Synthesis of tris-indolylmethanealkaloids by harnessing the nucleophilic reactivity of Indole-BX and studying their interactions with hemoglobin

Abstract

In the current investigation, we have synthesized tris-indolylmethanealkaloid (TIM) derivatives by exploration of the nucleophilicity of cyclic hypervalent iodine reagent Indole-BX and also described the nature of the interaction between hemoglobin (Hb) with tris-indolylmethanealkaloids (TIM) 10 and 5 using different multi-spectroscopic studies. Fluorescence spectroscopy investigations have revealed a stronger interaction of TIM 10 with Hb than that of TIM 5, which is almost structurally similar. Circular dichroism (CD) analysis indicates that the native Hb conformation unfolds in the presence of both compounds. According to the thermal melting investigation, both TIM 10 and 5 have a small effect on Hb stability. This study demonstrates that subtle structural variations in TIM 10 and 5 can drastically alter interaction properties, potentially aiding drug discovery.