34857-66-4Relevant articles and documents
Novel artemisinin derivatives with potent anticancer activities and the anti-colorectal cancer effect by the mitochondria-mediated pathway
Lin, Lan,Lu, Wenyu,Dai, Tianzhi,Chen, Huan,Wang, Tong,Yang, Li,Yang, Xuelian,Liu, Ying,Sun, Dequn
, (2020/12/14)
Many artemisinin derivatives have good inhibitory effects on malignant tumors. In this work, a novel series of artemisinin derivatives containing piperazine and fluorine groups were designed and synthesized and their structures were confirmed by 1H NMR, 13C NMR and HRMS technologies. The in vitro cytotoxicity against various cancer cell lines was evaluated. Among the derivatives, compound 12h was found to exhibit not only the best activity against HCT-116 cells (IC50 = 0.12 ± 0.05 μM), but also low toxicity against normal cell line L02 (IC50 = 12.46 ± 0.10 μM). The mechanisms study revealed that compound 12h caused the cell cycle arrest in G1 phase, induced apoptosis in a concentration-dependent manner, significantly reduced mitochondrial membrane potential, increased intracellular ROS and Ca2+ levels, up-regulated the expression of Bax, cleaved caspase-9, cleaved caspase-3, and down-regulated the expression of Bcl-2 protein. A series of analyses confirmed that 12h can inhibit HCT-116 cells migration and induce apoptosis by a mechanism of the mitochondria-mediated pathway in the HCT-116 cell line. The present work indicates that compound 12h may merit further investigation as a potential therapeutic agent for colorectal cancer.
Artemisinin derivatives containing piperazine ring and fluorine element, and preparation method and application of artemisinin derivatives
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Paragraph 0079; 0111; 0114; 0115, (2020/04/06)
The invention provides artemisinin derivatives containing a piperazine ring and a fluorine element, and a preparation method and an application of the artemisinin derivatives. The structures of the compounds are verified through 1H NMR, 13C NMR and HRMS technologies, and in vitro cytotoxicity to MCF-7, A549, PC12, SH-SY5Y, U87MG, U118MG and HCT116 cancer cell lines is evaluated through MTT analysis. Results show that the artemisinin derivatives provided by the invention can more effectively inhibit the growth of cancer cell lines than artemisinin, and has potential application value in preparation of antitumor drugs.
Evaluation of the analgesic effect of 4-anilidopiperidine scaffold containing ureas and carbamates
Monti, Ludovica,Stefanucci, Azzurra,Pieretti, Stefano,Marzoli, Francesca,Fidanza, Lorenzo,Mollica, Adriano,Mirzaie, Sako,Carradori, Simone,De Petrocellis, Luciano,Schiano Moriello, Aniello,Benyhe, Sándor,Zádor, Ferenc,Sz?cs, Edina,?tv?s, Ferenc,Erdei, Anna I.,Samavati, Reza,Dvorácskó, Szabolcs,T?mb?ly, Csaba,Novellino, Ettore
, p. 1638 - 1647 (2016/10/09)
Fentanyl is a powerful opiate analgesic typically used for the treatment of severe and chronic pain, but its prescription is strongly limited by the well-documented side-effects. Different approaches have been applied to develop strong analgesic drugs with reduced pharmacologic side-effects. One of the most promising is the design of multitarget drugs. In this paper we report the synthesis, characterization and biological evaluation of twelve new 4-anilidopiperidine (fentanyl analogues). In vivo hot-Plate test, shows a moderate antinociceptive activity for compounds OMDM585 and OMDM586, despite the weak binding affinity on both μ and δ-opioid receptors. A strong inverse agonist activity in the GTP-binding assay was revealed suggesting the involvement of alternative systems in the brain. Fatty acid amide hydrolase inhibition was evaluated, together with binding assays of cannabinoid receptors. We can conclude that compounds OMDM585 and 586 are capable to elicit antinociception due to their multitarget activity on different systems involved in pain modulation.
