Results
Title

Synthesis of aminomethyl linked ( )-usnic acid derivatives via the Mannich reaction and evaluation of their biological activities.

Authors

Guddeti, Dileep Kumar; Kolukula, Ashwini; Siva, Bandi; Jadav, Surender Singh; Tiwari, Ashok K.; Komati, Anusha; Andugulapati, Sai Balaji; Ramalingam, Vaikundamoorthy; Katragadda, Suresh Babu

Abstract

( )-Usnic acid (UA), a natural dibenzofuran derivative, abundantly produced by lichens and possess wide number of biomedical applications including antibacterial, anti-inflammatory, anti-oxidant and anticancer activities. In the present study, as series of usnic acid derivatives (3a-3i) were synthesised using Mannich reaction assessed for their antioxidant, α-glucosidase, and anticancer activities. The in vitro antioxidant activity showed that compound 3d displayed potent antioxidant activity by scavenging the activities of DPPH and ABTS . The compounds 3d and 3e showed potent cytotoxic activity against HepG2 cancer cells by arresting the cell cycle at S phase and regulating the Bax/BcL2 expression and subsequently induce the apoptosis. Overall, the results clearly indicated that ( )-usnic acid derivatives bearing secondary amines are useful scaffolds for the development of drug candidates for treatment of oxidative stress mediated cancer and metabolic disorders.

Subjects

MANNICH reaction; ACID derivatives; SECONDARY amines; ANTIOXIDANTS; MOLECULAR docking

Publication

Natural Product Research, 2025, Vol 39, Issue 2, p300

ISSN

1478-6419

Publication type

Academic Journal

DOI

10.1080/14786419.2023.2263900