• 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

含三氟甲基生长素衍生物的合成与生物学评价

Synthesis and biological evaluation of trifluoromethyl-containing auxin derivatives.

作者信息

Yamashita Mitsuaki, Saneoka Fuki, Sano Aozora, Arakawa Towa, Iida Akira

机构信息

Graduate School of Agriculture, Kindai University.

出版信息

J Pestic Sci. 2025 Aug 20;50(3):64-73. doi: 10.1584/jpestics.D25-026.

DOI:10.1584/jpestics.D25-026
PMID:40910017
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12405010/
Abstract

This study focused on the chemical synthesis of auxin analogs, wherein a trifluoromethyl group was introduced near the carboxyl group in the side chain of natural and synthetic auxins, including IAA, NAA, IBA, 2,4-D, and 4-Cl-IAA. The effects of these synthetic compounds and natural auxins on plant growth regulation and callus growth were evaluated. In experiments with black gram, CF-IAA and 4-Cl-CF-IAA exhibited comparable effects to the parent compound, IAA. Meanwhile, CF-NAA, CF-2,4-D, CF-IBA-1, and CF-IBA-2 displayed effects that differed considerably from those of their respective parent auxins. In experiments with lettuce, CF-IAA, 4-Cl-CF-IAA, CF-NAA, CF-2,4-D, and CF-IBA-1 showed effects comparable to the corresponding parent auxins. However, at low concentrations, these analogs induced hypocotyl and root elongations, a response distinct from that observed with their parent compounds. Furthermore, CF-IBA-2 considerably promoted hypocotyl and root elongations across all concentrations relative to the control. The addition of synthetic compounds to callus cultures revealed that CF-IAA, 4-Cl-CF-IAA, CF-NAA, and CF-2,4-D promoted callus proliferation, whereas CF-IBA-1 and CF-IBA-2 did not enhance callus growth.

摘要

本研究聚焦于生长素类似物的化学合成,即在天然和合成生长素(包括吲哚 - 3 - 乙酸(IAA)、萘乙酸(NAA)、吲哚 - 3 - 丁酸(IBA)、2,4 - 二氯苯氧乙酸(2,4 - D)和4 - 氯吲哚 - 3 - 乙酸(4 - Cl - IAA))的侧链羧基附近引入三氟甲基基团。评估了这些合成化合物和天然生长素对植物生长调节和愈伤组织生长的影响。在对黑绿豆的实验中,CF - IAA和4 - Cl - CF - IAA表现出与母体化合物IAA相当的效果。同时,CF - NAA、CF - 2,4 - D、CF - IBA - 1和CF - IBA - 2显示出与其各自母体生长素显著不同的效果。在对生菜的实验中,CF - IAA、4 - Cl - CF - IAA、CF - NAA、CF - 2,4 - D和CF - IBA - 1表现出与相应母体生长素相当的效果。然而,在低浓度下,这些类似物诱导下胚轴和根伸长,这一反应与其母体化合物所观察到的不同。此外,相对于对照,CF - IBA - 2在所有浓度下都显著促进下胚轴和根伸长。将合成化合物添加到愈伤组织培养物中发现,CF - IAA、4 - Cl - CF - IAA、CF - NAA和CF - 2,4 - D促进愈伤组织增殖,而CF - IBA - 1和CF - IBA - 2并未促进愈伤组织生长。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/0cf02a609807/jps-50-3-D25-026-figure03.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/807ed137d4fe/jps-50-3-D25-026-figure01.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/eb2fd1c79e14/jps-50-3-D25-026-figure02.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/5693c5095f89/jps-50-3-D25-026-scheme01.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/6e30e47ea1c8/jps-50-3-D25-026-scheme02.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/a5ccd5552bfe/jps-50-3-D25-026-scheme03.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/a964567b1d26/jps-50-3-D25-026-scheme04.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/e42d59a7d2f0/jps-50-3-D25-026-scheme05.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/0cf02a609807/jps-50-3-D25-026-figure03.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/807ed137d4fe/jps-50-3-D25-026-figure01.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/eb2fd1c79e14/jps-50-3-D25-026-figure02.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/5693c5095f89/jps-50-3-D25-026-scheme01.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/6e30e47ea1c8/jps-50-3-D25-026-scheme02.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/a5ccd5552bfe/jps-50-3-D25-026-scheme03.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/a964567b1d26/jps-50-3-D25-026-scheme04.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/e42d59a7d2f0/jps-50-3-D25-026-scheme05.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc0b/12405010/0cf02a609807/jps-50-3-D25-026-figure03.jpg

相似文献

1
Synthesis and biological evaluation of trifluoromethyl-containing auxin derivatives.含三氟甲基生长素衍生物的合成与生物学评价
J Pestic Sci. 2025 Aug 20;50(3):64-73. doi: 10.1584/jpestics.D25-026.
2
Comparative Evaluation and Optimization of Auxin Type and Concentration on Rooting Efficiency of × Dress: Stem Cuttings Using Response Surface Methodology.利用响应面法比较评价生长素类型和浓度对×德雷斯扦插枝条生根效率的影响及优化
Plants (Basel). 2025 Aug 4;14(15):2420. doi: 10.3390/plants14152420.
3
Prescription of Controlled Substances: Benefits and Risks管制药品的处方:益处与风险
4
Nitrate-dependent changes in the primary and lateral root growth in wheat seedlings require the coordinated action of auxin, calcium and nitric oxide.硝酸盐依赖的小麦幼苗主根和侧根生长变化需要生长素、钙和一氧化氮的协同作用。
Nitric Oxide. 2025 Aug 20;159:11-22. doi: 10.1016/j.niox.2025.08.003.
5
Diverse MarR bacterial regulators of auxin catabolism in the plant microbiome.植物微生物组中生长素分解代谢的多样 MarR 细菌调节剂。
Nat Microbiol. 2022 Nov;7(11):1817-1833. doi: 10.1038/s41564-022-01244-3. Epub 2022 Oct 20.
6
Optimizing Growth Regulator Concentrations for L. Micropropagation.优化用于微繁殖的生长调节剂浓度。 注:原文中“L.”可能有误,推测可能是“Lettuce”(生菜)之类的植物名称,这里暂且按字面翻译,准确翻译可能需结合完整语境进一步确定。 或推测是某种植物属名的缩写如“Lactuca”(莴苣属)等 若有准确信息,可进一步完善译文表述。 又注:“Micropropagation”常见释义为“微繁殖”“微体繁殖”等,在植物学领域指通过组织培养等技术快速繁殖植物的方法。这里暂且翻译为“微繁殖” 具体翻译可依植物学专业习惯微调 。 若原文中“L.”为植物名称,译文可改为“优化[具体植物名称]微繁殖的生长调节剂浓度” 。 因缺乏更多信息 目前译文仅为基于现有文字的初步翻译 。 上述注释内容无需输出 仅为辅助理解翻译过程 。 最终译文:优化用于微繁殖的生长调节剂浓度。
Plants (Basel). 2025 Aug 20;14(16):2586. doi: 10.3390/plants14162586.
7
Structures and mechanism of the AUX/LAX transporters involved in auxin import.参与生长素输入的AUX/LAX转运蛋白的结构与机制。
Nat Plants. 2025 Aug;11(8):1670-1680. doi: 10.1038/s41477-025-02056-z. Epub 2025 Aug 4.
8
PmeR, a TetR-like transcriptional regulator, is involved in both auxin signaling and virulence in the plant pathogen strain DC3000.PmeR是一种类TetR转录调节因子,参与植物病原体菌株DC3000的生长素信号传导和毒力。
mBio. 2025 Aug 20:e0115225. doi: 10.1128/mbio.01152-25.
9
The Black Book of Psychotropic Dosing and Monitoring.《精神药物剂量与监测黑皮书》
Psychopharmacol Bull. 2024 Jul 8;54(3):8-59.
10
Optimisation of indole acetic acid production by Neopestalotiopsis aotearoa endophyte isolated from Thymus vulgaris and its impact on seed germination of Ocimum basilicum.从普通牛至中分离得到的内生 Neopestalotiopsis aotearoa 对吲哚乙酸的生产优化及其对罗勒种子发芽的影响。
BMC Biotechnol. 2024 Jul 6;24(1):46. doi: 10.1186/s12896-024-00872-3.

本文引用的文献

1
New Approved Drugs Appearing in the Pharmaceutical Market in 2022 Featuring Fragments of Tailor-Made Amino Acids and Fluorine.2022 年医药市场获批新药:含定制氨基酸片段和氟的新药。
Molecules. 2023 Apr 22;28(9):3651. doi: 10.3390/molecules28093651.
2
N-Heterocyclic Carbene-Catalyzed Synthesis of α-Trifluoromethyl Esters.N-杂环卡宾催化合成α-三氟甲基酯。
Org Lett. 2018 Jul 6;20(13):3897-3901. doi: 10.1021/acs.orglett.8b01482. Epub 2018 Jun 13.
3
Catalytic Enantioselective Synthesis of Tetrahydocarbazoles and Exocyclic Pictet-Spengler-Type Reactions.
催化对映选择性合成四氢咔唑和外环皮克特-斯彭格勒型反应。
Org Lett. 2016 Dec 2;18(23):5990-5993. doi: 10.1021/acs.orglett.6b02718. Epub 2016 Nov 16.
4
Synthesis and Biological Activities of Substituted 4,4,4-Trifluoro-3-(indoIe-3-)butyric Acids, Novel Fluorinated Plant Growth Regulators.新型含氟植物生长调节剂——取代4,4,4-三氟-3-(吲哚-3-基)丁酸的合成及其生物活性
Biosci Biotechnol Biochem. 1996 Jan;60(5):755-9. doi: 10.1271/bbb.60.755.
5
Rapid access to α-alkoxy and α-amino acid derivatives through safe continuous-flow generation of diazoesters.通过安全的重氮酯连续流生成快速获取α-烷氧基和α-氨基酸衍生物。
Chemistry. 2011 Aug 22;17(35):9586-9. doi: 10.1002/chem.201101590. Epub 2011 Jul 27.
6
Synthesis and biological activities of 4-trifluoromethylindole-3-acetic acid: a new fluorinated indole auxin.4-三氟甲基吲哚-3-乙酸的合成及其生物活性:一种新型含氟吲哚生长素
Biosci Biotechnol Biochem. 2008 Aug;72(8):2025-33. doi: 10.1271/bbb.80138. Epub 2008 Aug 7.
7
Catalytic, highly enantioselective Friedel-Crafts reactions of aromatic and heteroaromatic compounds to trifluoropyruvate. A simple approach for the formation of optically active aromatic and heteroaromatic hydroxy trifluoromethyl esters.芳香族和杂芳香族化合物与三氟丙酮酸的催化、高对映选择性傅克反应。一种形成光学活性芳香族和杂芳香族羟基三氟甲基酯的简单方法。
J Org Chem. 2001 Feb 9;66(3):1009-13. doi: 10.1021/jo001176m.
8
Synthesis and biological activities of 4-chloroindole-3-acetic acid and its esters.
Biosci Biotechnol Biochem. 2000 Apr;64(4):808-15. doi: 10.1271/bbb.64.808.
9
Production of anti-tumour-promoting furanonaphthoquinones in Tabebuia avellanedae cell cultures.在椭圆叶风铃木细胞培养物中生产抗肿瘤促进呋喃萘醌
Phytochemistry. 1994 May;36(2):323-5. doi: 10.1016/s0031-9422(00)97069-9.