Relationship between structure and antibacterial activity of lipophilic N-acyldiamines

Almeida, Camila G. de; Garbois, Gabriela D.; Amaral, Lorena M.; Diniz, Cláudio Galuppo; Hyaric, Mireille Le

doi:10.1016/j.biopha.2009.09.013

Cited by 43 publications

(16 citation statements)

References 26 publications

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“…A correlation between biologic activity and hydrophobic character is frequently observed (14). The partition coefficient P of a compound in an n-octanol ⁄ water system represents the hydrophobic properties of this compound and can be determined experimentally or calculated.…”

Section: Cytotoxicity and Inhibition Of No Productionmentioning

confidence: 99%

Preparation of Amino Alcohols Condensed with Carbohydrates: Evaluation of Cytotoxicity and Inhibitory Effect on NO Production

et al. 2010

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This work reports the preparation of several amino alcohols condensed with D-arabinose, D-glucose, and D-galactose derivatives. These compounds were evaluated in vitro for their cytotoxicity and ability to decrease nitric oxide production in J774A.1 cells. Arabinofuranoside derivatives 5a, 5b and 5c showed a significant inhibition of nitric oxide production (>80% at 5 lg ⁄ mL), while the galactopyranoside derivative 8d showed a notable nitric oxide inhibitory activity (126% at 0.5 lg ⁄ mL).

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Section: Cytotoxicity and Inhibition Of No Productionmentioning

confidence: 99%

Preparation of Amino Alcohols Condensed with Carbohydrates: Evaluation of Cytotoxicity and Inhibitory Effect on NO Production

et al. 2010

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“…The susceptibility of microorganisms to a drug depends on its physicochemical characteristics and on the composition of microbial membranes . In this sense, the differences in physicochemical properties of the dyes could provide arguments to explain the greater photoinactivation mediated by NRBr.…”

Section: Resultsmentioning

confidence: 99%

Mechanistic Insight into the Photodynamic Effect Mediated by Neutral Red and a New Azine Compound in Staphylococcus aureus Cells

Urrutia

Ortiz

Alovero

2019

Chemistry & Biodiversity

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The photodynamic activity of Neutral Red and the new monobrominated Neutral Red was studied in suspensions of Staphylococcus aureus. The effect of mannitol and sodium azide in the presence of 25 μm photosensitizer on lethal photosensitization were investigated. The results of the mechanistic evaluation of Neutral Red showed that both mannitol and sodium azide produced a completed protective effect after irradiation without significant differences between them. The evaluation of monobrominated Neutral Red also showed a protective effect of microorganisms with the addition of mannitol. Although sodium azide produced a protective effect of the photoinactivation, it was incomplete and less than that exhibited by mannitol. The results indicate that the starting reagent, Neutral Red, is a producer of radical species, acting through a type I mechanism, whereas the halogenated derivative of Neutral Red produced reactive oxygen species and a contribution of singlet molecular oxygen cannot be discarded in the photoinactivation of Staphylococcus aureus cells. These results, analyzed together with the previously evaluated properties of the dyes, allow us to explain the differences observed in the photoinactivation of Staphylococcus aureus mediated by both azine photosensitizers.

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“…The cause of poor activity can be explained by wide range of resistant mechanism of S. aureus and different cell wall structures of Gram-negative bacteria and fungi (22,29). For this reason, the following structure activity relationship (SAR) will be discussed only for E. faecalis (Table 2):…”

Section: Antimicrobial Activitymentioning

confidence: 99%

Bazı taurinamit türevi bileşiklerin sentezi ve antimikrobiyel etkileri

Akgül¹,

Öztürk²,

Aygül³

et al. 2017

Marmara Pharmaceutical Journal

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In this study, a series of taurinamide derivatives were synthesized and screened for their antimicrobial activity. The structures of the newly synthesized compounds 11-15 were evaluated by 1 H NMR, IR, MS-APCI and elemental analysis. Compounds (1-15) were tested against standard strains of Gram(+), Gram(−) bacteria and fungi by using disc diffusion and broth microdilution methods. Although disc diffusion method did not show any comparable results due to the solubility properties of the compounds; microdilution method results indicated that title compounds showed from poor to good activity against only Enterococcus faecalis. It can be concluded that phtalimido moiety, secondary aryl sulphonamide group and electrondonating group substitution on phenyl ring are essential for the antibacterial activity. Among the tested compounds, para substituted methyl and methoxy derivatives of N-phenyl-2-phthalimidotaurinamide (4, 7), displayed equipotent activity compared to standard drug gentamicin.

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Relationship between structure and antibacterial activity of lipophilic N-acyldiamines

Cited by 43 publications

References 26 publications

Preparation of Amino Alcohols Condensed with Carbohydrates: Evaluation of Cytotoxicity and Inhibitory Effect on NO Production

Preparation of Amino Alcohols Condensed with Carbohydrates: Evaluation of Cytotoxicity and Inhibitory Effect on NO Production

Mechanistic Insight into the Photodynamic Effect Mediated by Neutral Red and a New Azine Compound in Staphylococcus aureus Cells

Bazı taurinamit türevi bileşiklerin sentezi ve antimikrobiyel etkileri

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