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2000
Volume 22, Issue 12
  • ISSN: 1570-1786
  • E-ISSN: 1875-6255

Abstract

Antioxidants are vital molecules that play a crucial role in maintaining optimal health by neutralizing reactive oxygen species (ROS) and mitigating oxidative stress, which is implicated in various chronic diseases, such as cancer and heart diseases. Apigenin, a naturally occurring flavonoid, has demonstrated significant antioxidant properties through free radical scavenging, metal ion chelation, and modulation of redox signaling pathways. We synthesized a series of novel apigenin derivatives the Mannich reaction and evaluated their antioxidant activities using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. New derivatives of trihydroxychromen were synthesized and evaluated for their antioxidant activity. The target compounds were prepared by bonding pharmacophoric moieties possessing antioxidant activity, including amino substituents, simple and efficient synthetic strategies. Physical and spectral data confirmed the structures of the newly synthesized compounds. The synthesized compounds 4e (IC50 = 0.09 µg/ml), 4i (IC50 = 2.74 µg/ml), and 4j (IC50 = 2.90 µg/ml) showed potential antioxidant activity than gallic acid (IC50 = 4.39 µg/ml) and exhibited moderate to excellent activities, with some derivatives surpassing the standard gallic acid. Molecular docking studies further elucidated the presence of an amino substituent at position 8 in compounds 4i, 4j, and 4e, resulting in good interactions with the receptor molecule's TYR662, ASN710, and GLN553. This study highlights the potential of apigenin derivatives as effective antioxidants with possible therapeutic applications.

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2025-07-09
2026-01-02

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Synthesis and In Vitro Antioxidant Activity of Novel Trihydroxychromen: Apigenin Derivatives
Lett. Org. Chem. 22, 958 (2025); https://doi.org/10.2174/0115701786376153250623075207
/content/journals/loc/10.2174/0115701786376153250623075207
/content/journals/loc/10.2174/0115701786376153250623075207
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  • Article Type:     Research Article
Keyword(s): Antioxidant; apigenin; DPPH; gallic acid; Mannich reactions; molecular docking

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