1466-17-7Relevant academic research and scientific papers
Aminomethylpyridinequinones as new ligands for PEPPSI-type complexes
Gajda, Roman,Poater, Albert,Brotons-Rufes, Artur,Planer, Sebastian,Wo?niak, Krzysztof,Grela, Karol,Kajetanowicz, Anna
, p. 138 - 156 (2021/03/22)
A set of six new catalysts possessing quinone moieties in a pyridine ligand was synthesized and fully characterized by standard analytical techniques, including X-Ray crystallography. The results obtained in Suzuki and Mizoroki–Heck cross-coupling reactions catalyzed by quinone-based compounds were comparable to these obtained in the presence of the original PEPPSI complex designed by Organ. DFT calculations allow to see the structural and electronic factors to describe their similarity. On the other hand, steric maps and NCI plots were the tools to have a more global view of the systems studied, leaving the sphere of reactivity around the metal.
Design, synthesis and antitumour and anti-angiogenesis evaluation of 22 moscatilin derivatives
Guan, Li,Zhou, Junting,Lin, Qinghua,Zhu, Huilin,Liu, Wenyuan,Liu, Baolin,Zhang, Yanbo,Zhang, Jie,Gao, Jing,Feng, Feng,Qu, Wei
, p. 2657 - 2665 (2019/05/01)
Two series of moscatilin derivatives were designed, synthesized and evaluated as anti-tumor and anti-angiogenesis agents. Most of these compounds showed moderate-to-obvious cytotoxicity against five cancer cell lines (A549, HepG2, MDA-MB-231, MKN-45, HCT116). Among these cell lines, compounds had obvious effects on HCT116. Especially for 8Ae, the IC50 was low to 0.25 μM. 8Ae can inhibit the viability and induce the apoptosis of HCT116 cells but exhibit no cytotoxic activity in noncancerous NCM460 colon cells. 8Ae can also arrest the G2/M cell cycle in HCT116 cells by inhibiting the α-tubulin expression. Zebrafish bioassay-guided screen showed the 22 moscatilin derivatives had potent anti-angiogenic activities and compound 8Ae had better activities than positive compound. Molecular docking indicated 8Ae interacted with tubulin at the affinity of ?7.2 Kcal/mol. In conclusion, compound 8Ae was a potential antitumor and anti-angiogenesis candidate for further development.
Synthesis of 4-nitrophenyl sulfones and application in the modified Julia olefination
Mirk, Daniela,Grassot, Jean-Marie,Zhu, Jieping
, p. 1255 - 1259 (2007/10/03)
4-Nitrophenyl (NP) sulfones have been successfully employed in the modified Julia olefination reaction with carbonyl compounds. The olefination reaction proceeds through a sequence of aldol addition, Smiles rearrangement, and elimination. The sulfones are easily prepared in high yields in a two-step sequence starting from inexpensive commercially available para- fluoronitrobenzenes via nucleophilic aromatic substitution by a mercaptane and subsequent oxidation under standard conditions. The modified Julia reaction between NP sulfones and a wide variety of aromatic aldehydes affords the corresponding styrenes, stilbenes and cinnamate derivatives in yields up to 97% and good stereoselectivities. A mechanistic rationale is advanced to explain the observed results. Georg Thieme Verlag Stuttgart.
Reaction of Lithium with Alkylidene Halides and Carbonyl Compounds
Pasha, M. A.,Ravindranath, B.
, p. 781 - 782 (2007/10/02)
While benzylidene bromide reacts with aromatic aldehydes and lithium to give stilbenes, the reaction with aliphatic carbonyl compounds as well as that of alkylidene halides with carbonyl compounds and lithium are complicated by several competing side reactions.
