Preparation and investigation of antibacterial carbohydrate-based surfaces

Abel, T.; Cohen, JaimeLee Iolani; Engel, Robert; Filshtinskaya, M.; Melkonian, Alice; Melkonian, Karin

doi:10.1016/s0008-6215(02)00316-6

Cited by 87 publications

(89 citation statements)

References 18 publications

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“…The antibacterial activity of the ethanol extract may be attributed to the presence of many pharmacologically bioactive compounds such as alkaloids, flavonoids, tannins, anthraquinones and phenolic compounds which have been previously associated with the antibacterial activity of many plants (EDEOGA et al, 2005;NAWROT et al, 2007). To have attained such degree of antibacterial activity, the extract may have possessed certain membrane active compounds capable of disrupting the function and permeability of biological membranes (ABEL et al, 2002;RAMACHANDRAN et al, 2004). While the extent of adsorption onto the membranes due to surface activity has been correlated with the damaging effects likely to be produced (ATTWOOD and FLORENCE, 1983), the degree of the susceptibility of strains of S. aureus, used in this study, is not surprising.…”

Section: Resultsmentioning

confidence: 99%

In vitro inhibitory effects of the ethanol extract of Tetrapleura tetraptera (Schum and thonn.) taub. against multidrug resistant staphylococcus aureus

Olajuyigbe¹,

Afolayan²

2018

Kragujevac J Science

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ABSTRACT. In this study, the antibacterial effect of ethanol extract of Tetrapleura tetraptera was investigated in vitro against methicillin-resistant Staphylococcus aureus by agar diffusion and macrobroth dilution methods. At the lowest concentration of 20 mg/ml of the ethanol extract, 100 µl produced inhibition zones that ranged between 06 and 15 ± 1.0 mm while the inhibition zones ranged between 16 ± 1.0 mm and 22 ± 1.0 mm when the isolates were tested with 100 µl of the highest concentration (100 mg/ml) of ethanol extract. The minimum inhibitory concentrations (MICs) of the ethanol extract were between 0.019 mg/ml and 5.0 mg/ml while its minimum bactericidal concentrations (MBCs) ranged between 0.078 and 10.0 mg/ml. Ten strains had their MICs less than 1.0 mg/ml while the remaining S. aureus strains had their MICs at concentrations ranging between 1.25 mg/ml and 5.0 mg/ml. The degree of antibacterial activity exhibited by the extract of T. tetraptera demonstrated that its herbal medicine could be as effective as modern medicine in treating diseases associated with the test pathogenic organism and justifying its traditional use in the treatment of bacterial infections.

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Section: Resultsmentioning

confidence: 99%

In vitro inhibitory effects of the ethanol extract of Tetrapleura tetraptera (Schum and thonn.) taub. against multidrug resistant staphylococcus aureus

Olajuyigbe¹,

Afolayan²

2018

Kragujevac J Science

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“…Recent years have witnessed a resurgence of interest in the synthesis of QACs, especially their sugar derivatives, which have potential biological properties (Abel et al, 2002;Blizzard et al, 2002;Honda et al, 1988;Thomas et al, 2009;Maslov et al, 2010).…”

Section: Methodsmentioning

confidence: 99%

“…For QAC sugar derivatives, see: Abel et al (2002); Blizzard et al (2002); Honda et al (1988); Thomas et al (2009) ;Maslov et al (2010); Dmochowska et al (2006Dmochowska et al ( , 2009Dmochowska et al ( , 2011Pellowska-Januszek et al (2004); Skorupa et al (2004). For related synthetic methods, see: Gosh & Liu (1996); Sairam et al 2003; Sarabia-Garcia & Lopez-Herrera (1996); Dibrov et al (2010).…”

Section: Related Literaturementioning

confidence: 99%

N,N,N-Trimethyl-N-(methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosid-5-yl)ammonium 4-methylbenzenesulfonate sesquihydrate

et al. 2013

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Key indicators: single-crystal X-ray study; T = 200 K; mean (C-C) = 0.005 Å; some non-H atoms missing; disorder in main residue; R factor = 0.051; wR factor = 0.139; data-to-parameter ratio = 15.8.The structure of the title compound, [C 12 H 24 NO 4 ][C 7 H 7 O 3 S]Á-1.5H 2 O, contains alternating layers parallel to (001) of hydrophobic and polar character, stabilized by C-HÁ Á ÁO hydrogen bonding. The furan ring adopts an envelope conformation with the C(OMe) atom as the flap, and the dioxolane ring is twisted about one of the O-C(methine) bonds. A comparison to related compounds is presented. The tosylate-O atoms were disordered over two positions with the major component having a site occupancy factor = 0.566 (12). The structure was refined as a rotary twin with regard to rotation about the c axis with the contribution of the second component being 0.0048 (6). Solvate water molecules are highly disordered and were removed using the SQUEEZE procedure; the unit cell characteristics take into account the presence of the disordered solvent. High-resolution 1 H and 13 C NMR spectroscopic data are also presented. Related literature

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“…1A) was purchased from Sigma-Aldrich Co. and used without further purification, as were the halogen-containing reagents. Modifications of prior reported synthesis procedures were used (Fabian et al, 1997;Cohen et al, 1999Cohen et al, , 2000Cohen et al, , 2004Engel et al, 1999;Strekas et al, 1999;Abel et al, 2002Abel et al, , 2003Behaj et al, 2002;Cohen and Engel, 2002). In general, DABCO was taken in reaction with a suitably functionalized haloalkane in an inert solvent (typically ethanol, unless limited reaction on the DABCO was desired, in which instances ethyl acetate was used).…”

Section: Methodsmentioning

confidence: 99%

“…Quaternized DABCO units bound to a cellulose surface can modify interactions with amino acid and protein species (Behaj et al, 2002). Finally, quaternized DABCO species bound to a variety of surfaces exhibit differentiable attack on bacterial and fungal cell walls to serve as antimicrobial surfaces (Fabian et al, 1997;Abel et al, 2002Abel et al, , 2003Cohen and Engel, 2002;Cohen et al, 2004).…”

mentioning

confidence: 99%

1,4-Diazabicyclo[2.2.2]octane Derivatives: A Novel Class of Voltage-Gated Potassium Channel Blockers

Gordon

Cohen²,

Engel³

et al. 2005

Mol Pharmacol

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Voltage-gated potassium (Kv) channels are targets for therapeutic drugs in the treatment of pathologic conditions including cardiac arrhythmia and epilepsy. In this study, we synthesized three classes of novel polyammonium compounds incorporating the bicyclic unit 1,4-diazabicyclo[2.2.2]octane (DABCO) and tested their action on three representative mammalian Kv channels (Kv2.1, Kv3.4, and Kv4.2) expressed in Xenopus laevis oocytes. Nonsubstituted DABCO did not block the Kv channels tested. Simple DABCO monostrings and diDABCO strings inhibited Kv2.1 and Kv3.4 channels, with potency increasing with string length for both these DABCO classes. Both Kv2.1 and Kv3.4 were most sensitive to C 16 monostrings, with IC 50 values of 1.9 and 0.6 M, respectively. For compounds comprising two DABCO groups separated by an aromatic ring, inhibition depended upon relative positioning of the two DABCO groups, and only the para form (JC638.2␣) was active, blocking Kv2.1 with an IC 50 of 186 M. Kv4.2 channels were relatively insensitive to all compounds tested. Unlike the tetraethylammonium ion (TEA), neither JC638.2␣ nor C 16 monostring TA279 produced block when applied intracellularly via the recording electrode to Kv2.1 channels expressed in Chinese hamster ovary cells, suggesting against an internal site of action. However, JC638.2␣ protected an introduced cysteine (K356C) in the Kv2.1 outer pore from permanent modification by methanethiosulfonate ethyltrimethylammonium (MTSET). These data suggest that JC638.2␣ occupies an external binding site similar to that of TEA in the Kv2.1 outer pore, but with much higher affinity than TEA. These DABCO salts represent a new class of Kv channel blockers, some with higher potencies than any previously described quaternary ammonium ions. The potential for synthesis of an array of modular derivatives suggests that DABCO compounds hold promise as probes of Kv channel structure and identity and as potential therapeutic agents.

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Preparation and investigation of antibacterial carbohydrate-based surfaces

Cited by 87 publications

References 18 publications

In vitro inhibitory effects of the ethanol extract of Tetrapleura tetraptera (Schum and thonn.) taub. against multidrug resistant staphylococcus aureus

In vitro inhibitory effects of the ethanol extract of Tetrapleura tetraptera (Schum and thonn.) taub. against multidrug resistant staphylococcus aureus

N,N,N-Trimethyl-N-(methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosid-5-yl)ammonium 4-methylbenzenesulfonate sesquihydrate

1,4-Diazabicyclo[2.2.2]octane Derivatives: A Novel Class of Voltage-Gated Potassium Channel Blockers

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