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吲哚和海因衍生物的生物导向杂合体。

Biologically Oriented Hybrids of Indole and Hydantoin Derivatives.

机构信息

A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991 Moscow, Russia.

出版信息

Molecules. 2023 Jan 6;28(2):602. doi: 10.3390/molecules28020602.


DOI:10.3390/molecules28020602
PMID:36677661
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9866919/
Abstract

Indoles and hydantoins are important heterocycles scaffolds which present in numerous bioactive compounds which possess various biological activities. Moreover, they are essential building blocks in organic synthesis, particularly for the preparation of important hybrid molecules. The series of hybrid compounds containing indoles and imidazolidin-2-one moiety with direct C-C bond were synthesized using an amidoalkylation one-pot reaction. All compounds were investigated as a growth regulator for germination, growth and development of wheat seeds ( L). Their effect on drought resistance at very low concentrations (4 × 10 M) was evaluated. The study highlighted identified the leading compounds, a and e, with higher growth-regulating activity than the indole-auxin analogues.

摘要

吲哚和海因都是重要的杂环骨架,存在于许多具有各种生物活性的生物活性化合物中。此外,它们还是有机合成中的重要构建块,特别是对于制备重要的杂化分子。使用酰胺烷基化一锅法反应合成了一系列含有吲哚和咪唑烷-2-酮部分的杂化化合物,它们具有直接的 C-C 键。所有化合物都被用作小麦种子( L)发芽、生长和发育的生长调节剂进行了研究。它们在非常低的浓度(4×10 M)下对抗旱性的影响也进行了评估。该研究突出了具有更高生长调节活性的先导化合物 a 和 e,它们比吲哚-生长素类似物的活性更高。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6da3/9866919/5db02f1a9e45/molecules-28-00602-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6da3/9866919/d60e72623753/molecules-28-00602-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6da3/9866919/c943f202658e/molecules-28-00602-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6da3/9866919/5db02f1a9e45/molecules-28-00602-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6da3/9866919/d60e72623753/molecules-28-00602-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6da3/9866919/c943f202658e/molecules-28-00602-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6da3/9866919/5db02f1a9e45/molecules-28-00602-g002.jpg

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Biologically Oriented Hybrids of Indole and Hydantoin Derivatives.

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[7]
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引用本文的文献

[1]
New Hybrid Ethylenediurea (EDU) Derivatives and Their Phytoactivity.

Int J Mol Sci. 2024-3-15

[2]
Synthesis of Tetracyclic Spirooxindolepyrrolidine-Engrafted Hydantoin Scaffolds: Crystallographic Analysis, Molecular Docking Studies and Evaluation of Their Antimicrobial, Anti-Inflammatory and Analgesic Activities.

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本文引用的文献

[1]
Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities.

Molecules. 2022-10-13

[2]
Isatin Bis-Indole and Bis-Imidazothiazole Hybrids: Synthesis and Antimicrobial Activity.

Molecules. 2022-9-7

[3]
Roles of Auxin in the Growth, Development, and Stress Tolerance of Horticultural Plants.

Cells. 2022-9-5

[4]
Exogenous tryptophan application improves cadmium tolerance and inhibits cadmium upward transport in broccoli ( var. ).

Front Plant Sci. 2022-8-11

[5]
Target-based anticancer indole derivatives and insight into structure‒activity relationship: A mechanistic review update (2018-2021).

Acta Pharm Sin B. 2022-7

[6]
Rational drug design strategies for the development of promising multi-target directed indole hybrids as Anti-Alzheimer agents.

Bioorg Chem. 2022-10

[7]
Integrative Soil Application of Humic Acid and Foliar Plant Growth Stimulants Improves Soil Properties and Wheat Yield and Quality in Nutrient-Poor Sandy Soil of a Semiarid Region.

J Soil Sci Plant Nutr. 2022

[8]
Recent Progress of Bioactivities, Mechanisms of Action, Total Synthesis, Structural Modifications and Structure-activity Relationships of Indole Derivatives: A Review.

Mini Rev Med Chem. 2022

[9]
Hemimycalins C-E; Cytotoxic and Antimicrobial Alkaloids with Hydantoin and 2-Iminoimidazolidin-4-one Backbones from the Red Sea Marine Sponge sp.

Mar Drugs. 2021-12-2

[10]
Synthesis of novel indole-isoxazole hybrids and evaluation of their cytotoxic activities on hepatocellular carcinoma cell lines.

BMC Chem. 2021-12-20

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