Chemical-Reactivity Properties, Drug Likeness, and Bioactivity Scores of Seragamides A–F Anticancer Marine Peptides: Conceptual Density Functional Theory Viewpoint

Norma Flores-Holguín,Daniel Glossman-Mitnik,Juan Frau

doi:10.3390/computation7030052

Norma Flores-Holguín, Daniel Glossman-Mitnik + Show 1 more

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https://doi.org/10.3390/computation7030052

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Abstract

A methodology based on concepts that arose from Density Functional Theory (CDFT) was chosen for the calculation of global and local reactivity descriptors of the Seragamide family of marine anticancer peptides. Determination of active sites for the molecules was achieved by resorting to some descriptors within Molecular Electron Density Theory (MEDT) such as Fukui functions. The pKas of the six studied peptides were established using a proposed relationship between this property and calculated chemical hardness. The drug likenesses and bioactivity properties of the peptides considered in this study were obtained by resorting to a homology model by comparison with the bioactivity of related molecules in their interaction with different receptors. With the object of analyzing the concept of drug repurposing, a study of potential AGE-inhibition abilities of Seragamides peptides was pursued by comparison with well-known drugs that are already available as pharmaceuticals.

Highlights

There are numerous natural resources in the sea that are able to generate molecules that can act as a guide toward new medicine being created
This was achieved by considering the Density Functional Tight-Binding Approximation (DFTBA) model that is accessible in Gaussian
In studies prior to this one, we investigated a group of some suggested molecules to act as inhibitors in Advanced Glycation Endproducts (AGEs) formation through observation of their behavior in connection with Conceptual DFT reactivity descriptors [13]

Summary

Introduction

There are numerous natural resources in the sea that are able to generate molecules that can act as a guide toward new medicine being created. It is due to this that most studies that have been undertaken in the recent past have had a direction towards new products where marine-species knowledge is used as important source of information [1]. Peptides are being used in some therapeutic functions and they are referred to as therapeutic peptides. The chemical reactivity and bioactivity of these peptides have a close relationship from a molecular viewpoint [3,4]. It is from this perspective that we conducted a study on chemical reactivity in natural peptides

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