日
関

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/11/30 04:46:25」(JST)

wiki en

Sisomicin (bactoCeaze or Ensamycin) is an aminoglycoside antibiotic, isolated from the fermentation broth of a new species of the genus Micromonospora.^[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).^[2] 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, not all, organisms that resist gentamicin by non-enzymatic mechanisms.^[3]

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.^[4]^[5]

References

^ M. J. Weinstein, J. A. Marquez, R. T. Testa, G. H. Wagman, E. M. Oden, J. A. Waitz (Nov 1970). "Antibiotic 6640, a new Micromonospora-produced aminoglycoside antibiotic.". J. Antibiot. 23 (11): 551–554. doi:10.7164/antibiotics.23.551. PMID 5487129.
^ ^a ^b WE Sanders Jr, CC Sanders. (Mar–Apr 1980). "Sisomicin: a review of eight years' experience.". Rev Infect Dis. 2 (2): 182–195. doi:10.1093/clinids/2.2.182. PMID 6994206. Cite error: Invalid <ref> tag; name "pmid6994206" defined multiple times with different content (see the help page).
^ I Phillips, BA King, KP Shannon. (Mar 1978). "The mechanisms of resistance to aminoglycosides in the genus Pseudomonas.". J Antimicrob Chemother. 4 (2): 121–129. doi:10.1093/jac/4.2.121. PMID 649532.
^ ME Levison, D Kaye. (Mar 1979). "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 (Baltimore). 58 (2): 159–170. doi:10.1097/00005792-197903000-00004. PMID 431401.
^ DG Maki, WA Craig, WA Agger. (Jun 1979). "A comparative clinical trial of sisomicin and gentamicin in major gram-negative infections.". Infection 7(Suppl. 3) 5 (6): 298–300. doi:10.1007/bf01646260.

This systemic antibacterial-related article is a stub. You can help Wikipedia by expanding it.

UpToDate Contents

全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.

1. 腸球菌における抗菌薬耐性の機構 mechanisms of antibiotic resistance in enterococci

English Journal

Determination of equilibrium constant of amino carbamate adduct formation in sisomicin by a high pH based high performance liquid chromatography.

Wlasichuk KB1, Tan L2, Guo Y1, Hildebrandt DJ1, Zhang H1, Karr DE1, Schmidt DE Jr3.
Journal of pharmaceutical and biomedical analysis.J Pharm Biomed Anal.2015 Jul 10;111:126-30. doi: 10.1016/j.jpba.2015.03.033. Epub 2015 Apr 3.
Amino carbamate adduct formation from the amino group of an aminoglycoside and carbon dioxide has been postulated as a mechanism for reducing nephrotoxicity in the aminoglycoside class compounds. In this study, sisomicin was used as a model compound for amino carbamate analysis. A high pH based reve
PMID 25880243

Designer aminoglycosides prevent cochlear hair cell loss and hearing loss.

Huth ME, Han KH, Sotoudeh K, Hsieh YJ, Effertz T, Vu AA, Verhoeven S, Hsieh MH, Greenhouse R, Cheng AG, Ricci AJ.
The Journal of clinical investigation.J Clin Invest.2015 Feb;125(2):583-92. doi: 10.1172/JCI77424. Epub 2015 Jan 2.
Bacterial infections represent a rapidly growing challenge to human health. Aminoglycosides are widely used broad-spectrum antibiotics, but they inflict permanent hearing loss in up to ~50% of patients by causing selective sensory hair cell loss. Here, we hypothesized that reducing aminoglycoside en
PMID 25555219

Microbiological spectrum and susceptibility pattern of clinical isolates from the neonatal unit in a single medical center.

Nitsch-Osuch A1, Choroszy-Król I2, Kuchar E3, Korzeniewski K4, Życińska K1, Wardyn K1.
Advances in clinical and experimental medicine : official organ Wroclaw Medical University.Adv Clin Exp Med.2015 Jan-Feb;24(1):15-22. doi: 10.17219/acem/38170.
BACKGROUND: Infections are a frequent and significant cause of morbidity and mortality in neonatal units. The bacterial pathogens and their susceptibility patterns should be monitored in hospital settings. The aim of the study was to describe the distribution of the bacterial agents and their antibi
PMID 25923082

Japanese Journal

Identification of gntK, a gene required for the methylation of purpurosamine C-6′ in gentamicin biosynthesis

The Journal of General and Applied Microbiology 58(5), 349-356, 2012
NAID 130004449342

Development of a non-derivatization high-performance liquid chromatography method with resonance Rayleigh scattering detection for the detection of sisomicin in rat serum

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 877(31), 4022-4026, 2009-12-01
NAID 10028029661

Simple and sensitive method for quantification of low tobramycin concentrations in human plasma using HPLC-MS/MS

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 862(1), 257-262, 2008-02-01
NAID 10024543203

Related Pictures

★リンクテーブル★

リンク元	「シソマイシン」
拡張検索	「sisomicin sulfate」

「シソマイシン」

Sisomicin
Systematic (IUPAC) name
	(2R,3R,4R,5R)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol
Clinical data
Trade names	bactoCeaze
AHFS/Drugs.com	International Drug Names
Legal status	℞ (Prescription only);
Routes of; administration	topical
Identifiers
CAS Number	32385-11-8
ATC code	J01GB08
PubChem	CID: 36119
ChemSpider	33222
UNII	X55XSL74YQ
KEGG	D02544
ChEBI	CHEBI:9169
ChEMBL	CHEMBL221886
Chemical data
Formula	C19H37N5O7
Molecular mass	447.53 g/mol
	SMILES C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC=C(O3)CN)N)N)N)O ;
	InChI InChI=1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1 ; Key:URWAJWIAIPFPJE-YFMIWBNJSA-N ;
(what is this?) (verify)