An Insight into All Tested Small Molecules against Fusarium oxysporum f. sp. Albedinis: A Comparative Review

Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the chemical use of synthetic compounds, which raises questions centred around the compounds and common features used to prepare targeted molecul...

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Published inMolecules (Basel, Switzerland) Vol. 27; no. 9; p. 2698
Main Authors Kaddouri, Yassine, Benabbes, Redouane, Ouahhoud, Sabir, Abdellattif, Magda, Hammouti, Belkheir, Touzani, Rachid
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 22.04.2022
MDPI
Subjects
amino acid
Antifungal agents
Antifungal Agents - chemistry
Antifungal Agents - pharmacology
B-keto-enol
Bayoud
Fungi
Fusarium
imidazole
Natural products
Nitrogen
Pathogens
Phoeniceae
pyrazole
Pyrazoles - pharmacology
quinoxaline
Regression analysis
Review
imidazole
B-keto-enol
amino acid
pyrazole
quinoxaline
Bayoud
Fusarium oxysporum f. sp. albedinis
Online AccessGet full text
ISSN1420-3049
1420-3049
DOI10.3390/molecules27092698

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Abstract Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the chemical use of synthetic compounds, which raises questions centred around the compounds and common features used to prepare targeted molecules. In this review, 100 compounds of tested small molecules, collected from 2002 to 2022 in Web of Sciences, were divided into ten different classes against the main cause of Bayoud disease pathogen Fusarium oxysporum f. sp. albedinis (F.o.a.) with structure–activity relationship (SAR) interpretations for pharmacophore site predictions as (δ−···δ−), where 12 compounds are the most efficient (one compound from each group). The compounds, i.e., (Z)-1-(1.5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy but-2-en-1-one 7, (Z)-3-(phenyl)-1-(1,5-dimethyl-1H-pyrazole-3-yl)-3-hydroxyprop-2-en-1-one 23, (Z)-1-(1,5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy-3-(pyridine-2-yl)prop-2-en-1-one 29, and 2,3-bis-[(2-hydroxy-2-phenyl)ethenyl]-6-nitro-quinoxaline 61, have antifungal pharmacophore sites (δ−···δ−) in common in N1---O4, whereas other compounds have only one δ− pharmacophore site pushed by the donor effect of the substituents on the phenyl rings. This specificity interferes in the biological activity against F.o.a. Further understanding of mechanistic drug–target interactions on this subject is currently underway.
AbstractList Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the chemical use of synthetic compounds, which raises questions centred around the compounds and common features used to prepare targeted molecules. In this review, 100 compounds of tested small molecules, collected from 2002 to 2022 in Web of Sciences, were divided into ten different classes against the main cause of Bayoud disease pathogen Fusarium oxysporum f. sp. albedinis (F.o.a.) with structure-activity relationship (SAR) interpretations for pharmacophore site predictions as (δ-···δ-), where 12 compounds are the most efficient (one compound from each group). The compounds, i.e., (Z)-1-(1.5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy but-2-en-1-one 7, (Z)-3-(phenyl)-1-(1,5-dimethyl-1H-pyrazole-3-yl)-3-hydroxyprop-2-en-1-one 23, (Z)-1-(1,5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy-3-(pyridine-2-yl)prop-2-en-1-one 29, and 2,3-bis-[(2-hydroxy-2-phenyl)ethenyl]-6-nitro-quinoxaline 61, have antifungal pharmacophore sites (δ-···δ-) in common in N1---O4, whereas other compounds have only one δ- pharmacophore site pushed by the donor effect of the substituents on the phenyl rings. This specificity interferes in the biological activity against F.o.a. Further understanding of mechanistic drug-target interactions on this subject is currently underway.Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the chemical use of synthetic compounds, which raises questions centred around the compounds and common features used to prepare targeted molecules. In this review, 100 compounds of tested small molecules, collected from 2002 to 2022 in Web of Sciences, were divided into ten different classes against the main cause of Bayoud disease pathogen Fusarium oxysporum f. sp. albedinis (F.o.a.) with structure-activity relationship (SAR) interpretations for pharmacophore site predictions as (δ-···δ-), where 12 compounds are the most efficient (one compound from each group). The compounds, i.e., (Z)-1-(1.5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy but-2-en-1-one 7, (Z)-3-(phenyl)-1-(1,5-dimethyl-1H-pyrazole-3-yl)-3-hydroxyprop-2-en-1-one 23, (Z)-1-(1,5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy-3-(pyridine-2-yl)prop-2-en-1-one 29, and 2,3-bis-[(2-hydroxy-2-phenyl)ethenyl]-6-nitro-quinoxaline 61, have antifungal pharmacophore sites (δ-···δ-) in common in N1---O4, whereas other compounds have only one δ- pharmacophore site pushed by the donor effect of the substituents on the phenyl rings. This specificity interferes in the biological activity against F.o.a. Further understanding of mechanistic drug-target interactions on this subject is currently underway.
Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the chemical use of synthetic compounds, which raises questions centred around the compounds and common features used to prepare targeted molecules. In this review, 100 compounds of tested small molecules, collected from 2002 to 2022 in Web of Sciences, were divided into ten different classes against the main cause of Bayoud disease pathogen Fusarium oxysporum f. sp. albedinis (F.o.a.) with structure–activity relationship (SAR) interpretations for pharmacophore site predictions as (δ−···δ−), where 12 compounds are the most efficient (one compound from each group). The compounds, i.e., (Z)-1-(1.5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy but-2-en-1-one 7, (Z)-3-(phenyl)-1-(1,5-dimethyl-1H-pyrazole-3-yl)-3-hydroxyprop-2-en-1-one 23, (Z)-1-(1,5-Dimethyl-1H-pyrazole-3-yl)-3-hydroxy-3-(pyridine-2-yl)prop-2-en-1-one 29, and 2,3-bis-[(2-hydroxy-2-phenyl)ethenyl]-6-nitro-quinoxaline 61, have antifungal pharmacophore sites (δ−···δ−) in common in N1---O4, whereas other compounds have only one δ− pharmacophore site pushed by the donor effect of the substituents on the phenyl rings. This specificity interferes in the biological activity against F.o.a. Further understanding of mechanistic drug–target interactions on this subject is currently underway.
Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the chemical use of synthetic compounds, which raises questions centred around the compounds and common features used to prepare targeted molecules. In this review, 100 compounds of tested small molecules, collected from 2002 to 2022 in Web of Sciences, were divided into ten different classes against the main cause of Bayoud disease pathogen f. sp. (F.o.a.) with structure-activity relationship (SAR) interpretations for pharmacophore site predictions as (δ ···δ ), where 12 compounds are the most efficient (one compound from each group). The compounds, i.e., (Z)-1-(1.5-Dimethyl-1 -pyrazole-3-yl)-3-hydroxy but-2-en-1-one , (Z)-3-(phenyl)-1-(1,5-dimethyl-1 -pyrazole-3-yl)-3-hydroxyprop-2-en-1-one , (Z)-1-(1,5-Dimethyl-1 -pyrazole-3-yl)-3-hydroxy-3-(pyridine-2-yl)prop-2-en-1-one , and 2,3-bis-[(2-hydroxy-2-phenyl)ethenyl]-6-nitro-quinoxaline , have antifungal pharmacophore sites (δ ···δ ) in common in N1---O4, whereas other compounds have only one δ pharmacophore site pushed by the donor effect of the substituents on the phenyl rings. This specificity interferes in the biological activity against F.o.a. Further understanding of mechanistic drug-target interactions on this subject is currently underway.
Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the chemical use of synthetic compounds, which raises questions centred around the compounds and common features used to prepare targeted molecules. In this review, 100 compounds of tested small molecules, collected from 2002 to 2022 in Web of Sciences, were divided into ten different classes against the main cause of Bayoud disease pathogen Fusarium oxysporum f. sp. albedinis (F.o.a.) with structure–activity relationship (SAR) interpretations for pharmacophore site predictions as (δ − ···δ − ), where 12 compounds are the most efficient (one compound from each group). The compounds, i.e., (Z)-1-(1.5-Dimethyl-1 H -pyrazole-3-yl)-3-hydroxy but-2-en-1-one 7 , (Z)-3-(phenyl)-1-(1,5-dimethyl-1 H -pyrazole-3-yl)-3-hydroxyprop-2-en-1-one 23 , (Z)-1-(1,5-Dimethyl-1 H -pyrazole-3-yl)-3-hydroxy-3-(pyridine-2-yl)prop-2-en-1-one 29 , and 2,3-bis-[(2-hydroxy-2-phenyl)ethenyl]-6-nitro-quinoxaline 61 , have antifungal pharmacophore sites (δ − ···δ − ) in common in N1---O4, whereas other compounds have only one δ − pharmacophore site pushed by the donor effect of the substituents on the phenyl rings. This specificity interferes in the biological activity against F.o.a. Further understanding of mechanistic drug–target interactions on this subject is currently underway.
Author Ouahhoud, Sabir
Hammouti, Belkheir
Kaddouri, Yassine
Touzani, Rachid
Abdellattif, Magda
Benabbes, Redouane
AuthorAffiliation 2 Laboratoire de Bioressources, Biotechnologie, Ethnopharmacologie et Santé (LBBES), Department of Biology, Faculty of Sciences, University Mohamed Premier, Oujda 11022, Morocco; red.bes72@gmail.com (R.B.); ouhaddouch@yahoo.fr (S.O.)
1 Laboratory of Inorganic Chemistry, Department of Chemistry, University of Helsinki, P.O. Box 55, FI-00014 Helsinki, Finland; y.kaddouri@ump.ac.ma
3 Chemistry Department, College of Sciences, Taif University, P.O. Box 11099, Taif 21944, Saudi Arabia
4 Laboratory of Applied Chemistry and Environment (LCAE), Faculty of Sciences, University Mohammed Premier, Oujda 11022, Morocco; hammoutib@gmail.com
AuthorAffiliation_xml – name: 1 Laboratory of Inorganic Chemistry, Department of Chemistry, University of Helsinki, P.O. Box 55, FI-00014 Helsinki, Finland; y.kaddouri@ump.ac.ma
– name: 3 Chemistry Department, College of Sciences, Taif University, P.O. Box 11099, Taif 21944, Saudi Arabia
– name: 4 Laboratory of Applied Chemistry and Environment (LCAE), Faculty of Sciences, University Mohammed Premier, Oujda 11022, Morocco; hammoutib@gmail.com
– name: 2 Laboratoire de Bioressources, Biotechnologie, Ethnopharmacologie et Santé (LBBES), Department of Biology, Faculty of Sciences, University Mohamed Premier, Oujda 11022, Morocco; red.bes72@gmail.com (R.B.); ouhaddouch@yahoo.fr (S.O.)
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BackLink https://www.ncbi.nlm.nih.gov/pubmed/35566050$$D View this record in MEDLINE/PubMed
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Keywords imidazole
B-keto-enol
amino acid
pyrazole
quinoxaline
Bayoud
Fusarium oxysporum f. sp. albedinis
Language English
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Snippet Bayoud disease affects date palms in North Africa and the Middle East, and many researchers have used various methods to fight it. One of those methods is the...
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StartPage 2698
SubjectTerms amino acid
Antifungal agents
Antifungal Agents - chemistry
Antifungal Agents - pharmacology
B-keto-enol
Bayoud
Fungi
Fusarium
imidazole
Natural products
Nitrogen
Pathogens
Phoeniceae
pyrazole
Pyrazoles - pharmacology
quinoxaline
Regression analysis
Review
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Title An Insight into All Tested Small Molecules against Fusarium oxysporum f. sp. Albedinis: A Comparative Review
URI https://www.ncbi.nlm.nih.gov/pubmed/35566050
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Volume 27
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