ジベカシン 化学特性,用途語,生産方法
解説
3′,4′-dideoxykanamycin B．C18H37N5O8(451.51)．ジベカシンは，カナマイシンBの半合成抗生物質．カナマイシン耐性菌でリン酸化されて不活化される2個のヒドロキシ基が除かれている．[α]D20"＋132°(水)．水に易溶．カナマイシン耐性菌を含むグラム陽性菌，緑膿菌を含むグラム陰性菌に広く有効である．硫酸塩が注射または点眼で使用される．LD50 61～68 mg/kg(マウス，静注)．[CAS 34493-98-6][CAS 58580-55-5:硫酸塩] 森北出版「化学辞典（第2版）
効能
抗生物質, タンパク質合成阻害薬
説明
Dibekacin was synthesized in 1967 by Umezawa et al. by the removal of the 3 - and 4 -hydroxyl groups of kanamycin B. Studies by the same workers on the mechanisms of bacterial resistance to kanamycin-group antibiotics preceded the discovery. Dibekacin shows excellent activity, as expected, against a variety of bacteria, including kanamycin-resistant strains. It shows higher activity than kanamycin against Pseudomonas aeruginosa, Proteus, and other pathogens.
使用
Dideoxykanamycin B is an antibacterial compound.
定義
ChEBI: A kanamycin that is kanamycin B lacking the 3- and 4-hydroxy groups on the 2,6-diaminosugar ring.
抗菌性
3′,4′-Dideoxy kanamycin B. A semisynthetic aminoglycoside
closely related to the natural compound tobramycin (3′-deoxy
kanamycin B). Supplied as the sulfate.
It is active against staphylococci including methicillinresistant
strains, a wide range of enterobacteria, Acinetobacter
and Pseudomonas spp. It is also active against M. tuberculosis
and the M. avium complex (MICs 4–16 mg/L). It exhibits
the usual aminoglycoside properties of bactericidal activity
at concentrations close to the MIC and bactericidal synergy
with selected β-lactam antibiotics.
Absence of hydroxyl groups present in the parent kanamycin
B renders dibekacin resistant to phosphorylation
by APH(3′). It is also resistant to some forms of ANT(4′).
However, the type of this enzyme, ANT(4′), found in
some Gram-positive organisms modifies dibekacin at the
2″-hydroxyl group; nevertheless dibekacin has much greater
activity than tobramycin against organisms that produce the
enzyme.
A 1 mg/kg intravenous bolus dose achieves a peak plasma
concentration of around 5 mg/L. The plasma half-life is
2.3 h. Protein binding is 3–12%. It is eliminated principally
by the renal route, 75–80% of the dose appearing in
the urine in the first 24 h. Elimination is inversely related to
renal function. In patients maintained on chronic hemodialysis,
the half-life rises to 54 h between dialyses and falls to
6–7 h on dialysis.
Toxic effects are those typical of aminoglycosides with a
frequency similar to or less than those of gentamicin.
It is used for severe infections caused by susceptible microorganisms,
especially those resistant to established aminoglycosides,
but availability is limited.
安全性プロファイル
Poison by
intraperitoneal, subcutaneous, intramuscular,
and intravenous routes. Moderately toxic by
ingestion. Experimental teratogenic and
reproductive effects. An antibacterial agent.
When heated to decomposition it emits
toxic fumes of NOx.
ジベカシン 上流と下流の製品情報
原材料
準備製品