Novel Xanthene-1,8-dione Derivatives Containing the Benzylic Ether Tail as Potent Cytotoxic Agents: Design, Synthesis, In Vitro, and In Silico Studies

Seventeen new xanthene-1,8-dione derivatives were synthesized and evaluated as cytotoxic agents against the lung carcinoma cell line (A549). Compound 9-(4-(benzyloxy)phenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione (4a) showed good cytotoxic effects (34.59 μM) in comparison to cis-platin. Doc...

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Main Authors: Ahmad Ebadi, Aref Karimi, Asrin Bahmani, Zahra Najafi, Gholamabbas Chehardoli
Format: Article
Language:English
Published: Hindawi Limited 2024-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2024/6612503
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author Ahmad Ebadi
Aref Karimi
Asrin Bahmani
Zahra Najafi
Gholamabbas Chehardoli
author_facet Ahmad Ebadi
Aref Karimi
Asrin Bahmani
Zahra Najafi
Gholamabbas Chehardoli
author_sort Ahmad Ebadi
collection DOAJ
description Seventeen new xanthene-1,8-dione derivatives were synthesized and evaluated as cytotoxic agents against the lung carcinoma cell line (A549). Compound 9-(4-(benzyloxy)phenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione (4a) showed good cytotoxic effects (34.59 μM) in comparison to cis-platin. Docking results showed 4a could interact with DNA as intercalation. Calculated ligand efficiency of compound 4a was more than daunomycin. Based on the results, it can be concluded that compound 4a is a suitable DNA binding agent.
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spelling doaj.art-dd0734fd586544ada70c88078cd3e6f22024-01-13T00:00:00ZengHindawi LimitedJournal of Chemistry2090-90712024-01-01202410.1155/2024/6612503Novel Xanthene-1,8-dione Derivatives Containing the Benzylic Ether Tail as Potent Cytotoxic Agents: Design, Synthesis, In Vitro, and In Silico StudiesAhmad Ebadi0Aref Karimi1Asrin Bahmani2Zahra Najafi3Gholamabbas Chehardoli4Department of Medicinal ChemistryDepartment of Medicinal ChemistryDepartment of Medicinal ChemistryDepartment of Medicinal ChemistryDepartment of Medicinal ChemistrySeventeen new xanthene-1,8-dione derivatives were synthesized and evaluated as cytotoxic agents against the lung carcinoma cell line (A549). Compound 9-(4-(benzyloxy)phenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione (4a) showed good cytotoxic effects (34.59 μM) in comparison to cis-platin. Docking results showed 4a could interact with DNA as intercalation. Calculated ligand efficiency of compound 4a was more than daunomycin. Based on the results, it can be concluded that compound 4a is a suitable DNA binding agent.http://dx.doi.org/10.1155/2024/6612503
spellingShingle Ahmad Ebadi
Aref Karimi
Asrin Bahmani
Zahra Najafi
Gholamabbas Chehardoli
Novel Xanthene-1,8-dione Derivatives Containing the Benzylic Ether Tail as Potent Cytotoxic Agents: Design, Synthesis, In Vitro, and In Silico Studies
Journal of Chemistry
title Novel Xanthene-1,8-dione Derivatives Containing the Benzylic Ether Tail as Potent Cytotoxic Agents: Design, Synthesis, In Vitro, and In Silico Studies
title_full Novel Xanthene-1,8-dione Derivatives Containing the Benzylic Ether Tail as Potent Cytotoxic Agents: Design, Synthesis, In Vitro, and In Silico Studies
title_fullStr Novel Xanthene-1,8-dione Derivatives Containing the Benzylic Ether Tail as Potent Cytotoxic Agents: Design, Synthesis, In Vitro, and In Silico Studies
title_full_unstemmed Novel Xanthene-1,8-dione Derivatives Containing the Benzylic Ether Tail as Potent Cytotoxic Agents: Design, Synthesis, In Vitro, and In Silico Studies
title_short Novel Xanthene-1,8-dione Derivatives Containing the Benzylic Ether Tail as Potent Cytotoxic Agents: Design, Synthesis, In Vitro, and In Silico Studies
title_sort novel xanthene 1 8 dione derivatives containing the benzylic ether tail as potent cytotoxic agents design synthesis in vitro and in silico studies
url http://dx.doi.org/10.1155/2024/6612503
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