Tetranorsesquiterpenoids as Attractants of Yucca Moths to Yucca Flowers

Tetranorsesquiterpenoids as Attractants of Yucca Moths to Yucca Flowers
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四反倍半萜类化合物作为丝兰蛾对丝兰花的引诱剂

DOI:
10.1007/s10886-021-01308-4
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发表时间:
2021
影响因子:
2.3
通讯作者:
von Reuss, Stephan
von Reuss, Stephan
中科院分区:
环境科学与生态学2区
文献类型:
--
作者:
Tröger, Armin;Svensson, Glenn P.;Galbrecht, Hans-Martin;Twele, Robert;Patt, Joseph M.;Bartram, Stefan;Zarbin, Paulo H.;Segraves, Kari A.;Althoff, David M.;von Reuss, Stephan

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丝兰和丝兰蛾之间的专性授粉互惠共生是协同进化的一个经典例子。雌性丝兰蛾的产卵和主动授粉发生在夜间,此时丝兰花开放并散发出强烈的香味。因此,花挥发物被认为是吸引丝兰蛾到其宿主植物的关键感觉信号,但尚未确定有生物活性的化合物。在这项研究中,我们发现,无论是性别的传粉蛾Tegeticula yuccasellaare吸引到花的气味的主机丝兰。对Chaenocarpa组和Sarcocarpa组6种丝兰属植物的花顶部空间进行化学分析,发现一组新的四降倍半萜类化合物,其结构为(E)-4,8-二甲基-1,3,7-壬三烯。通过对丝兰花香粗品的核磁共振分析和GC/MS分析,确定了它们的结构,并通过全合成得到证实。因为所有这些挥发物都包含在Y的花香中。filamentosa是研究传粉互惠关系的重要模式种,我们将这些化合物命名为felamentosa、filamentol、felamental和felamentone。这些化合物中的几种引起了触角的反应,在授粉(Tegeticula)和非授粉(Prodoxus)蛾类刺激后,在电生理记录。此外,在田间诱捕实验中,合成的(Z)-异戊烯对两种联合的牧螨的两性都有显著的吸引力。高度专业化的昆虫-植物相互作用,如专性授粉互惠,预计将保持通过“私人渠道”由特定的化合物。新的生物活性四降倍半萜的鉴定是在theYucca-丝兰蛾相互作用中检验这种假设的第一步。
The obligate pollination mutualism betweenYuccaand yucca moths is a classical example of coevolution. Oviposition and active pollination by female yucca moths occur at night whenYuccaflowers are open and strongly scented. Thus, floral volatiles have been suggested as key sensory signals attracting yucca moths to their host plants, but no bioactive compounds have yet been identified. In this study, we showed that both sexes of the pollinator mothTegeticula yuccasellaare attracted to the floral scent of the hostYucca filamentosa. Chemical analysis of the floral headspace from sixYuccaspecies in sections Chaenocarpa and Sarcocarpa revealed a set of novel tetranorsesquiterpenoids putatively derived from (E)-4,8-dimethyl-1,3,7-nonatriene. Their structure elucidation was accomplished by NMR analysis of the crude floral scent sample ofYucca treculeanaalong with GC/MS analysis and confirmed by total synthesis. Since all these volatiles are included in the floral scent ofY. filamentosa, which has been an important model species for understanding the pollination mutualism, we name these compounds filamentolide, filamentol, filamental, and filamentone. Several of these compounds elicited antennal responses in pollinating (Tegeticula) and non-pollinating (Prodoxus) moth species upon stimulation in electrophysiological recordings. In addition, synthetic (Z)-filamentolide attracted significant numbers of both sexes of two associatedProdoxusspecies in a field trapping experiment. Highly specialized insect-plant interactions, such as obligate pollination mutualisms, are predicted to be maintained through “private channels” dictated by specific compounds. The identification of novel bioactive tetranorsesquiterpenoids is a first step in testing such a hypothesis in theYucca-yucca moth interaction.
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DOI: --
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