Identification and Stereoselective Total Synthesis of an Insect Homosesquiterpene from the Clonal Raider Ant Ooceraea biroi

IF 3.6 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-08-27 DOI:10.1021/acs.jnatprod.5c00656

Ryan M. Alam*, , , Yoko Nakamura, , , Stefan Bartram, , , Nico Ueberschaar, , , Tim Zetzsche, , , Yuko Ulrich, , , Sarah E. O’Connor*, , and , Tobias G. Köllner*,

引用次数: 0

Abstract

Ants typically demonstrate a high level of complex social behavior that is largely mediated by chemical communication. In recent years, the Clonal raider ant Ooceraea biroi has become a promising model system for the study of social behavior in ants. Here we report the profile of extracted volatiles from O. biroi and, following detection of an α-homofarnesene as the major component, unambiguously confirm its structural identity as (3Z,6E)-14-methyl-α-farnesene through preparative stereoselective total synthesis.

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克隆蚁卵母蚁同源半萜的鉴定及立体选择性合成。

蚂蚁通常表现出高度复杂的社会行为，主要是由化学通讯介导的。近年来，克隆攻击蚁（Ooceraea biroi）成为研究蚂蚁社会行为的一个很有前途的模型系统。本研究报告了从枇杷叶中提取的挥发物的特征，并通过制备立体选择性全合成确定了其结构为(3Z,6E)-14-甲基-α-法尼烯的主要成分α-同源法尼烯。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.