Synthesis of spiroacetal-triazoles as privileged natural product-like scaffolds using “click chemistry”

2008 ◽  
Vol 6 (19) ◽  
pp. 3518 ◽  
Author(s):  
Ka Wai Choi ◽  
Margaret A. Brimble
Keyword(s):  
Click Chemistry ◽  
Natural Product

In cell scalaradial interactome profiling using a bio-orthogonal clickable probe

2014 ◽  
Vol 50 (45) ◽  
pp. 6043-6045 ◽  
Author(s):  
C. Cassiano ◽  
L. Margarucci ◽  
R. Esposito ◽  
R. Riccio ◽  
A. Tosco ◽  
...  
Keyword(s):  
Click Chemistry ◽  
Natural Product ◽  
Marine Natural Product ◽  
Anti Inflammatory

A bio-orthogonal click-chemistry procedure was developed to allow thein cellinteractome profiling of scalaradial, an anti-inflammatory marine natural product.

scholarly journals Correction: CuAAC click chemistry for the enhanced detection of novel alkyne-based natural product toxins

2018 ◽  
Vol 54 (93) ◽  
pp. 13161-13161
Author(s):  
Edward S. Hems ◽  
Ben A. Wagstaff ◽  
Gerhard Saalbach ◽  
Robert A. Field
Keyword(s):  
Click Chemistry ◽  
Natural Product

Correction for 'CuAAC click chemistry for the enhanced detection of novel alkyne-based natural product toxins' by Edward S. Hems et al., Chem. Commun., 2018, 54, 12234–12237.

scholarly journals CuAAC click chemistry for the enhanced detection of novel alkyne-based natural product toxins

2018 ◽  
Vol 54 (86) ◽  
pp. 12234-12237 ◽  
Author(s):  
Edward S. Hems ◽  
Ben A. Wagstaff ◽  
Gerhard Saalbach ◽  
Robert A. Field
Keyword(s):  
Natural Products ◽  
Click Chemistry ◽  
Natural Product ◽  
Harmful Algal Blooms ◽  
Algal Blooms ◽  
Terminal Alkyne

In the context of discovering and quantifying terminal alkyne-based natural products, here we report the combination of CuAAC click chemistry with LC-MS for the detection of polyether toxins (prymnesins) associated with harmful algal blooms.

scholarly journals Chemical assay-guided natural product isolation via solid-supported chemodosimetric fluorescent probe

2015 ◽  
Vol 6 (5) ◽  
pp. 2806-2811 ◽  
Author(s):  
Hongjun Jeon ◽  
Chaemin Lim ◽  
Ji Min Lee ◽  
Sanghee Kim
Keyword(s):  
Click Chemistry ◽  
Natural Product ◽  
Fluorescent Probe ◽  
Solid Support ◽  
Chemical Assay

The fusion of click chemistry, fluorogenic chemodosimetry and a solid support offers advantages in identifying compounds in complex natural product mixtures.

scholarly journals Click Chemistry in Natural Product Modification

2021 ◽  
Vol 9 ◽  
Author(s):  
Xiang Zhang ◽  
Shuning Zhang ◽  
Songfeng Zhao ◽  
Xuan Wang ◽  
Bo Liu ◽  
...  
Keyword(s):  
Natural Products ◽  
Click Chemistry ◽  
Natural Product ◽  
Mechanism Of Action ◽  
Drug Screening ◽  
Molecular Diversity ◽  
State Of The Art ◽  
Deep Understanding ◽  
Pharmacological Activities ◽  
Product Modification

Click chemistry is perhaps the most powerful synthetic toolbox that can efficiently access the molecular diversity and unique functions of complex natural products up to now. It enables the ready synthesis of diverse sets of natural product derivatives either for the optimization of their drawbacks or for the construction of natural product-like drug screening libraries. This paper showcases the state-of-the-art development of click chemistry in natural product modification and summarizes the pharmacological activities of the active derivatives as well as the mechanism of action. The aim of this paper is to gain a deep understanding of the fruitful achievements and to provide perspectives, trends, and directions regarding further research in natural product medicinal chemistry.

scholarly journals Relative Configuration of the Marine Natural Product Elatenyne using NMR Spectroscopic and Chemical Derivatization Methodologies

2013 ◽  
Vol 8 (6) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Robert Brkljača ◽  
Sylvia Urban
Keyword(s):  
Click Chemistry ◽  
Natural Product ◽  
Coupling Constants ◽  
Marine Natural Product ◽  
Chemical Derivatization ◽  
Relative Configuration ◽  
Naturally Occurring ◽  
Ring Junction

NMR spectroscopic methodologies used to characterize and elucidate the structure of the marine natural product elatenyne were also applied to the characterization of a new triazole structural derivative of elatenyne, obtained by “Click” chemistry. The two most probable relative configurations assigned to naturally occurring elatenyne were concluded on the basis of key single irradiation nOe NMR enhancements, in combination with the use of a variant of the HSQC NMR experiment that permitted NMR coupling constants to be measured for the overlapped ring junction protons. This study represents the first application of “Click” chemistry to chemically derivatize an unmodified natural product.

scholarly journals A click chemistry assay to identify natural product ligands for pre-microRNAs

2019 ◽  
pp. 85-99
Author(s):  
Amanda L. Garner ◽  
Daniel A. Lorenz ◽  
Erin E. Gallagher
Keyword(s):  
Click Chemistry ◽  
Natural Product

scholarly journals Organocatalytic Silicon-Free SuFEx reactions for modular synthesis of sulfonate esters and sulfonamides

2021 ◽  
Author(s):  
Muze Lin ◽  
JInyun Luo ◽  
Yu Xie ◽  
Guangfen Du ◽  
Zhihua Cai ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Click Chemistry ◽  
Natural Product ◽  
Secondary Amines ◽  
Mechanism Study ◽  
Click Reactions ◽  
Modular Synthesis ◽  
Rapid Construction ◽  
Primary And Secondary Amines ◽  
Brønsted Base

Sulfur(VI) fluoride exchange (SuFEx) click chemistry provides a powerful tool for rapid construction of modular connections. Here, we report a novel catalytic silicon-free SuFEx reaction with sulfonyl fluorides. Under the catalysis of 10 mol% N-heterocyclic carbene (NHC), a range of phenols and alcohols react with different sulfonyl fluorides to afford sulfonate esters in 49-99% yields. In addition, Under the relay catalysis of 10 mol% N-heterocyclic carbene and 10 mol% 1-hydroxybenzotriazole (HOBt), a variety of primary and secondary amines react with different sulfonyl fluorides to produce sulfonamides in 58%-99% yields. More than 140 sulfonylated products, including 17 natural product derivatives have been prepared through this method. Mechanism study showed that NHCs might act as a carbon-centered Brønsted base to catalyse the SuFEx click reactions via the formation of hydrogen bonding with phenols or alcohols.

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