Synthesis of Novel N,N-Disubstituted Ethyl P-[2-(1H-Indol-3-YL)Acetyl]Phosphoramidates and Their Biological Activity

GRAPHICAL ABSTRACT

Abstract

A series of novel N,N-disubstituted ethyl P-[2-(1H-indol-3-yl)acetyl]phosphoramid-ates were synthesized. All title compounds were characterized by IR, NMR (¹H, ¹³C, ³¹P) spectra, mass spectra, and C, H, N analysis. The anticancer activity of the title compounds was evaluated in two human cell lines MCF-7 (breast cancer) and HeLa (Cervical cancer) cell lines by the use of the MTT assay, and the IC₅₀ values were determined. The derivatives with substituted piperazines exhibited significant cytotoxicity against the tested cell lines at 5 μM and displayed low IC₅₀ values in the region of 5.8–8.8 μM for MCF-7 cell lines and 14.8–16.4 μM for HeLa cell lines when compared with the standard doxorubicin (5.4 and 14.2 μM).

Keywords:

• Indole-3-acetic acid (IAA)
• ketophosponates
• cytotoxicity
• MCF-7 cell lines
• HeLa cell lines
• MTT assay

ACKNOWLEDGMENTS

The authors acknowledge with gratitude the help of Aptus Bio-Sciences Private Limited, Mahabubnagar 509002, Andhra Pradesh, India and Hyderabad Central University, India for providing anticancer activity and spectral data, respectively.