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奥卡霉素和其他植物真菌产物作为新型杀虫剂先导。

Okaramines and other plant fungal products as new insecticide leads.

机构信息

Department of Applied Biological Chemistry, Faculty of Agriculture, Kindai University, 3327-204 Nakamachi, Nara 631-8505, Japan.

出版信息

Curr Opin Insect Sci. 2018 Dec;30:67-72. doi: 10.1016/j.cois.2018.09.010. Epub 2018 Sep 27.

DOI:10.1016/j.cois.2018.09.010
PMID:30553487
Abstract

Okaramine were indole alkaloids discovered from products of Penicillium simplicissimum AK-40 in soy bean pulp 'okara'. Okaramines exhibit insecticidal activity on a broad range of insects. Hence, more insecticide leads were explored by fermenting the other fungi with okara, resulting in the isolations of meroterpenes and cyclic peptides as well as indole alkaloids with distinct skeletons. Most okaramines activate l-glutamate-gated chloride channels found only in invertebrate nervous systems and muscle cells. Other fungal products selectively modulate other invertebrate ligand-gated chloride channels. Recently, the okaramine biosynthetic pathway has been elucidated, providing new insights in structural features important for activity. Enhanced production of okaramine in okara points to the involvement of plant mediators in the production of insect modulators by plant associated microorganisms in the rhizosphere as a novel defense strategy.

摘要

奥卡胺是从大豆豆渣中青霉素属简单青霉 AK-40 的产物中发现的吲哚生物碱。奥卡胺对广泛的昆虫具有杀虫活性。因此,通过用豆渣发酵其他真菌,探索了更多的杀虫剂先导化合物,得到了倍半萜和环肽以及具有独特骨架的吲哚生物碱。大多数奥卡胺激活仅存在于无脊椎动物神经系统和肌肉细胞中的 l-谷氨酸门控氯离子通道。其他真菌产物选择性调节其他无脊椎动物配体门控氯离子通道。最近,奥卡胺的生物合成途径已经阐明,为活性的结构特征提供了新的见解。豆渣中奥卡胺的产量增加表明,植物介体参与了根际植物相关微生物产生昆虫调节剂的过程,这是一种新的防御策略。

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Okaramines and other plant fungal products as new insecticide leads.奥卡霉素和其他植物真菌产物作为新型杀虫剂先导。
Curr Opin Insect Sci. 2018 Dec;30:67-72. doi: 10.1016/j.cois.2018.09.010. Epub 2018 Sep 27.
2
Biosynthesis and Structure-Activity Relationship Studies of Okaramines That Target Insect Glutamate-Gated Chloride Channels.靶向昆虫谷氨酸门控氯离子通道的奥卡胺生物合成及结构-活性关系研究。
ACS Chem Biol. 2018 Mar 16;13(3):561-566. doi: 10.1021/acschembio.7b00878. Epub 2018 Feb 2.
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Okaramine insecticidal alkaloids show similar activity on both exon 3c and exon 3b variants of glutamate-gated chloride channels of the larval silkworm, Bombyx mori.冈田胺类杀虫生物碱对家蚕幼虫谷氨酸门控氯离子通道的外显子3c和外显子3b变体表现出相似的活性。
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GluCl a target of indole alkaloid okaramines: a 25 year enigma solved.谷氨酸门控氯离子通道(GluCl)是吲哚生物碱奥卡胺的作用靶点:一个长达25年的谜团得以解开。
Sci Rep. 2014 Aug 26;4:6190. doi: 10.1038/srep06190.
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An L319F mutation in transmembrane region 3 (TM3) selectively reduces sensitivity to okaramine B of the Bombyx mori l-glutamate-gated chloride channel.跨膜区3(TM3)中的L319F突变选择性降低了家蚕L-谷氨酸门控氯离子通道对奥卡胺B的敏感性。
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Metabolome Analysis Identified Okaramines in the Soybean Rhizosphere as a Legacy of Hairy Vetch.代谢组学分析表明,大豆根际中的奥卡胺是毛苕子遗留的产物。
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Biosynthesis of Complex Indole Alkaloids: Elucidation of the Concise Pathway of Okaramines.复杂吲哚生物碱的生物合成:奥卡胺的简约途径阐明。
Angew Chem Int Ed Engl. 2017 Aug 1;56(32):9478-9482. doi: 10.1002/anie.201705501. Epub 2017 Jul 6.
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The fungal alkaloid Okaramine-B activates an L-glutamate-gated chloride channel from Ixodes scapularis, a tick vector of Lyme disease.真菌生物碱奥卡胺-B 激活了来自莱姆病传播媒介硬蜱的 L-谷氨酸门控氯离子通道。
Int J Parasitol Drugs Drug Resist. 2018 Aug;8(2):350-360. doi: 10.1016/j.ijpddr.2018.06.001. Epub 2018 Jun 4.
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Okaramines N, O, P, Q and R, new okaramine congeners, from Penicillium simplicissimum ATCC 90288.来自简青霉ATCC 90288的新冈田胺同系物冈田胺N、O、P、Q和R。
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Okaramine G, a New Okaramine Congener from Penicillium simplicissimum ATCC 90288.奥卡胺G,一种来自简单青霉ATCC 90288的新型奥卡胺同系物。
Biosci Biotechnol Biochem. 1998;62(4):804-6. doi: 10.1271/bbb.62.804.

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