Synthesis of Lipophilic‐2‐Mercaptobenzoxazoles and 2‐Spirothiophene‐Phosphonate Derivatives as Potent Anticancer Agents

Synthesis of Lipophilic‐2‐Mercaptobenzoxazoles and 2‐Spirothiophene‐Phosphonate Derivatives as Potent Anticancer Agents

As a part of our ongoing research program in developing new anticancer agents, herein, we report the synthesis of a series of 2‐mercapto‐2,3‐dihydrobenzoxazole‐2‐methyl‐, ‐2‐thioethyl‐, and/or 2‐spirothiophene‐phosphonates. Five of these new compounds that combine three bioactive moieties: oxazole,...

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Veröffentlicht in:Journal of heterocyclic chemistry 2017-03, Vol.54 (2), p.923-931
Hauptverfasser: Abdou, Wafaa M., Barghash, Reham F., Bekheit, Mohamed S.
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Sprache:eng
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Cancer
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creator Abdou, Wafaa M.
Barghash, Reham F.
Bekheit, Mohamed S.
description As a part of our ongoing research program in developing new anticancer agents, herein, we report the synthesis of a series of 2‐mercapto‐2,3‐dihydrobenzoxazole‐2‐methyl‐, ‐2‐thioethyl‐, and/or 2‐spirothiophene‐phosphonates. Five of these new compounds that combine three bioactive moieties: oxazole, thiol, and phosphonate motifs, exhibited remarkable growth inhibition against 13 carcinoma cell lines. The results of the experimentally determined log K and clog P values are in agreement with Lipinski Rule >5 and showed a strong correlation with the pharmacological results; nevertheless, it is poorly consisted with calculated log P/Clog P and log P/ACD.
doi_str_mv 10.1002/jhet.2655
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title Synthesis of Lipophilic‐2‐Mercaptobenzoxazoles and 2‐Spirothiophene‐Phosphonate Derivatives as Potent Anticancer Agents
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