472962-34-8Relevant academic research and scientific papers
In-silico designing, chemical synthesis, characterization and in-vitro assessment of antibacterial properties of some analogues of curcumin
Shrivash, Manoj K.,Mishra, Sonali,UpmaNarain,Pandey, Jyoti,Misra, Krishna
, p. 89 - 97 (2018/07/13)
In the present work two key regulator proteins, monomeric MipZ of Caulobacter vibrioides (similar to Pseudomonas aeruginosa) and Pyruvate kinase of Staphylococcus aureus were docked with curcumin, the wonder molecule from the spice turmeric and structures
Synthesis and evaluation of electron-rich curcumin analogues
Amolins, Michael W.,Peterson, Laura B.,Blagg, Brian S.J.
experimental part, p. 360 - 367 (2011/02/26)
The natural product curcumin has long been recognized for its medicinal properties and is utilized for the treatment of many diseases. However, it remains unknown whether this activity is based on its presumably promiscuous scaffold, or if it results from the Michael acceptor properties of the α,β-unsaturated 1,3-diketone moiety central to its structure. To probe this issue, electron-rich pyrazole and isoxazole analogues were prepared and evaluated against two breast cancer cell lines, which resulted in the identification of several compounds that exhibit low micromolar to mid nanomolar anti-proliferative activity. A conjugate addition study was also performed to compare the relative electrophilicity of the diketone, pyrazole and isoxazole analogues.
Chemical synthesis and biological evaluation of novel epothilone B and trans-12,13-cyclopropyl epothilone B analogues
Nicolaou,Ritzén, Andreas,Namoto, Kenji,Buey, Rubén M,Díaz, J.Fernando,Andreu, José M,Wartmann, Markus,Altmann, Karl-Heinz,O'Brate, Aurora,Giannakakou, Paraskevi
, p. 6413 - 6432 (2007/10/03)
In addition to the total synthesis of the thiomethyl thiazole side chain analogue of epothilone B (3), a series of related trans-12,13-cyclopropyl epothilone B analogues (6, 8, 10, 12-14) was accomplished. While the synthesis of the epothilone B analogue (3) proceeded through a Stille coupling of a vinyl iodide substrate containing the epothilone macrocycle with the appropriate side chain stannane, that of the cyclopropyl analogues (6, 8, 10, 12-14) involved a convergent strategy in which a Nozaki-Hiyama-Kishi coupling as a means of introducing the side chains prior to Yamaguchi macrolactonization and final elaboration to the target molecules. The synthesized analogues were subjected to biological evaluation involving in vitro tubulin polymerization, affinity for the microtubule Taxol binding site and cell cytotoxicity assays. The results identified the methylthio thiazole side chain as a potency enhancing moiety for the epothilones and shed further light on the structure-activity relationships within this important class of chemotherapeutic agents.
