Electrochemical detection of DNA interaction with Mannich base derivatives by disposable graphite electrodes

Abstract

Four different Mannich base derivatives containing an aromatic/heteroaromatic propanone structure (C1 (3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochloride); C2 (3-morpholino-1-(pyridin-3-yl)propan-1-one hy-propan-1-one hydrochloride)) were earlier synthesized and characterized with 1 H NMR, 13 C NMR, MS, and elemental analysis. The interaction of these compounds with fish sperm double stranded DNA (fs-dsDNA) was investigated by using differential pulse voltammetry (DPV) in connection with a disposable pencil graphite electrode (PGE). After the interaction procedure, there was a meaningful decrease in the oxidation signal of the electroactive DNA base guanine due to possible intercalation and/or alkylation mechanism between these Mannich base derivatives and DNA. The features of this electrochemical assay were discussed in comparison to previous reports related to DNA targeted agents/drug candidates in the literature.

Synthesis and antiproliferative activity of imidazo[1,2-a]pyrimidine Mannich bases

“…Mannich reaction, one of the most familiar C-C bond forming reactions in organic synthesis, provides a suitable method to introduce amino alkyl substituent on the molecule [18]. Recently, Istanbullu et al reported a series of uracil CMannich bases as potent cytotoxic agents [19]. It has been widely accepted that Mannich derivatives have significantly improved activity profile compared to their parent analogues.…”

Impedimetric analysis of interaction between DNA and phytochemical constituents’ of Calotropis procera for pre-clinical evaluation

“…Similarly, the interaction of DNA with lycorinean alkaloid found in various Amaryllidaceae species has also been reported [8]. Mitoxantrone [9], doxorubicin [10], a series of Mannich bases [11] an imidazoacridinone derivative, Symadex [12] are some of the literature reports based on electrochemical detection of interaction of drugs with DNA.…”