2014
DOI: 10.1016/j.bioorg.2014.05.001
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Design and synthesis of marine natural product-based 1H-indole-2,3-dione scaffold as a new antifouling/antibacterial agent against fouling bacteria

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Cited by 39 publications
(27 citation statements)
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“…88 Reactions of isatins 1a,b with (acylmethylidene)triphenylphosphoranes in ethanol at room temperature occurred analogously, forming compounds 72 in high yields (Scheme 32). 89 At the same time, reaction of 1-acetyl-5-bromoisatin (1n) under the same conditions gave not only the respective compound 74, which was isolated as Z-isomer, but also the spirocyclic compound 75 (Scheme 33). 90 Nevertheless, it was shown by Jiang and coworkers 91 that the same ylide reacted with 5-bromoisatin (1b), giving only compound 72b as a mixture of Z-and E-isomers, which were further converted to cyclopropanes 76 by the action of diazomethane.…”
Section: Scheme 27mentioning
confidence: 97%
“…88 Reactions of isatins 1a,b with (acylmethylidene)triphenylphosphoranes in ethanol at room temperature occurred analogously, forming compounds 72 in high yields (Scheme 32). 89 At the same time, reaction of 1-acetyl-5-bromoisatin (1n) under the same conditions gave not only the respective compound 74, which was isolated as Z-isomer, but also the spirocyclic compound 75 (Scheme 33). 90 Nevertheless, it was shown by Jiang and coworkers 91 that the same ylide reacted with 5-bromoisatin (1b), giving only compound 72b as a mixture of Z-and E-isomers, which were further converted to cyclopropanes 76 by the action of diazomethane.…”
Section: Scheme 27mentioning
confidence: 97%
“…Incorporation of methoxy group in the thiazole compound has boosted the antimicrobial activity in terms of increase in lipophilicity behavior that easily penetrated into the membrane of bacterial strains [29]. Besides, methoxy group also provides electron donating behaviour which enhanced the overall antibacterial activity of the synthesized compound [30]. Conversely, presence of electron withdrawing groups such as hydroxyl and chloro substituents in T1 and T2 weaken overall antibacterial performance.…”
Section: Antibacterial Activitiesmentioning
confidence: 99%
“…Indoles and their derivatives constitute an important class of heterocyclic compounds. In addition the chemistry and pharmacology of indole have been of great interest to medicinal chemists because indole derivatives possessed various biological activities, such as anti-inflammatory [1][2][3], antibacterial [4,5], antimicrobial [6,7],antifungal [8], antihypertensive [9] , anticonvulsant [10][11][12][13][14][15][16] activities. It is interesting to note from chemical literature that various new pharmacophores like oxadiazoles [17][18][19], thiazolidinones [20][21][22][23][24][25] and azetidinones [26][27][28][29] were also found to possess wide spectrum of anticonvulsant activity in various experimental models.…”
Section: Introductionmentioning
confidence: 99%