• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

外消旋棉酚、(+)-棉酚和(-)-棉酚对棉铃虫幼虫存活和发育的影响。

Effect of racemic and (+)- and (-)-gossypol on the survival and development of Helicoverpa zea larvae.

作者信息

Stipanovic Robert D, Lopez Juan D, Dowd Michael K, Puckhaber Lorraine S, Duke Sara E

机构信息

USDA-ARS, Southern Plains Agricultural Research Center, College Station, TX, USA.

出版信息

J Chem Ecol. 2006 May;32(5):959-68. doi: 10.1007/s10886-006-9052-9. Epub 2006 May 19.

DOI:10.1007/s10886-006-9052-9
PMID:16739016
Abstract

Gossypol is a sesquiterpene that occurs naturally in seed and other parts of the cotton plant. Because of restricted rotation around the binaphthyl bond, it occurs naturally as enantiomeric mixtures with (+)-gossypol to (-)-gossypol ratios that vary between 97:3 and 31:69. Commercial cotton varieties (Gossypium hirsutum) normally exhibit an approximate 3:2 ratio. (+)-Gossypol is significantly less toxic than (-)-gossypol to nonruminant animals; thus, cottonseed containing high levels of (+)-gossypol might be safely fed to nonruminants. Gossypol, however, is an important component in the cotton plant's defense against insect herbivores, but it is not known how cotton plants that exhibit high levels of (+)-gossypol in the foliage might be affected by insect herbivory. To address this question, 1-d-old Helicoverpa zea larvae were fed diets with 0.16, 0.20, and 0.24% racemic, (+)-, and (-)-gossypol. Larval pupal weights, days-to-pupation, and survival were adversely affected by all gossypol diets compared with the control diet. Statistical differences were determined by comparing the compounds among themselves at the three levels and between the three compounds at the same level. When the compounds were compared among themselves, no large differences were observed in pupal weights or in days-to-pupation among any of the diets. Among the three compounds, at the 0.16% level, the diet containing racemic gossypol was the most effective at reducing survival. At the 0.20 and 0.24% levels of racemic (+)- and (-)-gossypol, survival was not statistically different. The overall results indicate that (+)-gossypol is as inhibitory to H. zea larvae as racemic or (-)-gossypol, and thus, cotton plants containing predominantly the (+)-enantiomer in foliage may maintain significant defense against insect herbivory.

摘要

棉酚是一种倍半萜烯,天然存在于棉花植株的种子及其他部位。由于联萘键周围的旋转受限,它以对映体混合物的形式天然存在,(+)-棉酚与(-)-棉酚的比例在97:3至31:69之间变化。商业棉花品种(陆地棉)通常呈现约3:2的比例。(+)-棉酚对非反刍动物的毒性明显低于(-)-棉酚;因此,含有高水平(+)-棉酚的棉籽或许可以安全地喂给非反刍动物。然而,棉酚是棉花植株抵御食草昆虫的重要成分,但尚不清楚叶片中含有高水平(+)-棉酚的棉花植株会如何受到食草昆虫的影响。为解决这个问题,给1日龄的棉铃虫幼虫喂食含有0.16%、0.20%和0.24%外消旋、(+)-和(-)-棉酚的饲料。与对照饲料相比,所有含棉酚的饲料对幼虫化蛹重量、化蛹天数和存活率均产生了不利影响。通过比较三种水平下各化合物之间以及同一水平下三种化合物之间的差异来确定统计学差异。当各化合物相互比较时,在任何一种饲料的化蛹重量或化蛹天数方面均未观察到显著差异。在三种化合物中,在0.16%的水平下,含有外消旋棉酚的饲料在降低存活率方面最为有效。在外消旋(+)-和(-)-棉酚含量为0.20%和0.24%的水平下,则存活率在统计学上无差异。总体结果表明,(+)-棉酚对棉铃虫幼虫的抑制作用与外消旋或(-)-棉酚相同,因此,叶片中主要含有(+)-对映体的棉花植株可能对食草昆虫保持显著的防御能力。

相似文献

1
Effect of racemic and (+)- and (-)-gossypol on the survival and development of Helicoverpa zea larvae.外消旋棉酚、(+)-棉酚和(-)-棉酚对棉铃虫幼虫存活和发育的影响。
J Chem Ecol. 2006 May;32(5):959-68. doi: 10.1007/s10886-006-9052-9. Epub 2006 May 19.
2
Effect of racemic, (+)- and (-)-gossypol on survival and development of Heliothis virescens larvae.消旋、(+)-和(-)-棉酚对棉铃虫幼虫存活和发育的影响。
Environ Entomol. 2008 Oct;37(5):1081-5. doi: 10.1603/0046-225X(2008)37[1081:EORAGO]2.0.CO;2.
3
Occurrence of (+)- and (-)-gossypol in wild species of cotton and in Gossypium hirsutum Var. marie-galante (Watt) Hutchinson.野生棉种以及陆地棉变种玛丽 - 加兰特棉(Watt)Hutchinson中(+)- 和(-)- 棉酚的存在情况。
J Agric Food Chem. 2005 Aug 10;53(16):6266-71. doi: 10.1021/jf050702d.
4
Gossypolhemiquinone, a dimeric sesquiterpenoid identified in cotton (Gossypium).棉酚半醌,一种在棉花(棉属)中鉴定出的二聚倍半萜。
Phytochemistry. 2016 Feb;122:165-171. doi: 10.1016/j.phytochem.2015.12.009. Epub 2015 Dec 22.
5
Toxicity of (+)- and (-)-gossypol to the plant pathogen, Rhizoctonia solani.(+)-和(-)-棉酚对植物病原菌立枯丝核菌的毒性。
J Agric Food Chem. 2002 Nov 20;50(24):7017-21. doi: 10.1021/jf0207225.
6
Ratios of (+)- and (-)-gossypol in leaves, stems, and roots of selected accessions of Gossypium hirsutum var. marie galante (Watt) Hutchinson.陆地棉变种玛丽加兰特棉(Watt)哈钦森选定种质的叶、茎和根中(+)-和(-)-棉酚的比例。
J Agric Food Chem. 2006 Mar 8;54(5):1633-7. doi: 10.1021/jf052319e.
7
Adaptive regulation of detoxification enzymes in Helicoverpa armigera to different host plants.棉铃虫对不同寄主植物解毒酶的适应性调节。
Insect Mol Biol. 2019 Oct;28(5):628-636. doi: 10.1111/imb.12578. Epub 2019 Mar 25.
8
Constitutive and induced insect resistance in RNAi-mediated ultra-low gossypol cottonseed cotton.利用 RNAi 介导的超低棉酚棉花实现昆虫的组成型和诱导型抗性。
BMC Plant Biol. 2019 Jul 18;19(1):322. doi: 10.1186/s12870-019-1921-9.
9
Plant-herbivore-carnivore interactions in cotton, Gossypium hirsutum: linking belowground and aboveground.棉花(陆地棉)中植物-食草动物-食肉动物的相互作用:连接地下和地上部分
J Chem Ecol. 2008 Oct;34(10):1341-8. doi: 10.1007/s10886-008-9532-1. Epub 2008 Aug 16.
10
Potential detoxification of gossypol by UDP-glycosyltransferases in the two Heliothine moth species Helicoverpa armigera and Heliothis virescens.棉铃虫和烟芽夜蛾这两种实夜蛾科蛾类中UDP-糖基转移酶对棉酚的潜在解毒作用。
Insect Biochem Mol Biol. 2016 Apr;71:49-57. doi: 10.1016/j.ibmb.2016.02.005. Epub 2016 Feb 10.

引用本文的文献

1
The Role of Exogenous microRNAs on Human Health: The Plant-Human Trans-Kingdom Hypothesis.外源性 microRNAs 对人类健康的作用:植物-人类跨物种假说。
Nutrients. 2024 Oct 28;16(21):3658. doi: 10.3390/nu16213658.
2
The Chemical Ecology of Plant Natural Products.植物天然产物的化学生态学。
Prog Chem Org Nat Prod. 2024;124:57-183. doi: 10.1007/978-3-031-59567-7_2.
3
Experimental Growth Conditions affect Direct and Indirect Defences in two Cotton Species.实验生长条件对两种棉花物种的直接和间接防御的影响。

本文引用的文献

1
On the botanical distribution of chiral forms of gossypol.棉酚手性形式的植物分布。
Planta Med. 1992 Oct;58(5):454-8. doi: 10.1055/s-2006-961512.
2
Relative toxicity of gossypol enantiomers in broilers.棉酚对映体在肉鸡中的相对毒性
Poult Sci. 2005 Sep;84(9):1376-82. doi: 10.1093/ps/84.9.1376.
3
Preparation of enantiomeric gossypol by crystallization.通过结晶法制备对映体棉酚。
J Chem Ecol. 2023 Jun;49(5-6):340-352. doi: 10.1007/s10886-023-01422-5. Epub 2023 May 9.
4
Heat wave event facilitates defensive responses in invasive C3 plant L. under elevated CO concentration to the detriment of .热浪事件促进了入侵C3植物在高浓度二氧化碳环境下的防御反应,对……不利。 (原文中“L.”和“.”指代不明,翻译可能存在一定局限性)
Front Plant Sci. 2022 Jul 27;13:907764. doi: 10.3389/fpls.2022.907764. eCollection 2022.
5
GhCDNC and GhCYP706B1 genes mediate gossypol biosynthesis in upland cotton.GhCDNC 和 GhCYP706B1 基因介导陆地棉中的棉酚生物合成。
Mol Biol Rep. 2022 Jun;49(6):4919-4928. doi: 10.1007/s11033-022-07355-8. Epub 2022 Mar 25.
6
Genetics and Breeding for Glandless Upland Cotton With Improved Yield Potential and Disease Resistance: A Review.具有改良产量潜力和抗病性的无腺体陆地棉的遗传与育种综述
Front Plant Sci. 2021 Oct 6;12:753426. doi: 10.3389/fpls.2021.753426. eCollection 2021.
7
Gene Expression Correlation Analysis Reveals MYC-NAC Regulatory Network in Cotton Pigment Gland Development.基因表达相关性分析揭示了棉花色素腺发育过程中 MYC-NAC 调控网络。
Int J Mol Sci. 2021 May 8;22(9):5007. doi: 10.3390/ijms22095007.
8
Cottonseed Press Cake as a Potential Diet for Industrially Farmed Black Soldier Fly Larvae Triggers Adaptations of Their Bacterial and Fungal Gut Microbiota.棉籽压榨饼作为工业化养殖黑水虻幼虫的潜在饲料会引发其肠道细菌和真菌微生物群的适应性变化。
Front Microbiol. 2021 Mar 29;12:634503. doi: 10.3389/fmicb.2021.634503. eCollection 2021.
9
Effect of dietary gossypol supplement on fermentation characteristics and bacterial diversity in the rumen of sheep.日粮棉酚添加对绵羊瘤胃发酵特性及细菌多样性的影响。
PLoS One. 2020 Jun 10;15(6):e0234378. doi: 10.1371/journal.pone.0234378. eCollection 2020.
10
Cotton roots are the major source of gossypol biosynthesis and accumulation.棉花根是棉酚生物合成和积累的主要来源。
BMC Plant Biol. 2020 Feb 27;20(1):88. doi: 10.1186/s12870-020-2294-9.
Chirality. 2003 Jun;15(6):486-93. doi: 10.1002/chir.10237.
4
Toxicity of (+)- and (-)-gossypol to the plant pathogen, Rhizoctonia solani.(+)-和(-)-棉酚对植物病原菌立枯丝核菌的毒性。
J Agric Food Chem. 2002 Nov 20;50(24):7017-21. doi: 10.1021/jf0207225.
5
Cottonseed with a high (+)- to (-)-gossypol enantiomer ratio favorable to broiler production.具有高(+)- 与(-)- 棉酚对映体比例且有利于肉鸡生产的棉籽。
J Agric Food Chem. 2000 Nov;48(11):5692-5. doi: 10.1021/jf000211n.
6
Stereo-specific cytotoxic effects of gossypol enantiomers and gossypolone in tumour cell lines.棉酚对映体和棉酚酮在肿瘤细胞系中的立体特异性细胞毒性作用。
Cancer Lett. 1999 Jan 29;135(2):171-80. doi: 10.1016/s0304-3835(98)00302-4.
7
Cytotoxicity of gossypol enantiomers and its quinone metabolite gossypolone in melanoma cell lines.棉酚对映体及其醌代谢产物棉酚酮在黑色素瘤细胞系中的细胞毒性。
Melanoma Res. 1997 Oct;7(5):364-72. doi: 10.1097/00008390-199710000-00002.
8
Anti-HIV-1 activity and cellular pharmacology of various analogs of gossypol.棉酚各种类似物的抗HIV-1活性及细胞药理学
Biochem Pharmacol. 1993 Jul 20;46(2):251-5. doi: 10.1016/0006-2952(93)90411-o.
9
[The effects of optical isomers of gossypol on Sertoli cells in vitro].[棉酚光学异构体对体外培养支持细胞的影响]
Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 1993 Apr;15(2):98-101.
10
Differential effects of the (+)- and (-)-gossypol enantiomers upon Entamoeba histolytica axenic cultures.(+)-和(-)-棉酚对映体对溶组织内阿米巴无菌培养的不同影响。
J Pharm Pharmacol. 1993 Feb;45(2):144-5. doi: 10.1111/j.2042-7158.1993.tb03701.x.