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Microwave-Induced Ugi-Four Component Reactions: Synthesis of New Hetero- Steroid-Amino Acid Conjugates

[ Vol. 17 , Issue. 8 ]

Author(s):

Preetismita Borah*, Biswa Mohan Sahoo, Vhatkar Dattatraya Shivling and Bimal Krishna Banik   Pages 641 - 647 ( 7 )

Abstract:


Background: Aza-steroids are an important class of compounds because of their numerous biological activities. The hetero steroids have different hydrogen bonding ability and hydrophobicity in comparison to steroids.

Materials and Methods: Microwave-induced synthesis of a novel type of hybrid hetero-steroid amine conjugates, following Ugi-four component reactions of steroidal amines with alanine and valine methyl esters as amino acid residues is described. Specifically, hetero-steroid-amino acid conjugate based on D-ring fused hetero steroidal amine, hetero-steroid-amino acid conjugate based on A-ring hetero steroidal amine, and hetero-steroidamino acid conjugate based on B-ring hetero steroidal amine are synthesized.

Results and Discussion: The yield of the products under microwave-induced process was considerably higher than that obtained by the conventional method. In contrast to the conventional method for the synthesis of these molecules, microwave-induced method has several advantages.

Conclusion: These include rapid reaction, a superior yield of the product, minimum side reaction, and economical microwave-induced process.

Keywords:

Microwave, Ugi-4CR, steroidal amines, amino acids, heterosteroid conjugates, aza-steroids.

Affiliation:

CSIR-Central Scientific Instruments Organization, Chandigarh, Roland Institute of Pharmaceutical Sciences, Berhampur- 760010, Odisha, CSIR-Central Scientific Instruments Organization, Chandigarh, Prince Mohammad Bin Fahd University, Al Khobar

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