関: neomycin A

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/09/03 18:01:03」(JST)

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English Journal

Neamine induces neuroprotection after acute ischemic stroke in type one diabetic rats.

Ning R1, Chopp M2, Zacharek A1, Yan T3, Zhang C1, Roberts C1, Lu M4, Chen J5.Author information 1Department of Neurology, Henry Ford Hospital, Detroit, MI, USA.2Department of Neurology, Henry Ford Hospital, Detroit, MI, USA; Department of Physics, Oakland University, Rochester, MI, USA.3Department of Neurology, Henry Ford Hospital, Detroit, MI, USA; Department of Neurology, Tianjin Neurological Institute, Tianjin Medical University General Hospital, Tianjin 300060, China.4Biostatistics and Research Epidemiology, Henry Ford Hospital, Detroit, MI, USA.5Department of Neurology, Henry Ford Hospital, Detroit, MI, USA; Department of Neurology, Tianjin Neurological Institute, Tianjin Medical University General Hospital, Tianjin 300060, China. Electronic address: jieli@neuro.hfh.edu.AbstractINTRODUCTION: Angiogenin is a member of the ribonuclease superfamily and promotes degradation of the basement membrane and the extracellular matrix. After stroke in type one diabetes (T1DM) rats, Angiogenin is significantly increased and the Angiogenin is inversely correlated with functional outcome. Neamine, an aminoglycoside antibiotic, blocks nuclear translocation of Angiogenin, thereby abolishing the biological activity of Angiogenin. In this study, we therefore investigated the effect and underlying protective mechanisms of Neamine treatment of stroke in T1DM.
Neuroscience.Neuroscience.2014 Jan 17;257:76-85. doi: 10.1016/j.neuroscience.2013.10.071. Epub 2013 Nov 8.
INTRODUCTION: Angiogenin is a member of the ribonuclease superfamily and promotes degradation of the basement membrane and the extracellular matrix. After stroke in type one diabetes (T1DM) rats, Angiogenin is significantly increased and the Angiogenin is inversely correlated with functional outcome
PMID 24211797

Synthesis of multifunctional PAMAM-aminoglycoside conjugates with enhanced transfection efficiency.

Ghilardi A1, Pezzoli D, Bellucci MC, Malloggi C, Negri A, Sganappa A, Tedeschi G, Candiani G, Volonterio A.Author information 1Department of Chemistry, Materials, and Chemical Engineering "G. Natta", Politecnico di Milano , via Mancinelli 7, 20131 Milano, Italy.AbstractThe development of multifunctional vectors for efficient and safe gene delivery is one of the major challenges for scientists working in the gene therapy field. In this context, we have designed a novel type of aminoglycoside-rich dendrimers with a defined structure based on polyamidoamine (PAMAM) in order to develop efficient, nontoxic gene delivery vehicles. Three different conjugates, i.e., PAMAM G4-neamine, -paromomycin, and -neomycin, were synthesized and characterized by nuclear magnetic resonance (NMR) and MALDI analysis. The conjugates were found to self-assemble electrostatically with plasmid DNA, and unlike neamine conjugate, each at its optimum showed increased gene delivery potency compared to PAMAM G4 dendrimer in three different cell lines, along with negligible cytotoxicity. These results all disclosed aminoglycosides as suitable functionalities for tailoring safe and efficient multifunctional gene delivery vectors.
Bioconjugate chemistry.Bioconjug Chem.2013 Nov 20;24(11):1928-36. doi: 10.1021/bc4003635. Epub 2013 Nov 4.
The development of multifunctional vectors for efficient and safe gene delivery is one of the major challenges for scientists working in the gene therapy field. In this context, we have designed a novel type of aminoglycoside-rich dendrimers with a defined structure based on polyamidoamine (PAMAM) i
PMID 24147798

Antibiotic drugs aminoglycosides cleave DNA at abasic sites: shedding new light on their toxicity?

Perigolo de Oliveira M1, Constant JF, Peuchmaur M, Pitta I, Décout JL.Author information 1UMR 5063, Département de Pharmacochimie Moléculaire, ICMG FR 2607, Université de Grenoble I/CNRS , 470 rue de la Chimie, BP 53, F-38041 Grenoble, France.AbstractAbasic sites are probably the most common lesions in DNA resulting from the hydrolytic cleavage of glycosidic bonds that can occur spontaneously and through DNA alkylation by anticancer agents, by radiotherapy, and during the repair processes of damaged nucleic bases. If not repaired, the abasic site can be mutagenic or lethal. Thus, compounds able to specifically bind and react at abasic sites have attracted much attention for therapeutic and diagnostic purposes. Here, we report on the efficient cleavage activity of characteristic antibiotic drugs of the major aminoglycosides (AG) family at abasic sites introduced either by depurination in a plasmidic DNA or site specifically in a synthetic oligonucleotide. Among the antibiotic AG drugs selected for this study, neomycin B is the most efficient (a 0.1 μM concentration induces 50% cleavage of an abasic site containing DNA). This cleavage activity could be related to aminoglycoside toxicity but also find medicinal applications through potentiation of cancer radiotherapy and chemotherapy with alkylating drugs. In the search for antibiotic and antiviral agents, we have previously described the synthesis of derivatives of the small aminoglycoside neamine, which corresponds to rings I and II of neomycin B constituted of four rings. The cleavage activity at abasic sites of four of these neamine derivatives is also reported in the present study. One of them appeared to be much more active than the parent compound neamine with cleavage efficiency close to that of neomycin.
Chemical research in toxicology.Chem Res Toxicol.2013 Nov 18;26(11):1710-9. doi: 10.1021/tx4002836. Epub 2013 Oct 30.
Abasic sites are probably the most common lesions in DNA resulting from the hydrolytic cleavage of glycosidic bonds that can occur spontaneously and through DNA alkylation by anticancer agents, by radiotherapy, and during the repair processes of damaged nucleic bases. If not repaired, the abasic sit
PMID 24127848

Japanese Journal

A SYNTHETIC APPROACH TO AROMATIC AMINOGLYCOSIDE AS A NEAMINE MIMIC (Dedicated to Dr. Albert Padwa on his 75th birthday)

Inoue Ryo,Matsuda Sho,Oda Yoshiki [他]
Heterocycles 84(2), 1335-1343, 2012-01-01
NAID 40019137503

Antibacterial to antifungal conversion of neamine aminoglycosides through alkyl modification. Strategy for reviving old drugs into agrofungicides

CHANG Cheng-Wei T,FOSSO Marina,KAWASAKI Yukie,SHRESTHA Sanjib,BENSACI Mekki F,WANG Jinhua,EVANS Conrad K,TAKEMOTO Jon Y
Journal of antibiotics 63(11), 667-672, 2010-11-25
NAID 10030710461

Neomycin biosynthesis: The involvement of neamine and paromamine as intermediates.

FANG JIN-RUI,PEARCE CEDRIC J.,RINEHART Jr. KENNETH L.
The Journal of Antibiotics 37(1), 77-79, 1984
NAID 130003500507

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★リンクテーブル★

リンク元	「ネアミン」「neomycin A」
拡張検索	「technetium-99m-hexamethyl-propyleneamine oxime」「triacetoneamine-N-oxyl」

「ネアミン」

Neamine
Systematic (IUPAC) name
	(1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,6-dideoxy-α-D-glucopyranoside
Identifiers
CAS Number	3947-65-7
PubChem	CID 72392
DrugBank	DB04808
ChemSpider	65325
Synonyms	Neomycin A
Chemical data
Formula	C12H26N4O6
Molar mass	322.358 g/mol
	SMILES 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 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 ;