Pesticide Research Laboratory, Department of Entomology, The Pennsylvania State University, 16802, University Park, Pennsylvania.
J Chem Ecol. 1993 Jul;19(7):1439-52. doi: 10.1007/BF00984888.
Seven antifeedant sesquiterpene lactones (STLs), 4,5-dihydroniveusin A, argophyllin B, argophyllin A, 15-hydroxy-3-dehydrodesoxytifruticin, niveusin B, 1,2-anhydridoniveusin A, and an unidentified epoxide, in cultivated sunflower (Helianthus annuus L.) have been quantified by a highperformance thin-layer chromatography and UV-reflectance scanning densitometry analysis. Age-related expression of STL content in sunflower reveals a heretofore undescribed pattern in which nonpolar STLs such as 15-hydroxy-3-dehydrodesoxytifruticin predominate up to an age of three weeks, but are subsequently displaced by polar STLs, especially argophyllin A, through later foliar stages and anthesis. This leaf pattern of STL ontogeny is maintained in three widely differentH. annuus cultivars (Giant Gray Stripe, Royal Hybrid 2141, Hybrid 7111), which in turn had similar total contents of STLs. Antifeedant activity for western corn rootworm was positively correlated with STL content, particularly with argophyllin A and its isomer argophyllin B, in respective tissue extracts. Enhanced amounts of highly antifeedant argophyllins, especially in newly grown leaf and floral tissues yielding sunflower progeny, strongly suggest that these epoxy-STLs are a chemical defense against insect herbivory.
七种具有抗取食作用的倍半萜内酯(STL),即 4,5-二氢新北美芹素 A、角芹素 B、角芹素 A、15-羟基-3-去氢脱氧紫堇呋喃糖基紫堇灵、新北美芹素 B、1,2-脱水新北美芹素 A 和一种未鉴定的环氧化物,已通过高效薄层色谱和紫外反射扫描密度法分析进行了定量。向日葵中与年龄相关的 STL 含量的表达揭示了一种迄今为止尚未描述的模式,即非极性 STL,如 15-羟基-3-去氢脱氧紫堇呋喃糖基紫堇灵,在三周龄之前占优势,但随后被极性 STL 取代,特别是角芹素 A,通过后期叶片阶段和开花期。这种 STL 个体发生的叶片模式在三个差异很大的向日葵品种(巨型灰色条纹、皇家杂交 2141、杂种 7111)中得以维持,这三个品种的 STL 总含量也相似。西部玉米根虫的抗取食活性与 STL 含量呈正相关,尤其是在各自的组织提取物中与角芹素 A 和其异构体角芹素 B 相关。大量具有高抗取食作用的角芹素,特别是在新生长的叶片和产生向日葵后代的花组织中含量较高,强烈表明这些环氧-STL 是一种针对昆虫取食的化学防御。