Jacobs Journal of Organic Chemistry

Spectral and Antimicrobial Activity of Picric Acid Charge-Transfer Complex With Modified Poly(Propylene Amine) Dendrimer

*Ivo Grabchev
Department Of Chemistry, University Of Chemical Technology And Metallurgy, 1756 Sofia, Bulgaria

*Corresponding Author:
Ivo Grabchev
Department Of Chemistry, University Of Chemical Technology And Metallurgy, 1756 Sofia, Bulgaria
Email:i.grabchev@chem.uni-sofia.bg

Published on: 2017-05-26

Abstract

The charge transfer complex of poly(propylene amine) dendrimer peripherally modified with 1,8-naphthalimide units from second generation (as donor) and picric acid (as acceptor) has been synthesized and characterized by elemental analysis, IR and 1H-NMR-spectroscopy. Its basic photophysical characteristics have been investigated in organic solvents with different polarity. The electronic absorption spectra indicated that the charge transfer complex was formed with proton migration from the acceptor to the donor followed by hydrogen bonding via N+–H• • •O−. The stoichiometry of the dendrimer charge transfer complex has been investigated by fluorescence spectroscopy and it was found to be 4:1 [PPA8(PA)4]. The complex was found to inhibit thegrowth of various Gram-positive and Gram-negative bacteria and yeasts.

Keywords

1,8-Naphthalimide; Picric Acid; Dendrimer; Antibacterial Activity; Infrared Spectra; Fluorescence

Introduction

Dendrimers are a relatively new, hyperbranched and monodisperse class of polymers, with well-defined molecular structure Dendrimers combine the photophysical properties of lowand high molecular weight substances [1]. A great number of the same or different functional groups are located both in the branches and in the periphery, which gives many opportunities for target modification of their properties [2-6]. Functionalising the dendrimers with photoactive groups expands the spheres of their applications [7,8]. Periphery modified dendrimers comprise many closely located chromophores which could be independent from each other or can interact. In the latter case the dendrimers acquire new properties defined as the “dendrimer effect”[9]. Poly(propylene amine) (PPA) and polyamidoamine (PAMAM) are two commercial classes of dendrimers with particular application in various areas [1,9,10]. They are water-soluble, non-immunogenic and biocompatible.