114233-80-6Relevant academic research and scientific papers
Dendrimer-based micelles as cyto-compatible nanocarriers
Parshad, Badri,Yadav, Preeti,Kerkhoff, Yannic,Mittal, Ayushi,Achazi, Katharina,Haag, Rainer,Sharma, Sunil K.
, p. 11984 - 11993 (2019)
A series of dendritic architectures have been synthesized using biocompatible materials such as glycerol, glucose, phloroglucinol, and alkyl chains of various sizes to give them aqueous solubility and to attain proper hydrophilic-hydrophobic balance, allo
Trigonal scaffolds for multivalent targeting of melanocortin receptors
Elshan, N. G. R. Dayan,Jayasundera, Thanuja,Anglin, Bobbi L.,Weber, Craig S.,Lynch, Ronald M.,Mash, Eugene A.
, p. 1778 - 1791 (2015)
Melanocortin receptors can be used as biomarkers to detect and possibly treat melanoma. To these ends, molecules bearing one, two, or three copies of the weakly binding ligand MSH(4) were attached to scaffolds based on phloroglucinol, tripropargylamine, and 1,4,7-triazacyclononane by means of the copper-assisted azide-alkyne cyclization. This synthetic design allows rapid assembly of multivalent molecules. The bioactivities of these compounds were evaluated using a competitive binding assay that employed human embryonic kidney cells engineered to overexpress the melanocortin 4 receptor. The divalent molecules exhibited 10- to 30-fold higher levels of inhibition when compared to the corresponding monovalent molecules, consistent with divalent binding. The trivalent molecules were only statistically (~2-fold) better than the divalent molecules, still consistent with divalent binding but inconsistent with trivalent binding. Possible reasons for these behaviors and planned refinements of the multivalent constructs targeting melanocortin receptors based on these scaffolds are discussed.
Defining the structural parameters of triazole ligands in the templated synthesis of silver nanoparticles
Kashmery, Heba A.,Clark, Alasdair W.,Dondi, Ruggero,Fallows, Andrew J.,Cullis, Paul M.,Burley, Glenn A.
, p. 4886 - 4895 (2014)
This manuscript describes a one-pot method for the synthesis of size- and shape-selected silver nanoparticles (AgNPs) using Tollens' reagent [Ag(NH3)2OH] as the silver source. Sugar triazole ligands facilitate the formation of monodi
Orientational Selectivity for the Inclusion of Acetonitrile in Tailor-made Macrobicyclic Host Molecules
Berscheid, Ralf,Nieger, Martin,Voegtle, Fritz
, p. 1364 - 1366 (1991)
The first ?-?-interaction between a C-H acidic acetonitrile methyl group and and a '?-basic' host cavity is described based on the X-ray structure of the complex between the host 3 and MeCN; comparison with the structure of the complex between 1 and MeCN
Efficient synthesis of a fluorescent tripod detection system for pesticides by microwave-assisted click chemistry
Mallard-Favier, Isabelle,Blach, Philippe,Cazier, Francine,Delattre, Francois
, p. 161 - 166 (2009)
A new tripod molecule containing an aromatic core bearing three peracetylated cyclodextrins was synthesized via a microwave-assisted Huisgen 1,3-dipolar cycloaddition and was studied by fluorescence spectroscopy. The photoluminescent properties of complex
Supported Synthesis of Adenosine Nucleotides and Derivatives on a Benzene-Centered Tripodal Soluble Support
Appy, Lucie,Peyrottes, Suzanne,Roy, Béatrice
, (2021/06/23)
The first soluble-phase synthesis of adenosine nucleotides including α,β and β,γ-methylene bisphosphonate analogues on a multi-pod support is reported. Anchoring of a 2’,3’-protected purine nucleoside to the tripodal support via the nucleobase was successfully achieved using a microwave assisted Cu(I)-catalyzed azide-alkyne cycloaddition. Then, phosphorylation was performed, followed by cleavage with aqueous ammonia to provide adenine derivatives, and finally deprotection. When using benzylamine instead of ammonia, a derivative with N6-benzylamine adenine as nucleobase was obtained. This methodology allows to access adenosine 5’-mono, di and triphosphates, as well as various analogues of pharmacological interest in modest to good yields.
Halogen Bonding Ionophore for Potentiometric Iodide Sensing
Seah, Georgina E. K. K.,Tan, Angeline Y. X.,Neo, Zhi Hao,Lim, Jason Y. C.,Goh, Shermin S.
, p. 15543 - 15549 (2021/11/23)
Iodide (I-) is an essential micronutrient for thyroid function. Hence, rapid and portable sensing is important for I- quantification in food and biological samples. Herein, we report the first example of a halogen bonding (XB) tripodal ionophore (XB1) whi
Synthesis of Polycyclic Chromene Cores through Gold (I)-Catalyzed Intramolecular Hydroarylation Reaction (IMHA)
Arcadi, Antonio,Fabrizi, Giancarlo,Fochetti, Andrea,Franzini, Roberta,Ghirga, Francesca,Goggiamani, Antonella,Iazzetti, Antonia,Marrone, Federico,Serraiocco, Andrea
, p. 1676 - 1687 (2021/03/16)
A regioselective gold (I)-catalyzed approach for the construction of polycyclic chromene cores has been developed. The reaction proceeds in good to excellent yields under mild condition with a broad range of substrates providing a simple and efficient too
Synthesis and characterization of novel phenoxy-substituted enediyne-triazole conjugates using click chemistry
Joshi, Mukesh C.
, p. 195 - 202 (2021/03/19)
Novel group of phenoxy-substituted enediyne-triazole conjugates were synthesized by Huisgen [3+2] cycloaddition reaction (Click chemistry) in aqueous media. It was observed that ene-diynes were stable in aqueous medium and open-air conditions.
Design and Synthesis of Oleanolic Acid Trimers to Enhance Inhibition of Influenza Virus Entry
Huang, Boxuan,Li, Weijia,Mu, Yu,Shao, Liang,Su, Yangqing,Sun, Mengsi,Xu, Huan,Yang, Fan,Yu, Fei,Zhang, Jihong,Zhang, Yuan
, p. 1759 - 1765 (2021/11/18)
Influenza is a major threat to millions of people worldwide. Entry inhibitors are of particular interest for the development of novel therapeutic strategies for influenza. We have previously discovered oleanolic acid (OA) to be a mild influenza hemagglutinin (HA) inhibitor. In this work, inspired by the 3D structure of HA as a homotrimeric receptor, we designed and synthesized 15 OA trimers with different linkers and central region via the copper-catalyzed azide-alkyne cycloaddition reaction. All of the OA trimers were evaluated for their antiviral activities in vitro, and 12c, 12e, 13c, and 13d were observed to exhibit robust potency (IC50 in the submicromolar range) against influenza A/WSN/33 (H1N1) virus that was stronger than that observed with oseltamivir. In addition, these compounds also displayed strong biological activity against A/Hong Kong/4801/2014 and B/Sichuan/531/2018 (BV). The results of hemagglutination inhibition assays and surface plasmon resonance binding assays suggest that these OA trimers may interrupt the interaction between the HA protein of influenza virus and the host cell sialic acid receptor, thus blocking viral entry. These findings highlight the utility of multivalent OA conjugates to enhance the ligand-target interactions in anti-influenza virus drug design and are also helpful for studying antiviral drugs derived from natural products.
