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Abstract

Azide isocyanide-based multicomponent reactions allow the formation of relatively complex molecules through a one-pot synthesis. The proposed reactions have been coupled of four classes of compounds including 3-phenoxybenzaldehyde, various aromatic amines, TMS-N3 and tertiary butylisocyanide, which is known as Ugi-azide four-component reactions (UA-4CRs). It generated a diverse class of 1,5-disubstituted tetrazoles which are an important drug-like scaffold known for their ability to mimic the carcinogenic conformers used in medicinal chemistry. This work presents a concise, novel, general strategy to access a surplus of new heterocyclic scaffolds through the Ugi-azide reaction. Frequency in anticancer drug design can be partly attributed to their being extremely common in nature and there are multiple metabolic pathways and cellular processes within cancer pathology that can be susceptible to heterocycles-based drugs. The anticancer screening of derived molecules were carried out using one dose response study using NCI-60 cell-lines and found most active in breast cancer cell-lines.

Keywords

Tetrazoles Anticancer screening Ugi Coupling reaction

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Pandit, C., Dholaria, P., & Kapadiya, K. (2019). Anticancer Evaluation of 1,5-Disubstituted Tetrazoles using Ugi-Azide Four-Component Reactions (UA-4CRs). Asian Journal of Organic & Medicinal Chemistry, 4(4), 216–221. https://doi.org/10.14233/ajomc.2019.AJOMC-P204
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