Synthesis of triazole linked tropolone containing unnatural amino acid and DFT Calculations

Abstract

Till date natural products serves as a rich source of potent therapeutics but due to their high structural complexity and molecular weight, development is often limited. However, many natural product containing tropolone skeleton exists which are characterized by low molecular weight, numerous sites for transformation and metal binding. Colchicine, Puberulonic acid, Stipitatic acid, Thujaplicins etc are just few highlighted natural products from the existing humongous list. Here, we describe the development of the tropolone containing amino acids which will be useful in designing tropolonylated unnatural aminoacids and peptides. Click Chemistry is a novel technique in the synthesis of new drugs and has a wide range of application in peptide chemistry. According to Sharpless and coworkers, click reaction is one which has a broad range of scope, concurrently easy to execute the reaction, uses only easily accessible reagents and is tolerant towards oxygen and water. In particular, CuAAC (Copper mediated Azide Alkyne Cycloadddition) is a synthetic tool in the arsenal of a chemist. Apart from this synthetic studies, computational studies also helps to get complete and comprehensive knowledge about a process. In helps to understand the mechanism at the molecular level. We can predict the reaction co ordinate, intermediate and other important kinetic and thermodynamic parameter. This information will help us to design our molecules and strategies to achieve it. Moreover, it helps us to supplement our experimental findings with theoretical analogy.