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行为和触角电位反应的拟除虫菊酯类似物。

Behavioral and electroantennogram responses of periplanone analogs.

机构信息

Life Science Research Laboratory, Japan Tobacco Inc., 6-2 Umegaoka, Midori-ku, 227, Yokohama, Japan.

出版信息

J Chem Ecol. 1991 Apr;17(4):695-706. doi: 10.1007/BF00994193.

DOI:10.1007/BF00994193
PMID:24258915
Abstract

The biological activities of synthetic periplanone analogs, including four candidates of periplanone-A (P-A), were evaluated by behavioral and electroantennogram (EAG) assays. Among 16 periplanone analogs, six compounds evoked pheromonal activity from the male American cockroaches. The threshold dosages of these biological active analogs were 10-10(5) times lower than that of the known periplanone mimic, germacrene-D. The conformation required for eliciting the pheromonal activity is discussed in terms of the structure-activity relationship of these analogs. Hauptmann's P-A elicited the strongest pheromonal activity among four candidates of P-A in our bioassay, suggesting that Hauptmann's P-A is a natural P-A produced from female cockroaches.

摘要

合成倍半萜类似物的生物活性,包括倍半萜-A(P-A)的四个候选物,通过行为和触角电位图(EAG)测定进行了评估。在 16 个倍半萜类似物中,有 6 种化合物从雄性美洲蟑螂中诱发出信息素活性。这些生物活性类似物的阈值剂量比已知的倍半萜类似物,大根香叶烯-D 的阈值剂量低 10-10(5)倍。根据这些类似物的结构-活性关系,讨论了引发信息素活性所需的构象。在我们的生物测定中,Hauptmann 的 P-A 在四个 P-A 候选物中表现出最强的信息素活性,表明 Hauptmann 的 P-A 是一种由雌性蟑螂产生的天然 P-A。

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1
Behavioral and electroantennogram responses of periplanone analogs.行为和触角电位反应的拟除虫菊酯类似物。
J Chem Ecol. 1991 Apr;17(4):695-706. doi: 10.1007/BF00994193.
2
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引用本文的文献

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J Chem Ecol. 1992 Mar;18(3):371-8. doi: 10.1007/BF00994238.
2
Role of chirality in olfactory-directed behavior: Aggregation of pine engraver beetles in the genusIps (Coleoptera: Scolytidae).手性在嗅觉导向行为中的作用:松雕象甲属(鞘翅目:象甲科)昆虫的聚集。
J Chem Ecol. 1993 Aug;19(8):1809-31. doi: 10.1007/BF00982310.
3
Atomic model of the recognition site of the American cockroach pheromone receptor.

本文引用的文献

1
Sex pheromonal activity of (+)-trans-verbenyl acetate and related compounds to the american cockroach,Periplaneta americana L.(+)-反式马鞭草烯醇乙酸酯及相关化合物对美洲大蠊(Periplaneta americana L.)的性信息素活性
J Chem Ecol. 1981 Sep;7(5):853-65. doi: 10.1007/BF00992383.
2
Studies on sex pheromone of American cockroach, with emphasis on structure elucidation of periplanone-A.美洲大蠊性信息素的研究,重点在于 elucidation 结构periplanone-A。
J Chem Ecol. 1982 Feb;8(2):439-51. doi: 10.1007/BF00987792.
3
Sex pheromonal activity of (+)-bornyl acetate and related compounds to the American cockroach.
美国蟑螂信息素受体识别位点的原子模型。
J Chem Ecol. 1996 May;22(5):869-83. doi: 10.1007/BF02029941.
4
Hesperophylax occidentalis (Trichoptera: Limnephilidae): Electroantennogram structure-activity study of sex pheromone component 6-methylnonan-3-one.西方石蛾(Trichoptera:Limnephilidae):性信息素成分 6-甲基壬-3-酮的触角电位结构-活性研究。
J Chem Ecol. 1996 Jan;22(1):123-37. doi: 10.1007/BF02040204.
(+)-乙酸龙脑酯和相关化合物对美洲大蠊的性信息素活性。
J Chem Ecol. 1983 Mar;9(3):433-48. doi: 10.1007/BF00988460.
4
Studies on relationship between activity and electron density on carbonyl oxygen in sex pheromone mimics of the American cockroach, part XI.关于美国蟑螂性信息素模拟物中羰基氧的活性与电子密度关系的研究,第十一部分。
J Chem Ecol. 1985 Sep;11(9):1275-87. doi: 10.1007/BF01024115.
5
Behavioral responses of malePeriplaneta americana L. to female sex pheromone components, periplanone-A and periplanone-B.雄性美洲大蠊对性信息素成分periplanone-A 和 periplanone-B 的行为反应。
J Chem Ecol. 1990 Sep;16(9):2605-14. doi: 10.1007/BF00988072.
6
Sex pheromone mimics of the American cockroach.美洲大蠊的性信息素类似物。
Nature. 1971 Jul 23;232(5308):259-61. doi: 10.1038/232259a0.