In Silico Study and Bioprospection of the Antibacterial and Antioxidant Effects of Flavone and Its Hydroxylated Derivatives

Abstract

Flavonoid compounds are widely used as natural protective species, which can act as anti-inflammatory, antioxidant, anticoagulant, antihypertensive and antitumor agents. This study set out to investigate the probable pharmacological activities, along with the antibacterial and antioxidant effects, of flavone and its hydroxy derivatives: 3-hydroxyflavone, 5-hydroxyflavone and 6-hydroxyflavone. To do so, we investigated their pharmacological characteristics, using in silico tests that indicate likelihood of activity or inactivity, with the PASS online software, and the antimicrobial potential against Gram positive and Gram negative bacteria was also analyzed, including bacteria of clinical importance. We also tested for oxidant and antioxidant potential in these molecules in the presence of reactive oxygen species (ROS) and phenylhydrazine (Ph). The results revealed the following characteristics: pharmacological activities for the flavonoids as agonists of cell membrane integrity and as permeability inhibitors, as antagonists of anaphylatoxin receptors, as inhibitors of both kinase and peroxidase, and as having both antimutagenic capacity and vaso-protective potential. All of the flavonoids exhibited moderate antibacterial activity against Gram positive and Gram negative strains, with the flavones being bactericidal at 200 μg/mL for the strains of P. aeruginosa ATCC 8027, S. aureus ATCC 25619 and E. coli 104; the other flavonoids revealed bacteriostatic action. The substances did not promote erythrocyte oxidation and behaved as sequestrators and antioxidants of hydrogen peroxide (H2O2) and phenylhydrazine (Ph). It was concluded that the analyzed compounds have various pharmacological activities in accordance with the predictions of PASS online, as their antibacterial and antioxidant activities were confirmed. The study also helps to consolidate the use of computational chemistry in silico tools to guide new drug search and discovery protocols.

Role of Some Food-Grade Synthesized Flavonoids on the Control of Ochratoxin A in Aspergillus carbonarius

“…Several studies have been performed using antioxidant molecules [11,12,13], a still promising research path. Antioxidants can both counteract the adverse effects of reactive oxygen species (ROS) generated under OTA contamination and control the biosynthesis of the toxin itself [14,15].…”

The effect of ant-plant (Hydnophytum formicarum) ethanol extract on collagen fibers for wound healing after tooth extraction in the guinea pig (Cavia cobaya)

“…6,7 Flavonoids act as antibacterial by forming complex compounds towards the extracellular proteins and interfering the integrity of bacterial cell membranes. 8,9 Saponins are a class of steroids that can stop bleeding and treat wounds. Saponins are substances that can accelerate the coagulation of red blood cells.…”

Inhibition of DNA Topoisomerases I and II and Cytotoxicity of Compounds from Polygonum aviculare L .

“…Secondary metabolites are critical in controlling anticancer response pathways, such as structurally diverse flavonoids with significant bioactivity. Abundant in both traditional medicinal herbs and marine life, the secondary metabolites possess various biological and chemical properties like antioxidants [28], antimicrobial, antiinflammatory [29], antimutagenic [30]. In particular, studies have been conducted to elucidate the role of flavonoids as topoisomerase inhibitors, contributing to studying highly selective chemotherapeutic agents.…”