Chemistry:Sisomicin

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Short description: Chemical compound
Sisomicin
Sisomicin.svg
Clinical data
Trade namesBaymicin, bactoCeaze
AHFS/Drugs.comInternational Drug Names
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administration
topical
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
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CAS Number
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ChemSpider
UNII
KEGG
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ChEMBL
Chemical and physical data
FormulaC19H37N5O7
Molar mass447.533 g·mol−1
3D model (JSmol)
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Sisomicin (bactoCeaze, ensamycin, and initially antibiotic 6640[1] and rickamicin[1]), is an aminoglycoside antibiotic, isolated from the fermentation broth of Micromonospora inositola.[1] It is a newer broad-spectrum aminoglycoside most structurally related to gentamicin.

Sisomicin is the most predictably active aminoglycoside against Gram-positive bacteria.[2] Like most other aminoglycosides, sisomicin is bactericidal for sensitive clinical isolates. The minimum bactericidal concentrations (MBC) have been found to be equivalent or very close to the minimum inhibitory concentrations (MIC).[3] Like other aminoglycosides, most clinical isolates of Pseudomonas aeruginosa remain susceptible to sisomicin. Resistance to sisomicin may be enzymatically or non-enzymatically mediated. Sisomicin is inactivated by the same enzymes as gentamicin, but it is active against many organisms that resist gentamicin by non-enzymatic mechanisms.[4]

Some studies show that sisomicin has been effective in the treatment of infections that either had failed to respond to other drugs or were due to microorganisms resistant in vitro to other aminoglycosides.[5][6]

References

  1. 1.0 1.1 1.2 "Antibiotic 6640, a new Micromonospora-produced aminoglycoside antibiotic". The Journal of Antibiotics 23 (11): 551–4. November 1970. doi:10.7164/antibiotics.23.551. PMID 5487129. 
  2. "Sisomicin: a review of eight years' experience". Reviews of Infectious Diseases 2 (2): 182–95. Mar–Apr 1980. doi:10.1093/clinids/2.2.182. PMID 6994206. 
  3. "In vitro comparison of four aminoglycoside antibiotics: sisomicin, gentamicin, tobramycin, and BB-K8". Antimicrobial Agents and Chemotherapy 5 (6): 667–9. June 1974. doi:10.1128/aac.5.6.667. PMID 15825423. 
  4. "The mechanisms of resistance to aminoglycosides in the genus Pseudomonas". Journal of Antimicrobial Chemotherapy 4 (2): 121–9. March 1978. doi:10.1093/jac/4.2.121. PMID 649532. 
  5. "A randomized comparative trial of three aminoglycosides--comparison of continuous infusions of gentamicin, amikacin and sisomicin combined with carbenicillin in the treatment of infections in neutropenic patients with malignancies". Medicine 58 (2): 159–70. March 1979. doi:10.1097/00005792-197903000-00004. PMID 431401. 
  6. "A comparative clinical trial of sisomicin and gentamicin in major gram-negative infections". Infection 7: S298–S300. Jun 1979. doi:10.1007/bf01646260.