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<p>Schiff bases are organic compounds recognized for their biological activities, including antiviral, antibacterial, antifungal, and anticancer properties, making them promising candidates in medicinal chemistry. In this studio, a series of Schiff bases <b>3a</b>–<b>h</b> derived from 4-aminoantipyrine and substituted cinnamaldehydes were evaluated in vitro against liver (HepG2) and thyroid (THJ29T) cancer cells, Gram-positive and Gram-negative multidrug-resistant bacteria, and biofilm-forming pathogens. Six compounds demonstrated anticancer activity, though some exhibited toxicity to non-tumor cells. Compounds <b>3b</b>, <b>3f</b>, and <b>3h</b> showed notable anticancer potential, while <b>3f</b> and <b>3h</b> also exhibited strong antibacterial effects, with <b>3f</b> being the most effective against multidrug-resistant bacteria strains. These Schiff bases also inhibit biofilm formation, suggesting their potential for treating biofilm-related infections. <i>In-silico</i> analyses of their ADME properties, global reactivity descriptors, and binding affinities corroborated these findings. The Schiff base <b>3f</b> has a strong binding affinity for DNA gyrase and vitamin D receptor, suggesting potential mechanisms for its antibacterial and anticancer activities.</p>

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Experimental and computational studies of Schiff bases derived from 4-aminoantipyrine as potential antibacterial and anticancer agents

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2025年1月31日

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  • Johana Zúñiga-Miranda,
  • Rebeca González-Pastor,
  • Saskya E. Carrera-Pacheco,
  • Cristina Rodríguez-Pólit,
  • Carlos Barba-Ostria,
  • Antonio Machado,
  • Linda P. Guamán,
  • Christian D. Alcivar-León,
  • Jorge Heredia-Moya

摘要

Schiff bases are organic compounds recognized for their biological activities, including antiviral, antibacterial, antifungal, and anticancer properties, making them promising candidates in medicinal chemistry. In this studio, a series of Schiff bases 3a–h derived from 4-aminoantipyrine and substituted cinnamaldehydes were evaluated in vitro against liver (HepG2) and thyroid (THJ29T) cancer cells, Gram-positive and Gram-negative multidrug-resistant bacteria, and biofilm-forming pathogens. Six compounds demonstrated anticancer activity, though some exhibited toxicity to non-tumor cells. Compounds 3b, 3f, and 3h showed notable anticancer potential, while 3f and 3h also exhibited strong antibacterial effects, with 3f being the most effective against multidrug-resistant bacteria strains. These Schiff bases also inhibit biofilm formation, suggesting their potential for treating biofilm-related infections. In-silico analyses of their ADME properties, global reactivity descriptors, and binding affinities corroborated these findings. The Schiff base 3f has a strong binding affinity for DNA gyrase and vitamin D receptor, suggesting potential mechanisms for its antibacterial and anticancer activities.