1986
DOI: 10.1016/0166-6851(86)90079-4
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Esters of 3,4-dihydroxybenzoic acid, highly effective inhibitors of the sn-glycerol-3-phosphate oxidase of Trypanosoma brucei brucei

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Cited by 35 publications
(33 citation statements)
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“…The n-alkyl 3,4-dihydroxybenzoates were synthesized as previously described (8). The N-n-alkyl-3,4-dihydroxybenzamides were synthesized via condensation of the appropriate amines with succinimido 3,4-dihydroxybenzoate or 3,4-dihydroxybenzoyl chloride.…”
Section: Materuils and Methodsmentioning
confidence: 99%
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“…The n-alkyl 3,4-dihydroxybenzoates were synthesized as previously described (8). The N-n-alkyl-3,4-dihydroxybenzamides were synthesized via condensation of the appropriate amines with succinimido 3,4-dihydroxybenzoate or 3,4-dihydroxybenzoyl chloride.…”
Section: Materuils and Methodsmentioning
confidence: 99%
“…In combination with glycerol, which blocks a glycerol-producing pathway by mass action, salicylhydroxamic acid (SHAM) is trypanocidal (4), although the concentrations required for a cure are toxic to the host (9). In a search for alternatives to SHAM, we designed, synthesized, and tested compounds against TAO activity as measured in a crude mitochondrial preparation of T. brucei brucei (5,7,8). The most active compounds were p-n-alkyloxybenzhydroxamic acids and n-alkyl 3,4-dihydroxybenzoates, the latter being the more active.…”
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confidence: 99%
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“…Concerning about the electron transport inhibitors, many studies have been performed for TAO. [64][65][66] Inhibitors of plant AOX, SHAM and n-propyl gallate, have a benzene ring, as ubiquinone, and these agents inhibit TAO. Therefore, structure-function relationship was studied in detail among p-alkyloxybenzhydroxaminc acid, which is a structural analogue of SHAM, and various derivatives of 3,4-dihydroxybenzoic acid.…”
Section: Ii-1-3 Inhibitors Targeting Taomentioning
confidence: 99%
“…44 In this paper, we propose a series of potential antimicrobial compounds: phenolic acids, esters, and amides that we postulate should act through the disruption of redox homeostasis in microbial metabolism and cell components, including the cell membrane. 45,46 Our hypothesis is that small structural modifications may have differential impacts on both efficacy and human health hazards. Exploiting these differences between human and microbial biochemical processes or cell structures could improve antimicrobial potency without adverse human health outcomes.…”
Section: ■ Introductionmentioning
confidence: 99%