Title:Microwave Energy in Ugi Four-Component Reaction (Ugi-4CR): Expedient Synthesis of Steroid-Peptide Conjugates Based on Aminosteroids - An Important Class of Hybrid Systems
Volume: 14
Issue: 1
Author(s): Preetismita Borah, Pritish Chowdhury and Ashma Begum
Affiliation:
Keywords:
Aminosteroids, hybrid systems, microwave energy, peptidomimetics, steroid-peptide conjugates, Ugi-4CR.
Abstract: Background: Hybrid systems based on steroids currently are drawing considerable attention in the
area of drug development. In our recent work, we reported a Microwave (MW) irradiated Ugi-4 component reaction
(Ugi-4CR) in synthesizing a number of steroid-amino acid conjugates based on seco-steroid hydroxyacids
(A,B & D ring cleavage) in an expedited way giving very high yield of hybrid products. Considering the importance
of steroid based hybrid molecules coupled with advantages of MW energy in organic synthesis, we report
here a very high yield synthesis of another class of important hybrid system based on aminosteroids through MWirradiated
Ugi-4CR in expedient way.
Methods: The systematic investigation on MW energy in Ugi-4CR reaction to synthesize a noval class of hybrid
systems based on aminosteroids to make the conjugation process more facile and greener.
Results: Unlike classic peptide-coupling strategies, the conjugation of peptide to an aminosteroid could provide a
number of opportunities both in structural and synthetic, leading to the possibility of legating two or more peptide
chains to a steroid based template in a single process. The application of MW energy expedited the conjugation
process.
Conclusion: The potential advantages of MW irradiated Ugi-4CR in synthesizing steroid-peptide conjugates
based on aminosteroids would undoubtedly find a significant place in commercial synthesis of this class of potential
bioactive molecules through green approach. Considering the potential and diverse biological properties associated
with steroid hybrid molecules, the present synthesis of steroid-peptide conjugates based on aminosteroids
might be of interest in the area of drug development.