Design and synthesis of small molecular 2-aminobenzoxazoles as potential antifungal agents against phytopathogenic fungi

Design and synthesis of new antifungals based on N- un-substituted azoles as 14α demethylase inhibitor

Current Computer - Aided Drug Design ◽

10.2174/1573409916666200217090855 ◽

2020 ◽

Vol 16 ◽

Author(s):

Asghar Davood ◽

Aneseh Rahimi ◽

Maryam Iman ◽

Parisa Azerang ◽

Soroush Sardari ◽

...

Keyword(s):

Antimicrobial Agents ◽

Antifungal Agents ◽

Molecular Design ◽

Pathogenic Fungi ◽

Antimicrobial Activities ◽

Docking Studies ◽

Receptor Interaction ◽

Main Role ◽

Design And Synthesis ◽

Antifungal Antibiotics

Objective(s): Azole antifungal agents, which are widely used as antifungal antibiotics, inhibit cytochrome P450 sterol 14α-demethylase (CYP51). Nearly all azole antifungal agents are N-substituted azoles. In addition, an azolylphenalkyl pharmacophore is uniquely shared by all azole antifungals. Due to importance of nitrogen atom of azoles (N-3 of imidazole and N-4 of triazole) in coordination with heme in the binding site of the enzyme, here a group of N- un-substituted azoles in which both of nitrogen is un-substituted was reported. Materials and Methods: Designed compounds were synthesized by reaction of imidazole-4-carboxaldehyde with appropriate arylamines and subsequently reduced to desired amine derivatives. Antifungal activity against Candida albicans and Saccharomyces cervisiae were done using a broth micro-dilution assay. Docking studies were done using AutoDock. Results: Antimicrobial evaluation revealed that some of these compounds exhibited moderate antimicrobial activities against tested pathogenic fungi, wherein compound 3, 7 and 8 were potent. Docking studies propose that all of the prepared azoles interacted with 14α-DM, wherein azole-heme coordination play main role in drug-receptor interaction. Conclusion: Our results offer some useful references in order to molecular design performance or modification of this series of compounds as a lead compound to discover new and potent antimicrobial agents.

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Pseudomonas eucalypticola sp. nov., a producer of antifungal agents isolated from Eucalyptus dunnii leaves

Scientific Reports ◽

10.1038/s41598-021-82682-7 ◽

2021 ◽

Vol 11 (1) ◽

Author(s):

Yujing Liu ◽

Zhang Song ◽

Hualong Zeng ◽

Meng Lu ◽

Weiyao Zhu ◽

...

Keyword(s):

Dna Hybridization ◽

Antifungal Agents ◽

Novel Species ◽

Phytopathogenic Fungi ◽

Strictly Aerobic ◽

Rrna Sequence ◽

16S Rrna Sequence ◽

Eucalyptus Dunnii ◽

16S Rrna Sequence Analysis

AbstractPseudomonas are ubiquitously occurring microorganisms and are known for their ability to produce antimicrobials. An endophytic bacterial strain NP-1 T, isolated from Eucalyptus dunnii leaves, exhibits antifungal properties against five tested phytopathogenic fungi. The strain is a Gram-negative rod-shaped bacterium containing a single polar flagellum. It is strictly aerobic, grows at 4–37 °C, 2–5% NaCl, and pH 3–7. The 16S rRNA sequence analysis showed that NP-1 T belongs to the Pseudomonas genus. Phylogenetic analysis based on four concatenated partial genes (16S rDNA, gyrB, rpoB and rpoD) and the phylogenomic tree indicated that NP-1 T belongs to Pseudomonas fluorescens lineage but is distinct from any known Pseudomonas species. The G + C mol % of NP-1 T genome is 63.96, and the differences between NP-1 T and related species are larger than 1. The digital DNA-DNA hybridization and tetranucleotide signatures are 23.8 and 0.97, which clearly separates strain NP-1 T from its closest neighbours, Pseudomonas coleopterorum and Pseudomonas rhizosphaerae. Its phenotypic and chemotaxonomic features confirmed its differentiation from related taxa. The results from this polyphasic approach support the classification of NP-1 T as a novel species of Pseudomonas, and the name of Pseudomonas eucalypticola is thus proposed for this strain, whose type is NP-1 T (= CCTCC M2018494T = JCM 33572 T).

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Potential antifungal effects of silver nanoparticles (AgNPs) of different sizes against phytopathogenic Fusarium oxysporum f. sp. radicis-lycopersici (FORL) strains

SN Applied Sciences ◽

10.1007/s42452-021-04524-5 ◽

2021 ◽

Vol 3 (4) ◽

Author(s):

Ilgin Akpinar ◽

Muammer Unal ◽

Taner Sar

Keyword(s):

Silver Nanoparticles ◽

Fusarium Oxysporum ◽

Antifungal Agents ◽

New Technology ◽

Economic Loss ◽

Phytopathogenic Fungi ◽

Growth Media ◽

Mycelium Growth ◽

Antifungal Effects ◽

Critical Problems

AbstractFusarium species are the primary fungal pathogen affecting agricultural foodstuffs both in crop yield and economic loss. Due to these problems, control of phytopathogenic fungi has become one of the critical problems around the World. Nanotechnology is a new technology with potential in many fields, including agriculture. This study focused on determining potential effects of silver nanoparticles (AgNPs) with different nanosizes (3, 5, 8 and 10 nm) and at different concentrations (12.5–100 ppm) against phytopathogenic Fusarium oxysporum f. sp. radicis-lycopersici (FORL) strains. The maximum antifungal activity was achieved by decreasing nanosize and increasing concentration of AgNPs. Mycelium growth abilities were decreased about 50%, 75% and 90% by AgNPs treatment with 3 nm sizes at 25 ppm, 37.5 ppm and 50 ppm concentrations, respectively. The productivity of fungal biomass in the liquid growth media was found to be too limited at the 25–37.5 ppm of AgNPs concentrations with all sizes. In addition, both septation number and dimensions of micro- and macroconidia were found to be gradually decreased with the application of silver nanoparticles. This work showed that the low concentration of AgNPs could be used as potential antifungal agents and applied for control of phytopathogens.

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Design and synthesis, biological evaluation of bis-(1,2,3- and 1,2,4)-triazole derivatives as potential antimicrobial and antifungal agents

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/j.bmcl.2021.128004 ◽

2021 ◽

Vol 41 ◽

pp. 128004

Author(s):

Sampath Bitla ◽

Akkiraju Anjini Gayatri ◽

Muralidhar Reddy Puchakayala ◽

Vijaya Kumar Bhukya ◽

Jagadeshwar Vannada ◽

...

Keyword(s):

Antifungal Agents ◽

Biological Evaluation ◽

Triazole Derivatives ◽

Design And Synthesis

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Synthesis and anti-phytopathogenic activity of 8-hydroxyquinoline derivatives

RSC Advances ◽

10.1039/c9ra05712a ◽

2019 ◽

Vol 9 (52) ◽

pp. 30087-30099 ◽

Cited By ~ 1

Author(s):

Xiao-Dan Yin ◽

Yu Sun ◽

Raymond Kobla Lawoe ◽

Guan-Zhou Yang ◽

Ying-Qian Liu ◽

...

Keyword(s):

Food Security ◽

Human Health ◽

Antifungal Agents ◽

High Efficiency ◽

De Novo ◽

Phytopathogenic Fungi ◽

Agricultural Products

Phytopathogenic fungi have become a serious threat to the quality of agricultural products, food security and human health globally, necessitating the need to discover new antifungal agents with de novo chemical scaffolds and high efficiency.

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Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 3

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/s0960-894x(02)00844-2 ◽

2003 ◽

Vol 13 (1) ◽

pp. 87-91 ◽

Cited By ~ 68

Author(s):

Ken-ichi Kawasaki ◽

Miyako Masubuchi ◽

Kenji Morikami ◽

Satoshi Sogabe ◽

Tsunehisa Aoyama ◽

...

Keyword(s):

Antifungal Agents ◽

Design And Synthesis ◽

New Class

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Design and Synthesis of Novel Benzofurans as a New Class of Antifungal Agents Targeting Fungal N-Myristoyltransferase. Part 3.

ChemInform ◽

10.1002/chin.200323097 ◽

2003 ◽

Vol 34 (23) ◽

Author(s):

Tatsuo Ohtsuka ◽

et al. et al.

Keyword(s):

Antifungal Agents ◽

Design And Synthesis ◽

New Class

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Natural compounds: A sustainable alternative for controlling phytopathogens

10.7287/peerj.preprints.26664 ◽

2018 ◽

Author(s):

María Fernanda Jiménez-Reyes ◽

Héctor Carrasco ◽

Andrés Olea ◽

Evelyn Silva-Moreno

Keyword(s):

Natural Products ◽

Secondary Metabolites ◽

Antifungal Agents ◽

Phytopathogenic Fungi ◽

Direct Application ◽

Economic Losses ◽

Infectious Agents ◽

Active Compounds

Fungi are the primary infectious agents in plants causing significant economic losses in agroindustry. Traditionally, these pathogens have been treated with different synthetic fungicides such as hydroxianilides, anilinopyrimidines, and azoles, to name a few. However, the indiscriminate use of these chemicals has increased fungi resistance in plants. Natural products have been researched as a control, and an alternative to these synthetic fungicides since they are not harmful to health and contribute to the environment caring. This review describes plants extracts, essential oils, and active compounds or secondary metabolites as antifungal agents both, in vitro and in vivo. Active compounds have been recently described as the best candidates for the control of phytopathogenic fungi. When metabolized by plants, these compounds concentrations rely on the environmental conditions and pathogens incidence. However, one issue regarding the direct application of these preformed compounds in plants touch upon their low persistence in the environment, and their even lower bioavailability than synthetic fungicides. Hence the challenge is to develop useful formulations based on natural products to increase the compounds solubility facilitating thus their application in the field while maintaining their properties.

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