Comparative SAR Evaluations of Annonaceous Acetogenins for Pesticidal Activity

✍ Scribed by He, Kan; Zeng, Lu; Ye, Qing; Shi, Guoen; Oberlies, Nicholas H.; Zhao, Geng-Xian; Njoku, C. Jesse; McLaughlin, Jerry L.

• Book ID: 101216381
• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 406 KB
• Volume: 49
• Category: Article
• ISSN: 1526-498X
• DOI: 10.1002/(sici)1096-9063(199704)49:4<372::aid-ps543>3.0.co;2-k

✦ Synopsis

The activities of 44 Annonaceous acetogenins, which were originally isolated by monitoring plant fractionations with the brine shrimp lethality test (BST), were evaluated in the yellow fever mosquito larvae microtiter plate (YFM) assay. The results clearly demonstrate that most acetogenins have pesticidal properties. The structureÈactivity relationships indicate that the compounds bearing adjacent bis-THF (tetrahydrofuran) rings with three hydroxyl groups are the most potent. Bullatacin (1) and trilobin (7) gave the best activities against YFM with values of 0É10 and 0É67 mg litre~1, respectively. Compounds LC 50 showing values below 1É0 mg litre~1 in this assay are usually considered LC 50 signiÐcant as new lead candidates for pesticidal development. In the BST, the corresponding values were 1É6 ] 10~3 (1) and 9É7 ] 10~3 (7) mg litre~1. LC 50 This is the Ðrst report of pesticidal structureÈactivity relationships for a series of Annonaceous acetogenins which are known to act, at least in part, as potent inhibitors of mitochondrial NADH : ubiquinone oxidoreductase.