New Water-Soluble (Iminomethyl)benzenesulfonates Derived from Biogenic Amines for Potential Biological Applications

Author:

Kmieciak Anna1ORCID,Krzemiński Marek P.1ORCID,Hodii Anastasiia1,Gorczyca Damian23ORCID,Jastrzębska Aneta1ORCID

Affiliation:

1. Faculty of Chemistry, Nicolaus Copernicus University in Torun, 7 Gagarin Str., 87-100 Torun, Poland

2. Faculty of Medicine, Lazarski University, 43 Świeradowska Str., 02-662 Warsaw, Poland

3. LymeLab Pharma, Kochanowskiego 49A Str., 01-864 Warsaw, Poland

Abstract

In this paper, a highly efficient and straightforward method for synthesizing novel Schiff bases was developed by reacting selected biogenic amines with sodium 2-formylbenzene sulfonate and sodium 3-formylbenzene sulfonate. 1H and 13C NMR, IR spectroscopy, and high-resolution mass spectrometry were used to characterize the new compounds. The main advantages of the proposed procedure include simple reagents and reactions carried out in water or methanol and at room temperature, which reduces time and energy. Moreover, it was shown that the obtained water-soluble Schiff bases are stable in aqueous solution for at least seven days. Additionally, the antioxidant and antimicrobial activity of synthesized Schiff bases were tested.

Funder

Nicolaus Copernicus University in Torun

Publisher

MDPI AG

Subject

General Materials Science

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