2018
DOI: 10.1016/j.tetlet.2018.11.005
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A Jocic-type approach for a practical and scalable synthesis of pyrrolonaphthoxazepine (PNOX)-based potent proapoptotic agents

Abstract: We developed a Jocic-type protocol for the construction of the pyrrolonaphthoxazepine (PNOX) core. After an initial investigation based on the isolation of a trichloromethyl carbinol derivative, we shifted our attention towards a multicomponent single-step protocol. Screening of a variety of bases and solvents led to the identification of the optimum conditions for the preparation of the key a-aryloxy carboxylic acids to undergo intramolecular cyclization. The novel chemical route significantly improved overal… Show more

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Cited by 5 publications
(2 citation statements)
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“…To investigate the anticancer properties, a series of compounds were designed to show better lipophilicity by introducing a polar group or atom into the basic structure. [30] The obtained data suggested a relevant therapeutic potential for the newly developed compounds 29a and 29b as effective anticancer agents displaying efficacy on multiple cancer cell lines.…”
Section: Antitumor Activitymentioning
confidence: 86%
“…To investigate the anticancer properties, a series of compounds were designed to show better lipophilicity by introducing a polar group or atom into the basic structure. [30] The obtained data suggested a relevant therapeutic potential for the newly developed compounds 29a and 29b as effective anticancer agents displaying efficacy on multiple cancer cell lines.…”
Section: Antitumor Activitymentioning
confidence: 86%
“…These compounds are enabled to bind to the active site of microtubules, and targeting agents, thus interfering with the microtubule involved in a variety of cell processes in eukaryotes, for example, growth, proliferation, or autophagy. Among the compounds, 82 and 83 were found to have better lipophilicity due to incorporation of a polar group or atom into the basic structure [77] and a relevant therapeutic potential for effective anticancer agents that display efficacy on multiple cancer cell lines.…”
Section: Pharmacological Profile Of Benzoxazepine Derivatives As Anti...mentioning
confidence: 99%