Click Chemistry in Natural Product Modification

Abstract

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.

Stereoselective Synthesis and Application of Gibberellic Acid-Derived Aminodiols

“…Natural products represent an attractive source of biologically active agents, since they may have different mechanisms compared to those of conventional drugs and could be of clinical importance in health care improvement [ 5 ]. These efforts have led to the discovery of various important clinical drugs, such as anticancer agents (e.g., taxol and doxorubicin), immunosuppressants (e.g., cyclosporine and doxorubicin), antimalarial agents (e.g., quinine and artemisinin), and lipid-level regulating drugs (e.g., lovastatin and relatives) [ 6 ]. Even today, natural products still serve as a fundamental source of diverse biological functions, facilitating the development of chemical biology and drug discovery [ 7 , 8 ].…”

Synthesis of Bis(indolyl)methane/Dihydropyrimidinone Tethered Bis‐Amidic Triazole Hybrid Compounds via One‐Pot Sequential Six/Seven Component Ugi‐Click Reaction

“…The structure of compound 7 a was identified by standard characterization including 1 HNMR, 13 CNMR, FTIR, HRMS and elemental analysis.…”

“…The structure of representative compound of dihydropyrimidinone based molecular library, 8 a too was identified by standard characterizations including 1 HNMR, 13 CNMR, FTIR, HRMS and elemental analysis, prior extending the substrate scope.…”

“…Supporting information including relevant preparation procedures for all compounds, Characterization data ( 1 H-NMR, 13 C-NMR, FTIR, Mass Spectra, Elemental Analysis) for all synthesized compounds and Copies of Spectra associated with this article can be found.…”

“…Currently, the copper(I)‐catalyzed azide‐alkyne cycloaddition is the most widely used method for the synthesis of 1,4‐disubstituted triazoles from a wide range of organic azides and terminal alkynes [9–10] . Click Chemistry [11] finds numerous applications in glycoscience, [12] natural product modifications, [13] pharmaceutical sciences [14] and Drug development – Chemical Biology applications [15] to mention a few. This nitrogen‐containing heterocycle is an important pharmacophore because of its presence in many compounds displaying pharmacological activities [16–20] …”