98260-05-0Relevant academic research and scientific papers
Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis
Gallagher, Timothy,Glorius, Frank,Hu, Tianjiao,Moock, Daniel,Wagener, Tobias
supporting information, p. 13677 - 13681 (2021/05/10)
We report an enantio- and diastereoselective, complete hydrogenation of multiply substituted benzofurans in a one-pot cascade catalysis. The developed protocol facilitates the controlled installation of up to six new defined stereocenters and produces architecturally complex octahydrobenzofurans, prevalent in many bioactive molecules. A unique match of a chiral homogeneous ruthenium-N-heterocyclic carbene complex and an in situ activated rhodium catalyst from a complex precursor act in sequence to enable the presented process.
From Kinase Inhibitors to Multitarget Ligands as Powerful Drug Leads for Alzheimer's Disease using Protein-Templated Synthesis
Nozal, Vanesa,García-Rubia, Alfonso,Cuevas, Eva P.,Pérez, Concepción,Tosat-Bitrián, Carlota,Bartolomé, Fernando,Carro, Eva,Ramírez, David,Palomo, Valle,Martínez, Ana
supporting information, p. 19344 - 19354 (2021/07/28)
Multitarget directed ligands (MTDLs) are arising as promising tools to tackle complex diseases. The main goal of this work is to create powerful modulating agents for neurodegenerative disorders. To achieve this aim, we have combined fragments that inhibi
Electro-Oxidative Selective Esterification of Methylarenes and Benzaldehydes
Yu, Congjun,?zkaya, Bünyamin,Patureau, Frederic W.
supporting information, p. 3682 - 3687 (2021/02/01)
A mild and green electro-oxidative protocol to construct aromatic esters from methylarenes and alcohols is herein reported. Importantly, the reaction is free of metals, chemical oxidants, bases, acids, and operates at room temperature. Moreover, the design of the electrolyte was found critical for the oxidation state and structure of the coupling products, a rarely documented effect. This electro-oxidative coupling process also displays exceptional tolerance of many fragile easily oxidized functional groups such as hydroxy, aldehyde, olefin, alkyne, as well as neighboring benzylic positions. The enantiomeric enrichment of some chiral alcohols is moreover preserved during this electro-oxidative coupling reaction, making it overall a promising synthetic tool.
Kojic acid–natural product conjugates as mushroom tyrosinase inhibitors
Ashooriha, Morteza,Emami, Saeed,Kardan, Mostafa,Khoshneviszadeh, Mahsima,Khoshneviszadeh, Mehdi,Rafiei, Alireza,Yazdian-Robati, Rezvan
, (2020/07/10)
As part of our effort to develop potential tyrosinase inhibitors, we have conjugated the well-known tyrosinase inhibitor kojic acid (KA) with several phenolic natural products such as umbelliferone, sesamol, thymol, carvacrol, eugenol, isoeugenol, vanilli
An epidermal growth factor receptor-targeted and endoplasmic reticulum-localized organic photosensitizer toward photodynamic anticancer therapy
Zhao, Xuan,Ma, Haixia,Chen, Juanjuan,Zhang, Fengling,Jia, Xiao,Xue, Jinping
, (2019/08/26)
The endoplasmic reticulum (ER), as the largest organelle in eukaryotic cells, plays complex but pivotal roles in multiple intracellular metabolic functions, including biosynthesis, sensing, and signal transduction, especially in proteins folding and post-translation modification. The ER is regarded as a promising target for anticancer therapy. Based on previous tumor-targeted photodynamic therapy (PDT), we chemically modified the phthalocyanine-based photosensitizer molecule with the small molecular anticancer-targeting drug erlotinib and the ER-targetable moiety methyl sulfonamide to develop an advanced photosensitizer EB-ER-Pc that can specifically target the subcellular organelle ER of EGFR-overexpressing cancer cells. The in vitro experiments show that the dual-target photosensitizer EB-ER-Pc can generate ROS in situ in the ER of the tumor target region to induce ER stress, upregulate Ca2+ ion level, and decrease mitochondrial membrane potential (MMP) to mediate cancer cells death and ablation. The results suggest that EB-ER-Pc is a promising candidate for effective photodynamic cancer therapy.
Preparation method and applications of photosensitizer targeting at EGFR excess expression tumor cell endoplasmic reticulum
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Paragraph 0020, (2019/10/01)
The invention discloses a photosensitizer targeting at EGFR excess expression tumor cell endoplasmic reticulum, and a preparation method thereof. According to the preparation method, phthalocyanine mother ring is connected with small molecular target medicine erlotinib(N-(3-acetylene phenyl)-[6, 7-di(2-methoxy ethoxy)] quinazoline-4-amine) through water soluble alcoxyl long chains in the axial direction through covalent bonds, so that the amphipathy, the bio-compatibility, and the selective targeting performance of the photosensitizer on tumor cells are improved; groups targeting at endoplasmic reticulum are introduced onto the other end of the phthalocyanine mother ring, so that, in vivo, the photosensitizer is capable of realizing selective targeting on endoplasmic reticulum, and photodynamic action efficiency is increased. The structure is single; the synthesis route is mature; the composition is determined; no isomer is generated; product separation and purification are convenient; and at the same time, aggregation of the complex is not easily caused, so that it is beneficial for increasing of cell uptake ratio.
Living and enantiomer-selective polymerization of allene initiated by Ni complex containing chiral phosphine
Zhu, Hai,Luo, Shizhong,Wu, Zongquan
supporting information, p. 153 - 156 (2018/05/16)
A new allylnickel(II) complex ([S(R)]-N-[(1S)-2-(diphenylphosphino)-1-phenylethyl]-2-methyl-2-propanesulfinamide)?(2,?2,?2-?trifluoroacetato-?κO)?(π-allyl)?nickel (2) was designed and prepared by using chiral phosphine. 2 was revealed to efficiently initi
Multivalency Increases the Binding Strength of RGD Peptidomimetic-Paclitaxel Conjugates to Integrin αVβ3
Raposo Moreira Dias, André,Pina, Arianna,Dal Corso, Alberto,Arosio, Daniela,Belvisi, Laura,Pignataro, Luca,Caruso, Michele,Gennari, Cesare
supporting information, p. 14410 - 14415 (2017/09/13)
This work reports the synthesis of three multimeric RGD peptidomimetic-paclitaxel conjugates featuring a number of αVβ3 integrin ligands ranging from 2 to 4. These constructs were assembled by conjugation of the integrin αV/sub
Synthesis of Tetrasubstituted α,β-Unsaturated Aldehydes via Radical 1,4-Aryl Migration/Trifluoromethylthiolation Cascade Reaction of Aryl Propynyl Ethers
Guo, Chun-Huan,Chen, Dao-Qian,Chen, Si,Liu, Xue-Yuan
supporting information, p. 2901 - 2906 (2017/09/08)
A one-pot synthesis of tetrasubstituted acrylaldehydes via difunctionalization of aryl propynyl ethers has been achieved, which involves a trifluoromethylthiolation process and a radical 1,4-aryl migration from oxygen to carbon. The reaction shows excellent conversion of aryl propynyl ethers into trifluoromethyl-containing α,β-unsaturated aldehydes through a radical pathway. (Figure presented.).
The synthesis and ring-opening metathesis polymerization of glycomonomers
Weaver, Lucy G.,Singh, Yogendra,Burn, Paul L.,Blanchfield, Joanne T.
, p. 31256 - 31264 (2016/04/08)
The synthesis of a series of short poly(norbornene)s displaying pendant disaccharides is reported. para-(Propargyloxy)benzyl moieties were attached to a norbornenyl group via an ester or amide linkage, giving two different pre-monomers. A set of protected β-(1→6)-linked glucosamine-based disaccharides, structurally similar to the bacterial biofilm constituent poly-N-acetylglucosamine (PNAG), were attached to the pre-monomers via a Huisgen 1,3-dipolar cycloaddition reaction to generate a series of 'glycomonomers'. In the presence of a Grubbs' 3rd generation catalyst, the glycomonomers displayed variable reactivities that were dependent on the type of linkage (ester or amide) between the norbornenyl and benzyl moieties. In general, the amide-linked glycomonomers polymerized at a much slower rate and had a comparatively lower degree of polymerization than the corresponding ester-linked constructs. All the materials displayed a relatively narrow molecular weight distribution ( = 1.2-1.5).
