Heliyon (Dec 2018)

Furan-site transformations of obacunone as potent insecticidal agents

  • Ping Xiang,
  • Qing-Hao Cao,
  • Qing-Miao Dong,
  • Xiao-Jun Yang,
  • Jiang-Jiang Tang,
  • Hongjin Bai

Journal volume & issue
Vol. 4, no. 12
p. e01064

Abstract

Read online

Furan ring is a key pharmacophore for insecticidal activity of limoninoids. To develop natural-product-based insecticidal agents, a series of furan-site transformations (2, 3 and 3a–j) of obacunone were synthesized by selective bromination and following coupling reactions without altering other functional groups. Bioassays indicated that derivatives 3e, 3f and 3j displayed more potent insecticidal activity than obacunone and toosendanin against the instar larvae of Mythimna separate Walker. Besides, their structure–activity relationships were discussed.

Keywords