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Neamine

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(Redirected from Neomycin A)

Neamine
Clinical data
Other namesNeomycin A
Identifiers
  • (1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,6-dideoxy-α-D-glucopyranoside
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H26N4O6
Molar mass322.362 g·mol−1
3D model (JSmol)
  • O([C@H]1[C@H](O)[C@@H](O)[C@H](N)C[C@@H]1N)[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2N)CN
  • InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/s1
  • Key:SYJXFKPQNSDJLI-HKEUSBCWSA-N

Neamine (neomycin A) is a degradation product of the aminoglycoside antibiotic neomycin.[1] Several derivatives of neamine are active against susceptible and resistant Gram-positive and Gram-negative bacteria.[2]

References

[edit]
  1. ^ Leach BE, Teeters CM (June 1951). "Neamine, an Antibacterial Degradation Product of Neomycin". Journal of the American Chemical Society. 73 (6): 2794–2797. doi:10.1021/ja01150a107.
  2. ^ Zimmermann L, Bussière A, Ouberai M, Baussanne I, Jolivalt C, Mingeot-Leclercq MP, et al. (October 2013). "Tuning the antibacterial activity of amphiphilic neamine derivatives and comparison to paromamine homologues". Journal of Medicinal Chemistry. 56 (19): 7691–7705. doi:10.1021/jm401148j. PMID 24083676.