
*Faropenem (not a carbapenem)
*Doripenem
*Panipenem/betamipron
*Biapenem
*PZ-601
**PZ-601 is a carbapenem antibiotic currently being tested as having a broad spectrum of activity including strains resistant to other carbapenems.

Uses

These agents have the broadest antibacterial spectrum compared to other beta-lactam classes such as penicillins and cephalosporins. Additionally they are generally resistant to the typical bacterial beta-lactamase enzymes which are one of the principal resistance mechanisms of bacteria. They are active against both Gram positive and gram negative bacteria, with the exception of intracellular bacteria, such as the "Chlamydiae". Carbapenems also are thus-far the only beta-lactams capable of inhibiting L,D-Transpeptidases [Mainardi, Jean-Luc et al.: "Evolution of Peptidoglycan Biosynthesis under the Selective Pressure of Antibiotics in Gram-Positive Bacteria" Federation of European Microbiological Societies, 2008.] .

tructure

The carbapenems are structurally very similar to the penicillins, but the sulfur atom in position 1 of the structure has been replaced with a carbon atom, and hence the name of the group, the carbapenems.

Administration

Due to their expanded spectra, the desire to avoid generation of resistance and the fact that they have generally poor oral bioavailability, they are administered intravenously in hospital settings for more serious infections. However, research is underway to develop an effective oral carbapenem. [cite journal | author = Kumagai T, Tamai S, Abe T, Hikda M | title = Current Status of Oral Carbapenem Development | journal = Current Medicinal Chemistry -Anti-Infective Agents | volume = 1 | year = 2002 | pages = 1–14 | url = http://www.ingentaconnect.com/content/ben/cmcaia/2002/00000001/00000001/art00002 | doi = 10.2174/1568012023355018 ]

References

External links

* [http://www.infectio-lille.com/diaporamas/invites/struct-act-duatb05-bryskier.pdf Structure Activity Relationships] "Antibacterial Agents; Structure Activity Relationships," André Bryskier MD; beginning at pp131


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