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来自被Cyclocephaline金龟子(鳃角金龟科,Cyclocephalini族)授粉的夜开天南星科植物的新型花香化合物。

Novel Floral Scent Compounds from Night-Blooming Araceae Pollinated by Cyclocephaline Scarabs (Melolonthidae, Cyclocephalini).

作者信息

Maia Artur Campos D, Grimm Christopher, Schubert Mario, Etl Florian, Gonçalves Eduardo Gomes, Do Amaral Ferraz Navarro Daniela Maria, Schulz Stefan, Dötterl Stefan

机构信息

Programa de Pós-graduação em Biologia Animal, Universidade Federal de Pernambuco, Recife, 50670-901, Brazil.

Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany.

出版信息

J Chem Ecol. 2019 Feb;45(2):204-213. doi: 10.1007/s10886-018-1018-1. Epub 2018 Sep 19.

Abstract

Nocturnal flowering plants often release strong scents to attract their pollinators. Among night active flower visitors are cyclocephaline scarab beetles, which have been demonstrated to respond to uncommon volatile organic compounds released in high amounts by their host plants. In Araceae, the molecular structure of several such compounds is yet to be unveiled. We investigated headspace floral scent samples of Philodendron squamiferum, Thaumatophyllum mello-baretoanum, and Xanthosoma hylaeae by a variety of approaches, leading to the identification of novel compounds. Dehydrojasmone, (Z)-4-methylene-5-(pent-2-en-1-yl)cyclopent-2-en-1-one (1), (Z)-3-methylene-2-(pent-2-en-1-yl)cyclopentyl acetate (isojasmyl acetate, 3), and (E)-4,8-dimethylnona-1,3,7-trien-5-yl acetate (4) had not been previously reported, while full analytical data of the recently described (Z)-3-methylene-2-(pent-2-en-1-yl)cyclopentan-1-ol (isojasmol, 2) are presented here. All these compounds are derived from more common precursors, (Z)-jasmone and (E)-4,8-dimethyl-1,3,7-nonatriene, likely through biosynthetic "post-processing".

摘要

夜间开花植物通常会释放强烈的气味来吸引传粉者。在夜间活动的访花者中,有犀金龟科甲虫,它们已被证明会对寄主植物大量释放的不常见挥发性有机化合物做出反应。在天南星科中,几种此类化合物的分子结构尚未被揭示。我们通过多种方法研究了具鳞喜林芋、梅洛 - 巴雷托花叶芋和雨林黄肉芋的顶空花香样本,从而鉴定出了新的化合物。脱氢茉莉酮、(Z)-4-亚甲基-5-(戊-2-烯-1-基)环戊-2-烯-1-酮(1)、(Z)-3-亚甲基-2-(戊-2-烯-1-基)环戊基乙酸酯(异茉莉酯,3)和(E)-4,8-二甲基壬-1,3,7-三烯-5-基乙酸酯(4)此前尚未见报道,而本文给出了最近描述的(Z)-3-亚甲基-2-(戊-2-烯-1-基)环戊醇(异茉莉醇,2)的完整分析数据。所有这些化合物可能是通过生物合成的“后处理”,从更常见的前体(Z)-茉莉酮和(E)-4,8-二甲基-1,3,7-壬三烯衍生而来。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ab8/6469606/e502b65e272f/10886_2018_1018_Fig1_HTML.jpg

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