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Clavam

From Wikipedia, the free encyclopedia
Class of antibiotics
Clavulanic acid

Clavams are a class ofβ-lactam antibiotics.[1] Theseantibiotics are derived fromStreptomyces clavuligerus NRRL 3585.[1] This class is divided into theclavulanic acid class and the 5S clavams class. Both groups are the outcomes of the fermentation process produced byStreptomyces spp.[2]Clavulanic acid is a broad-spectrum antibiotic and5S clavams may have anti-fungal properties. They are similar topenams, but with an oxygen substituted for the sulfur.[3] Thus, they are also known asoxapenams.

An example isclavulanic acid,[4] from which this compound class receives its name.

Clavulanic acid, a type of clavam, hasantibiotic properties. It can be used as a medication to treat a variety of bacterial infections. Clavam tablets may be effective for short-term treatment of bronchitis, cystitis, sinusitis, otitis media, or skin infections.[5][6] Clavams are commonly used in conjunction with other antibiotics such asamoxicillin to produce a broader therapeutic effect. "One of the most valuable multipurpose and incredible trade of antibiotics is the β-lactams group.[7]

Clavulanic acid strongly inhibitsβ-lactamase in bacteria, which is associated with its antibiotic properties. β-Lactam antibiotics generally have a common feature which is the 3-carbon and 1-nitrogen ring (β-lactam ring) that is highly reactive.[8] Different molecules of the Clavam class have been shown to inhibit the action of several fungal species. 5S clavams do not have an inhibitory effect on β-lactamase, but are involved in methionine biosynthesis inhibition, making thembacteriostatic agents.[9] Additionally, 5S Clavams may have inhibitory effects onRNA synthesis, which is a common property ofanti-fungal medications.[10] Clavams have wide-ranging bioactivity, and may have greater therapeutic use than current research indicates.[11] Because of their activity on β-lactamase, this class of antibiotics can evadeantibiotic resistance inbacteria, which is a risk associated with other antibiotics such aspenicillins.

Regulation of clavam-biosynthesis inS. clavuligerus

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InS. Clavuligerus infection, aStreptomyces antibiotic regulatory protein known as cephamycin and clavulanic acid regulator (CcaR) is encoded into the cephamycin gene cluster. This is essential for the cephamycin C and clavulanic acid, but not the 5S claims. CcaR is important for the expression of polycistronic transcripts, which are early genes for clavulanic acid biosynthesis. This is also a key factor for activating its own transcription by binding to its own promoting region.[12]

References

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  1. ^abPruess, D. L.; Kellett, M. (1983)."Ro 22-5417, A NEW CLAVAM ANTIBIOTIC FROM STREPTOMYCES CLAVULIGERUS I. DISCOVERY AND BIOLOGICAL ACTIVITY".The Journal of Antibiotics.36 (3):208–212.doi:10.7164/antibiotics.36.208.ISSN 0021-8820.PMID 6833140.
  2. ^Jensen, Susan E (2012-10-01)."Biosynthesis of clavam metabolites".Journal of Industrial Microbiology and Biotechnology. pp. 1407–1419.doi:10.1007/s10295-012-1191-0. Retrieved2024-02-11.
  3. ^"Medscape.com". Retrieved2008-12-29.
  4. ^Chemical Research Laboratory, Oxford University (The Schofield Group)."Antibiotic Biosynthesis, Clavulanic Acid Mode of Action and Biosynthesis". Archived fromthe original on 2011-06-05. Retrieved2011-07-25.
  5. ^CLAVAM
  6. ^"Clavam".NPS MedicineWise. 8 September 2020. Retrieved2021-04-29.
  7. ^Chmielewski, Marek; Cierpucha, Maciej; Kowalska, Patrycja; Kwit, Marcin; Frelek, Jadwiga (2008-05-15)."Structure–chiroptical properties relationship in clavams: An experimental and theoretical study".Chirality.20 (5):621–627.doi:10.1002/chir.20484.ISSN 0899-0042.PMID 17924419.
  8. ^Pandey, Neelanjana; Cascella, Marco (2022),"Beta Lactam Antibiotics",StatPearls, Treasure Island (FL): StatPearls Publishing,PMID 31424895, retrieved2022-04-04
  9. ^Jensen, Susan E (2012-10-01)."Biosynthesis of clavam metabolites".Journal of Industrial Microbiology and Biotechnology.39 (10):1407–1419.doi:10.1007/s10295-012-1191-0.ISSN 1476-5535.PMID 22948564.S2CID 2974684.
  10. ^Röhl, F.; Rabenhorst, J.; Zähner, H. (1987-05-01)."Biological properties and mode of action of clavams".Archives of Microbiology.147 (4):315–320.Bibcode:1987ArMic.147..315R.doi:10.1007/BF00406126.ISSN 1432-072X.PMID 3304182.S2CID 23725763.
  11. ^Cierpucha, Maciej; Panfil, Irma; Danh, Tong Thanh; Chmielewski, Marek; Kurzatkowski, Wieslaw; Rajnisz, Aleksandra; Solecka, Jolanta (October 2007)."Synthesis of 3-Substituted-clavams: Antifungal Properties, DD -Peptidase and β-Lactamase Inhibition".The Journal of Antibiotics.60 (10):622–632.doi:10.1038/ja.2007.80.ISSN 1881-1469.PMID 17965478.
  12. ^E Jensen, Susan (2012)."Biosynthesis of clavam metabolites".Journal of Industrial Microbiology & Biotechnology.39 (10):1407–1419.doi:10.1007/s10295-012-1191-0.PMID 22948564.S2CID 2974684.
β-lactams
(inhibit synthesis
of peptidoglycan
layer of bacterial
cell wall by binding
to and inhibiting
PBPs, a group of
D-alanyl-D-alanine
transpeptidases
)
Penicillins (Penams)
Narrow
spectrum
β-lactamase sensitive
(1st generation)
β-lactamase resistant
(2nd generation)
Extended
spectrum
Aminopenicillins (3rd generation)
Carboxypenicillins (4th generation)
Ureidopenicillins (4th generation)
Other
Carbapenems /Penems
Cephems
Cephalosporins
Cephamycins
Carbacephems
1st generation
2nd generation
3rd generation
4th generation
5th generation
Siderophore
Veterinary
Monobactams
β-lactamase inhibitors
Combinations
Polypeptides
Lipopeptides
Other
  • Inhibits PG elongation and crosslinking:Ramoplanin§
Intracellular
Other
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