Design, synthesis, anti‐mycobacterial and cytotoxic evaluation of C‐4 functionalized 1,8‐naphthalimide‐heterocyclic hydrazide conjugates

Abstract

This manuscript discloses the design and synthesis of a series of C‐4 functionalized 1,8‐naphthalimide‐heterocyclic hydrazide conjugates along with their anti‐mycobacterial and cytotoxic evaluation. The present work assumes significance as it describes the first report on the amalgamation of C‐4 substituted naphthalimides with various heterocyclic hydrazides. However, contrary to the rationale behind the synthesis of the conjugates, none of them inhibited the growth of Mycobacterium tuberculosis at the tested concentrations though these were non‐cytotoxic towards the Vero kidney epithelial cell line.

Synthesis and crystal structure of N 1,N 2-dimethylethanedihydrazide

“…Therefore, this keen interest in hydrazide chemistry appears to arise not only from their diversity but also from the unique properties of these compounds. Acid hydrazides and their derivatives such as hydrazones possess biological activities including anticonvulsant (Angelova et al, 2016), antidepressant (Ergenc ¸et al, 1998, anti-inflammatory (Kajal et al, 2014), antimalarial (Walcourt et al, 2004), antimycobacterial (Shalini et al, 2019), anticancer (Witusik-Perkowska et al, 2023;Ku ¨c ¸u ¨kgu ¨zel et al, 2015) and antimicrobial (Hiremathad et al, 2015;Popiołek et al, 2022;Berillo & Dyusebaeva, 2022;Popiołek, 2021). Hydrazides are also bidentate ligands that can form chelate complexes (Ju et al, 2023).…”

Research Progress on Structure-Activity Relationship of 1,8-Naphthalimide DNA Chimeras Against Tumor

“…In 2019, Kremer et al 42 reported the design and synthesis of the first C-4 functionalized 1,8-naphthalimide heterocyclic hydrazine conjugate, and evaluated the inhibitory effect of Mycobacterium tuberculosis. However, none of the compounds inhibited the growth of Mycobacterium tuberculosis at the tested concentrations.…”