The synthesis of [2]rotaxanes stoppered with one or two dipyrromethane groups has opened a route for the construction of mechanically interlocked molecules incorporating various porphyrinoid stations. The exploitation of those precursors allowed the creation of [3]rotaxanes and [2]catenanes based on the calix[4]phyrin motif, presenting intriguing molecular dynamics. The intrinsic flexibility of the porphyrinoid allowed the introduction of a new type of molecular motion within the rotaxanes, termed fluttering.
View Article and Find Full Text PDFNew amide conjugates 1-6 of hydroxycinnamic acids (HCA) and 5'-deoxy-5-fluorocytidine (5-dFCR), the prodrug of 5-fluorouracil (5-FU), were synthesized and tested against pancreatic cancer lines (PDAC). The compounds showed slightly higher efficacy against primary BxPC-3 cells (IC values of 14-45 μM) than against metastatic AsPC-1 (IC values of 37-133 μM), and similar to that of 5-FU for both PDAC lines. Compound 1, which has a -(acetyloxy)coumaroyl substituent, was found to be the most potent (IC = 14 μM) with a selectivity index of approximately 7 to normal dermal fibroblasts (IC = 96 μM).
View Article and Find Full Text PDFRecently, pyrrole cages have been synthesized that encapsulate ion pairs and silver(I) clusters to form intricate supramolecular capsules. We report here a computational analysis of these structures using density functional theory combined with a semiempirical tight-binding approach. We find that for neutral pyrrole cages, the Gibbs free energies of formation provide reliable predictions for the ratio of bound ions.
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