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Nematicidal Characterization of Newly Synthesized Thiazine Derivatives Using Caenorhabditis elegans as the Model Organism

[Image: see text] In humans, animals, and agriculture, parasitic nematode infection is a very serious issue. Many drugs are being used to control nematode infections. Owing to toxicity and nematodes’ resistance to the available drugs, special attention is required to synthesize new drugs that are en...

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Autores principales: Khan, Naqeeb Ullah, Sajid, Muhammad, Obaidullah, Ahmad J., Rehman, Wajid, Faris Alotaibi, Hadil, Bibi, Saira, Alanazi, Mohammed M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10269251/
https://www.ncbi.nlm.nih.gov/pubmed/37332812
http://dx.doi.org/10.1021/acsomega.3c01378
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author Khan, Naqeeb Ullah
Sajid, Muhammad
Obaidullah, Ahmad J.
Rehman, Wajid
Faris Alotaibi, Hadil
Bibi, Saira
Alanazi, Mohammed M.
author_facet Khan, Naqeeb Ullah
Sajid, Muhammad
Obaidullah, Ahmad J.
Rehman, Wajid
Faris Alotaibi, Hadil
Bibi, Saira
Alanazi, Mohammed M.
author_sort Khan, Naqeeb Ullah
collection PubMed
description [Image: see text] In humans, animals, and agriculture, parasitic nematode infection is a very serious issue. Many drugs are being used to control nematode infections. Owing to toxicity and nematodes’ resistance to the available drugs, special attention is required to synthesize new drugs that are environmentally friendly with high-level efficacy. In the present study, various substituted thiazine derivatives (1 to 15) were synthesized, and the structures were confirmed by infrared, proton ((1)H), and (13)C NMR spectroscopies. The nematicidal potential of the synthesized derivatives was characterized using Caenorhabditis elegans (C. elegans) as a model organism. Among all synthesized compounds, 13 (LD(50) = 38.95 μg/mL) and 15 (LD(50) = 38.21 μg/mL) were considered the most potent compounds. Most compounds showed excellent anti-egg-hatching activity. Fluorescence microscopy confirmed that compounds 4, 8, 9, 13, and 15 displayed a high apoptotic effect. The expressions of gst-4, hsp-4, hsp16.2, and gpdh-1 genes were high in affected (treated with thiazine derivatives) C. elegans in comparison with normal C. elegans. The present research revealed that modified compounds are highly effective as they showed the gene level changes in the selected nematode. Due to structural modification in thiazine analogues, the compounds showed various modes of action. The most effective thiazine derivatives could be excellent candidates for novel broad-scale nematicidal drugs.
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spelling pubmed-102692512023-06-16 Nematicidal Characterization of Newly Synthesized Thiazine Derivatives Using Caenorhabditis elegans as the Model Organism Khan, Naqeeb Ullah Sajid, Muhammad Obaidullah, Ahmad J. Rehman, Wajid Faris Alotaibi, Hadil Bibi, Saira Alanazi, Mohammed M. ACS Omega [Image: see text] In humans, animals, and agriculture, parasitic nematode infection is a very serious issue. Many drugs are being used to control nematode infections. Owing to toxicity and nematodes’ resistance to the available drugs, special attention is required to synthesize new drugs that are environmentally friendly with high-level efficacy. In the present study, various substituted thiazine derivatives (1 to 15) were synthesized, and the structures were confirmed by infrared, proton ((1)H), and (13)C NMR spectroscopies. The nematicidal potential of the synthesized derivatives was characterized using Caenorhabditis elegans (C. elegans) as a model organism. Among all synthesized compounds, 13 (LD(50) = 38.95 μg/mL) and 15 (LD(50) = 38.21 μg/mL) were considered the most potent compounds. Most compounds showed excellent anti-egg-hatching activity. Fluorescence microscopy confirmed that compounds 4, 8, 9, 13, and 15 displayed a high apoptotic effect. The expressions of gst-4, hsp-4, hsp16.2, and gpdh-1 genes were high in affected (treated with thiazine derivatives) C. elegans in comparison with normal C. elegans. The present research revealed that modified compounds are highly effective as they showed the gene level changes in the selected nematode. Due to structural modification in thiazine analogues, the compounds showed various modes of action. The most effective thiazine derivatives could be excellent candidates for novel broad-scale nematicidal drugs. American Chemical Society 2023-06-03 /pmc/articles/PMC10269251/ /pubmed/37332812 http://dx.doi.org/10.1021/acsomega.3c01378 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Khan, Naqeeb Ullah
Sajid, Muhammad
Obaidullah, Ahmad J.
Rehman, Wajid
Faris Alotaibi, Hadil
Bibi, Saira
Alanazi, Mohammed M.
Nematicidal Characterization of Newly Synthesized Thiazine Derivatives Using Caenorhabditis elegans as the Model Organism
title Nematicidal Characterization of Newly Synthesized Thiazine Derivatives Using Caenorhabditis elegans as the Model Organism
title_full Nematicidal Characterization of Newly Synthesized Thiazine Derivatives Using Caenorhabditis elegans as the Model Organism
title_fullStr Nematicidal Characterization of Newly Synthesized Thiazine Derivatives Using Caenorhabditis elegans as the Model Organism
title_full_unstemmed Nematicidal Characterization of Newly Synthesized Thiazine Derivatives Using Caenorhabditis elegans as the Model Organism
title_short Nematicidal Characterization of Newly Synthesized Thiazine Derivatives Using Caenorhabditis elegans as the Model Organism
title_sort nematicidal characterization of newly synthesized thiazine derivatives using caenorhabditis elegans as the model organism
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10269251/
https://www.ncbi.nlm.nih.gov/pubmed/37332812
http://dx.doi.org/10.1021/acsomega.3c01378
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