120533-65-5Relevant academic research and scientific papers
Design, synthesis and biological evaluation Of 3,9-Diazatetraasteranes as novel matrilysin inhibitors
Liu, Yanlan,Tan, Hongbo,Yan, Hong,Song, Xiuqing
, p. 567 - 578 (2013)
Matrilysin is an ideal biological target to develop novel inhibitors because it is overexpressed in malignant tumour cells. A series of 3,9-diazatetraasteranes was designed as inhibitors of matrilysin, which was an ideal biological target because it is responsible for aggressive malignant phenotypes and poor prognoses implicated in many cancers. Docking simulation supported the initial pharmacophore hypothesis and suggested a common interaction mechanism of 3,9-diazatetraasteranes with the catalytic site of matrilysin. The 3,9-diazatetraasteranes were synthesized by the photocyclization of 4-aryl-1,4-dihydropyridines, and their structures were determined using 1H NMR, 13C NMR and MS. The inhibitory activities of these compounds on matrilysin were investigated in vitro using an MTT assay in A549 (small cell lung cancer) cells. The results show that the 3,9-diazatetraasteranes can inhibit the growth of A549 tumour cells. The best IC50 value is approximately 50 μm. This result indicates that 3,9-diazatetraasteranes will be useful pharmacological tools for the investigation of matrilysin inhibitors. A series of 3,9-diazatetraasteranes was designed and synthesized as matrilysin inhibitors. These compounds were evaluated for their inhibitory activity against A549 (small cell lung cancer) cells and displayed potent activities.
Highly regioselective photodimerization of 1,4-dihydropyridines: An efficient synthesis of novel 3,6-diazatetraasteranes
Tan, Hong-Bo,Zhao, Zhi-Chang,Ma, Zong-Shan,Yan, Hong
, p. 529 - 534 (2018)
Conventional photocycloaddition of 1,4-dihydropyridines does not afford novel head-to-head 3,6-diazatetraasteranes. Herein, we describe a highly regioselective method to synthesize 3,6-diazatetraasteranes via an intramolecular photodimerization of 1,4-dih
Hetero-intermolecular [2+2] photocycloaddition of 1,4-dihydropyridines: A combined experimental and DFT study
Fan, Qiangwen,Tan, Hongbo,Li, Peng,Yan, Hong
, p. 16795 - 16805 (2018/10/23)
In this article, the hetero-intermolecular [2+2] photocycloaddition of 1,4-dihydropyridines (1,4-DHPs) in solution was reported, wherein head-to-tail (HT) dimeric products (syn-dimers and cage dimers) were formed exclusively through successive inter- and intra-molecular [2+2] cycloaddition. The effects of irradiation wavelength, solvents and substituents on the efficiency of these transformations were investigated. To shed light on the intrinsic characteristics and stereoselectivity of the photocycloaddition, DFT and TDDFT theoretical calculations were carried out to reveal detailed reaction processes.
Biological evaluation of 4-aryl-1,4-dihydropyridines as VEGFR-2 kinase inhibitors
Sun,Ma,Yan
, p. 2891 - 2899 (2017/03/22)
Vascular endothelial growth factor-2 receptor (VEGFR-2) kinase is a promising target for the development of novel anticancer drugs. Molecular docking modeling was performed on a series of 4-aryl-1,4-dihydropyridines derivatives to evaluate the structural basis for VEGFR-2 inhibitory activity. Some 4-aryl-1,4-dihydropyridines were synthesized in the reaction of aromatic aldehydes and ethyl propiolate with anilines in acetic acid. The biological activities were evaluated against the cells A549, A431 and Hep-G2. The results indicated that 4-aryl-1,4-dihydropyridines could be the promising potential VEGFR-2 inhibitors.
ETHYL ESTERS OF 1,4-DIHYDROPYRIDINE-3,5-DICARBOTHIONIC ACIDS
Vigante, B. A.,Ozols, Ya. Ya.,Chekavichus, B. S.,Dubur, G. Ya.
, p. 1017 - 1023 (2007/10/02)
Methods for the synthesis of the esters of 1,4-dihydropyridine-3,5-dicarbothionic acids by the thionation of the carbonyl analogs with Lawesson's reagent are developed.The influence of the substituents at the nitrogen atom on the course of the thionation reaction is considered.The physicochemical characteristics of this series of substances are analyzed; their reactivity in the reactions of N-alkylation, oxidation, and anion formation is studied.
