1. Academic Validation
  2. Furan-site transformations of obacunone as potent insecticidal agents

Furan-site transformations of obacunone as potent insecticidal agents

  • Heliyon. 2018 Dec 17;4(12):e01064. doi: 10.1016/j.heliyon.2018.e01064.
Ping Xiang 1 2 Qing-Hao Cao 3 Qing-Miao Dong 3 Xiao-Jun Yang 4 Jiang-Jiang Tang 2 3 Hongjin Bai 2 5
Affiliations

Affiliations

  • 1 College of Plant Protection, Northwest A&F University, Yangling, 712100, PR China.
  • 2 Xinjiang Production & Construction Corps Key Laboratory of Protection and Utilization of Biological Resources in Tarim Basin, Tarim University, Alar 843300, PR China.
  • 3 Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, Yangling, 712100, Shaanxi, PR China.
  • 4 School of Chemistry & Chemical Engineering, Yanan University, Yanan 716000, Shaanxi, PR China.
  • 5 Engineering Laboratory of Chemical Resources Utilization in South Xinjiang of Xinjiang Production & Construction Corps, Tarim University, Alar 843300, PR China.
Abstract

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

Natural product chemistry.

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