2200-91-1Relevant articles and documents
Ethynylphenyl carbonates and carbamates as dual-action acetylcholinesterase inhibitors and anti-inflammatory agents
Saxena, Jaya,Meloni, David,Huang, Mou-Tuan,Heck, Diane E.,Laskin, Jeffrey D.,Heindel, Ned D.,Young, Sherri C.
, p. 5609 - 5612 (2015)
Novel ethynylphenyl carbonates and carbamates containing carbon- and silicon-based choline mimics were synthesized from their respective phenol and aniline precursors and screened for anticholinesterase and anti-inflammatory activities. All molecules were micromolar inhibitors of acetylcholinesterase (AChE), with IC50s of 28-86 μM; the carbamates were two-fold more potent than the carbonates. Two of the most potent AChE inhibitors suppressed 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation by 40%. Furthermore, these molecules have physicochemical properties in the range of other CNS drugs. These molecules have the potential to treat inflammation; they could also dually target Alzheimer's disease through restoration of cholinergic balance and inflammation suppression.
A Biocompatible Heterogeneous MOF–Cu Catalyst for In Vivo Drug Synthesis in Targeted Subcellular Organelles
Wang, Faming,Zhang, Yan,Liu, Zhengwei,Du, Zhi,Zhang, Lu,Ren, Jinsong,Qu, Xiaogang
, p. 6987 - 6992 (2019)
As a typical bioorthogonal reaction, the copper-catalyzed azide–alkyne cycloaddition (CuAAC) has been used for drug design and synthesis. However, for localized drug synthesis, it is important to be able to determine where the CuAAC reaction occurs in living cells. In this study, we constructed a heterogeneous copper catalyst on a metal–organic framework that could preferentially accumulate in the mitochondria of living cells. Our system enabled the localized synthesis of drugs through a site-specific CuAAC reaction in mitochondria with good biocompatibility. Importantly, the subcellular catalytic process for localized drug synthesis avoided the problems of the delivery and distribution of toxic molecules. In vivo tumor therapy experiments indicated that the localized synthesis of resveratrol-derived drugs led to greater antitumor efficacy and minimized side effects usually associated with drug delivery and distribution.
Evaluating the intramolecular charge transfer in novel meso-alkoxyphenyl and β-ethynylphenolic BODIPY derivatives
Rocha-Ortiz, Juan S.,Insuasty, Alberto,Insuasty, Braulio,Ortiz, Alejandro
, (2020)
Two new BODIPY derivatives (BDP1 and BDP3) were synthetized and characterized using photophysical, electrochemical and theoretical methods. Twisted intramolecular charge transfer (TICT) and intramolecular charge transfer (ICT) phenomena were evidenced from solvatochromism effects in THF/toluene mixtures and supported by theoretical DFT calculations. The different results suggest that TICT and ICT processes are directly related to the meso-alkoxyphenyl and β-ethynylphenolic substitutions linked to the BODIPY core. The functionalization with the β-ethynylphenolic group favors the ICT process due to its coplanarity with the BODIPY moiety, while the functionalization with an alkoxy-phenyl unit, which lacks this coplanarity, exhibited a TICT process instead. The higher electronic conjugation of BDP3 in comparison to BDP1, leads to more pronounced cathodic and anodic shifts. Phenolic moiety has a strong contribution in HOMO orbitals, while LUMO orbital has a contribution for the BODIPY core.
Influence of functional groups on the self-assembly of liquid crystals
Tan, Shanchao,Tao, Jiayu,Luo, Wendi,Jiang, Hao,Liu, Yuhong,Xu, Haijun,Zeng, Qingdao,Shi, Hongyu
, p. 1149 - 1152 (2020/10/12)
Functional groups in the molecule play an important role in the molecular organization process. To reveal the influence of functional groups on the self-assembly at interface, herein, the self-assembly structures of three liquid crystal molecules, which only differ in the functional groups, are explicitly characterized by using scanning tunneling microscopy (STM). The high-resolution STM images demonstrate the difference between the supramolecular assembly structures of three liquid crystal molecules, which attribute to the hydrogen bonding interaction and π-π stacking interaction between different functional groups. The density functional theory (DFT) results also confirm the influence of these functional groups on the self-assemblies. The effort on the self-assembly of liquid crystal molecules at interface could enhance the understanding of the supramolecular assembly mechanism and benefit the further application of liquid crystals.
Metal iridium complex with synergistic response to tumor microenvironment pH/hypoxia and application of metal iridium complex
-
, (2020/03/02)
The invention relates to a kind of phosphorescent ion-type iridium complexes capable of fluorescent imaging under hypoxic conditions. The kind of phosphorescent ion-type iridium complexes has a following structure (please see the specifications for the structure). Or a phosphorescent ion-type iridium complex probe is utilized, and a synergistic response to acidification and hypoxia is realized inextracorporal monolayer cells and three-dimensional tumor multicellular spheroids, and compared with a traditional single-factor response probe, the probe can obtain a larger signal change. The probeprovides new ideas for the design of phosphorescent probes for early diagnosis and has potential application value in the early diagnosis, observation and treatment aspects of cancer.
