Synthesis, human topoisomerase IIα inhibitory properties and molecular modeling studies of anti-proliferative curcumin mimics.
| Autor: | Fawzy NG; Department of Pesticide Chemistry, National Research Centre Dokki Giza 12622 Egypt girgisas10@yahoo.com., Panda SS; Department of Chemistry & Physics, Augusta University Augusta GA 30912 USA., Fayad W; Drug Bioassay-Cell Culture Laboratory, Pharmacognosy Department, National Research Centre Dokki Giza 12622 Egypt., Shalaby EM; X-Ray Crystallography Lab., Physics Division, National Research Centre Dokki Giza 12622 Egypt., Srour AM; Department of Therapeutic Chemistry, National Research Centre Dokki Giza 12622 Egypt., Girgis AS; Department of Pesticide Chemistry, National Research Centre Dokki Giza 12622 Egypt girgisas10@yahoo.com. |
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| Jazyk: | angličtina |
| Zdroj: | RSC advances [RSC Adv] 2019 Oct 21; Vol. 9 (58), pp. 33761-33774. Date of Electronic Publication: 2019 Oct 21 (Print Publication: 2019). |
| DOI: | 10.1039/c9ra05661k |
| Abstrakt: | 3,5-Bis(arylidene)- N -substituted-4-oxo-piperidine-1-carboxamides 24-51 were synthesized as curcumin mimics in a facile pathway through reaction of 3,5-bis(arylidene)-4-piperidones with the appropriate isocyanate in the presence of triethylamine. The 3 E ,5 E '-stereochemical configuration was conclusively supported by single crystal X-ray studies of compounds 25 and 34. Most of the synthesized piperidinecarboxamides showed high anti-proliferative properties with potency higher than that of 5-fluorouracil (clinically approved drug against colon, breast and skin cancers) through in vitro MTT bio-assay. Some of them revealed anti-proliferative properties at sub-micromolar values (IC Competing Interests: There is no conflict to declare. (This journal is © The Royal Society of Chemistry.) |
| Databáze: | MEDLINE |
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