Schiff bases in medicinal chemistry: a patent review (2010-2015)

Abstract

Schiff bases are synthetically accessible and structurally diverse compounds, typically obtained by facile condensation between an aldehyde, or a ketone with primary amines. Schiff bases contain an azomethine (-C = N-) linkage that stitches together two or more biologically active aromatic/heterocyclic scaffolds to form various molecular hybrids with interesting biological properties. Schiff bases are versatile metal complexing agents and have been known to coordinate all metals to form stable metal complexes with vast therapeutic applications. Areas covered: This review aims to provide a comprehensive overview of the various patented therapeutic applications of Schiff bases and their metal complexes from 2010 to 2015. Expert opinion: Schiff bases are a popular class of compounds with interesting biological properties. Schiff bases are also versatile metal complexing ligands and have been used to coordinate almost all d-block metals as well as lanthanides. Therapeutically, Schiff bases and their metal complexes have been reported to exhibit a wide range of biological activities such as antibacterial including antimycobacterial, antifungal, antiviral, antimalarial, antiinflammatory, antioxidant, pesticidal, cytotoxic, enzyme inhibitory, and anticancer including DNA damage.

Schiff bases and their amines: Synthesis and discovery of carbonic anhydrase and acetylcholinesterase enzymes inhibitors

“…They are prepared by the condensation between primary amine and active carbonyl compounds . Schiff bases are an important class which are widely used and investigated organic compounds due to their unique properties and numerous applications in many fields including analytical, biological, and inorganic chemistry . Schiff bases form stable complexes with most of transition metals owing to their strong coordinative ability.…”

Schiff Bases of Tetrahydrocurcumin as Potential Anticancer Agents

“…In this study, a group of Schiff base derivatives of THC (Figure ) have been designed and synthesized. Schiff bases are imines which were first synthesized by Hugo Schiff and exhibit a wide range of biological activities such as antimicrobial, antiinflammatory, enzyme inhibitory, and anticancer including DNA damage . Herein the synthesis and in vitro anticancer activity of these Schiff base derivatives of THC are described.…”

Schiff Bases and Their Metallic Derivatives: Highly Versatile Molecules with Biological and Abiological Perspective

“…Increased activity results in enhancement in the lipophilicities of the complexes due to delocalization of π-electrons in the chelate ring; it is also reported that increased lipophilicity leads to breakdown of the permeability barrier of the cell. Cu complexes proved to be more active, which may be attributed to higher stability constant than the other complexes [56][57][58].…”