Design, Synthesis and Fungicidal Activity of N-(5-Phenyl-1,3,4-Thiadiazol-2-yl)-N-((1-Phenyl-1H-1,2,3-Triazol-4-yl) Methyl) Benzamide Derivatives DOI Creative Commons
Z.-G. Kong, Xinyu Zhang, Ming Bian

и другие.

Natural Product Communications, Год журнала: 2024, Номер 19(12)

Опубликована: Дек. 1, 2024

Objective: Plant pathogens are serious hazards to agricultural production, but existing drugs have problems such as increased resistance of pathogenic bacteria and environmental pollution, there is a need find high-efficiency, low-toxicity fungicides with novel chemical structures. Methods: 5-phenyl-1,3,4-thiadiazol-2-amine was used the starting material, 20 new thiadiazole-linked compounds were designed synthesized. Their in vitro inhibitory activities against plant fungi tested using mycelium growth inhibition assay, relationship between antifungal activity target their molecular structures preliminarily discussed. Results: Bioassay results revealed that most title exhibited excellent fungicidal activity, which compound D16 showed highest Rhizoctonia solani (EC 50 = 0.0028 μmol·L −1 ), D12 Botrytis cinerea 0.0024 D5 Stemphylium lycopersici Curvularia lunata 0.0105 , 0.005 ). The structure (SAR) also discussed great significance for structural optimization development more effective thiadiazole antibacterial compounds. Conclusion: this study important potent antimicrobial

Язык: Английский

Discovery of New Antifungal Polyketides Cladrioides A–N against Phytopathogenic Fungi from Cladosporium cladosporioides LD-8 DOI

Wenjie Han,

Qi Shen,

Wang Feng-xiao

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 25, 2024

During the search for natural fungicides, 14 new australifungin analogues cladrioides A–S (1–14) and two known ones (15 16) were obtained from Cladosporium cladosporioides LD-8. Their structures elucidated by comprehensive analysis of NMR HRESIMS data, as well ECD calculations. Compounds 1 2 possess a novel 6/6/5-fused tricyclic scaffold. Most compounds exhibited remarkable antifungal activities against tested phytopathogenic fungi. Among them, 7, 10, 16 showed excellent with IC50 values ranging 1.71 to 16.63 μg/mL. inhibitory A. brassicicola alternata higher than that commercial fungicide hymexazol. Compound displayed potent in vivo activity solani at 100 μg/mL an rate 96.82%. The structure–activity relationship was analyzed first time. Therefore, our study provides promising candidates development fungicides plant protection.

Язык: Английский

Процитировано

1

Design, synthesis, antifungal, and antibacterial evaluation of ferulic acid derivatives bearing amide moiety DOI
Qiang Fei,

Yanbi Luo,

Haijiang Chen

и другие.

Molecular Diversity, Год журнала: 2024, Номер unknown

Опубликована: Дек. 27, 2024

Язык: Английский

Процитировано

1

Design, Synthesis, and Antifungal Activities of Novel Carboxamides Derivatives Bearing a Chalcone Scaffold as Potential SDHIs DOI
Bo Luo,

Chongchong Zhang,

Shaohua Liang

и другие.

Chemistry & Biodiversity, Год журнала: 2023, Номер 20(8)

Опубликована: Июль 26, 2023

In search for SDHIs fungicides, twenty-five novel carboxamides containing a chalcone scaffold were designed, synthesized, and evaluated antifungal activities against five pathogenic fungi. The results showed that compound 5 k exhibited outstanding activity R. solani with an EC50 value of 0.20 μg/mL, which was much better than commercial Boscalid (EC50 =0.74 μg/mL). Moreover, also displayed promising S. sclerotiorum, B. cinerea, A. alternate (IC50 =2.53-4.06 μg/mL), indicating had broad-spectrum activity. Additionally, in vivo could significantly inhibit the growth rice leaves good protective efficacy (57.78 %) curative (58.45 at 100 both those Boscalid, application prospect. SEM analysis remarkably disrupt typical structure morphology hyphae. Further SDH enzyme inhibition assay molecular docking study revealed lead similar mechanism action as SDHI Boscalid. These indicated potential fungicide deserved further investigation.

Язык: Английский

Процитировано

2

Design, Synthesis, Structure–Activity Relationship, and Three-Dimensional Quantitative Structure–Activity Relationship of Fusarium Acid Derivatives and Analogues as Potential Fungicides DOI

Bin Bin Huang,

Ming Wei Gao,

Guo Li

и другие.

Journal of Agricultural and Food Chemistry, Год журнала: 2023, Номер 71(47), С. 18566 - 18577

Опубликована: Ноя. 16, 2023

In research related to fungicides, the development of compounds from natural products with high antifungal activity has attracted considerable attention. Fusaric acid (FA), an alkaloid isolated metabolites Fusarium oxysporum, is important precursor for developing pharmacologically active herbicides. our previous work, we reported that FA a wide range inhibitory activities against 14 plant pathogenic fungi. particular, it exhibited excellent antifugal effects on Colletotrichum higginsianum (EC50 = 31.7 μg/mL). Herein, explore practical application in agricultural field, design and synthesis three series derivatives their fungi were examined. Results demonstrated optimized had C. higginsianum, Helminthosporium (Harpophora maydis), Pyricularia grisea. considerably improved when 5-butyl groups substituted. The EC50 P. grisea was only 1.2 12.0 μg/mL 5-butylalkyl substituted 5-([1,1'-biphenyl]-4-yl) 5-phenyl, respectively. Moreover, safety index target compounds, which obtained treatment medicines, rice seeds evaluated. Finally, 16 leading (H4, H22-H24, H27, H29, H30-H34, H37, H45, H50, H52, H53) obtained; they potential additional modification optimization as fungicides. three-dimensional quantitative structure-activity relationship models developed obtaining systematic profile possibility more potent novel

Язык: Английский

Процитировано

2

The crystal structure of 4′-chloro-griseofulvin: (2S,6′R)-4′,7-dichloro-4,6-dimethoxy-6′-methyl-3H-spiro[benzofuran-2,1′-cyclohexan]-3′-ene-2′,3-dione, C16H14Cl2O5 DOI Creative Commons

Kaiming Yang,

Meng Zhang,

Yi-Xiang Li

и другие.

Zeitschrift für Kristallographie - New Crystal Structures, Год журнала: 2024, Номер 239(4), С. 739 - 741

Опубликована: Май 30, 2024

Abstract C 16 H 14 Cl 2 O 5 , orthorhombic, P 1 (no. 19), a = 8.6429 (4) Å, b 11.3361 (6) c 33.9029 (11) V 3321.7 (3) Å 3 Z 8, R gt ( F ) 0.0635, w ref 0.1630, T 293(2) K.

Язык: Английский

Процитировано

0

Characterization of Lomofungin Gene Cluster Enables the Biosynthesis of Related Phenazine Derivatives DOI
Ru-Xiang Deng, Huiling Li,

Chao-Lan Sheng

и другие.

ACS Synthetic Biology, Год журнала: 2024, Номер 13(9), С. 2982 - 2991

Опубликована: Сен. 9, 2024

Phenazine-based small molecules are nitrogen-containing heterocyclic compounds with diverse bioactivities and electron transfer properties that exhibit promising applications in pharmaceutical electrochemical industries. However, the biosynthetic mechanism of highly substituted natural phenazines remains poorly understood. In this study, we report direct cloning heterologous expression lomofungin gene cluster (BGC) from

Язык: Английский

Процитировано

0

Design, Synthesis and Fungicidal Activity of N-(5-Phenyl-1,3,4-Thiadiazol-2-yl)-N-((1-Phenyl-1H-1,2,3-Triazol-4-yl) Methyl) Benzamide Derivatives DOI Creative Commons
Z.-G. Kong, Xinyu Zhang, Ming Bian

и другие.

Natural Product Communications, Год журнала: 2024, Номер 19(12)

Опубликована: Дек. 1, 2024

Objective: Plant pathogens are serious hazards to agricultural production, but existing drugs have problems such as increased resistance of pathogenic bacteria and environmental pollution, there is a need find high-efficiency, low-toxicity fungicides with novel chemical structures. Methods: 5-phenyl-1,3,4-thiadiazol-2-amine was used the starting material, 20 new thiadiazole-linked compounds were designed synthesized. Their in vitro inhibitory activities against plant fungi tested using mycelium growth inhibition assay, relationship between antifungal activity target their molecular structures preliminarily discussed. Results: Bioassay results revealed that most title exhibited excellent fungicidal activity, which compound D16 showed highest Rhizoctonia solani (EC 50 = 0.0028 μmol·L −1 ), D12 Botrytis cinerea 0.0024 D5 Stemphylium lycopersici Curvularia lunata 0.0105 , 0.005 ). The structure (SAR) also discussed great significance for structural optimization development more effective thiadiazole antibacterial compounds. Conclusion: this study important potent antimicrobial

Язык: Английский

Процитировано

0