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

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...

Full description

Bibliographic Details
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

Similar Items

Tuning Benzylic C−H Functionalization of (Thio)xanthenes with Electrochemistry
by: Changji Wang, et al.
Published: (2023-08-01)

H2O2 as green and environmentally benign reagent for the oxidation of TMS ethers, THP ethers, and alcohols in the presence of {[K.18-Crown-6]Br3}n
by: Mohsen Rasouli, et al.
Published: (2017-04-01)

Design, synthesis, and molecular dynamics simulation studies of some novel kojic acid fused 2-amino-3-cyano-4H-pyran derivatives as tyrosinase inhibitors
by: Zahra Najafi, et al.
Published: (2024-02-01)

1-Benzyl-6-chloroindoline-2,3-dione
by: Hua-quan Liu, et al.
Published: (2011-12-01)

DNA Binding Affinity Assessment of Xanthene Compounds: In Vitro and In Silico Approach
by: Elma Veljović, et al.
Published: (2023-11-01)

(E)-9-(4-Fluorostyryl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione
by: Jae Kyun Lee, et al.
Published: (2013-06-01)

1-Benzyl-6-phenylimino-5-(pyrrol-2-ylidene)hexahydropyrimidine-2,4-dione
by: Ashot Martirosyan, et al.
Published: (2008-02-01)

ELABORATION OF ALPHA-SUBSTITUTED BENZYL ETHERS AND SULFIDES BY SUPPRESSION OF THE WITTIG AND RELATED REARRANGEMENTS
by: Davies, S, et al.
Published: (1983)

Selective debenzylation of aromatic benzyl ethers by silica-supported sodium hydrogen sulfate
by: Zhou, L, et al.
Published: (2008)

9-[(E)-2-(4-Chlorophenyl)ethenyl]-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydro-1H-xanthene-1,8-dione
by: Byung-Yong Yu, et al.
Published: (2013-10-01)

Assessing the pharmacological potential of selected xanthene derivatives
by: Lazić Anita M., et al.
Published: (2023-01-01)

Xanthene-stained nanoparticles for phosphorescence anisotropy measurements
by: Markus J. Schmidt, et al.
Published: (2021-01-01)

Heliotropium ramosissimum metabolic profiling, in silico and in vitro evaluation with potent selective cytotoxicity against colorectal carcinoma
by: Marwa A. A. Fayed, et al.
Published: (2022-07-01)

Ultrasound-assisted synthesis of kojic acid-1,2,3-triazole based dihydropyrano[3,2-b]pyran derivatives using Fe3O4@CQD@CuI as a novel nanomagnetic catalyst
by: Zahra Najafi, et al.
Published: (2022-11-01)

Electrochemical detection of sulfite in food samples
by: Yasser Fakri Mustafa, et al.
Published: (2022-11-01)

Molybdatophosphoric acid as an efficient catalyst for the catalytic and chemoselective oxidation of sulfides to sulfoxides using urea hydrogen peroxide as a commercially available oxidant
by: ALIREZA HASANINEJAD, et al.
Published: (2010-03-01)

Electrochemical Site-Selective Alkylation of Azobenzenes with (Thio)Xanthenes
by: Qiang Zhong, et al.
Published: (2022-08-01)

12-Acetyl-6-hydroxy-3,3,9,9-tetramethylfuro[3,4-b]pyrano[3,2-h]-xanthene-7,11(3H,9H)-dione
by: Cheng, Gwendoline Lian Ee, et al.
Published: (2010)

Total Synthesis of Eliglustat via Diastereoselective Amination of Chiral <i>para</i>-Methoxycinnamyl Benzyl Ether
by: Younggyu Kong, et al.
Published: (2022-04-01)

Mass Spectrometry Reveals Complexing Properties of Modified PNP-Lariat Ether Containing Benzyl Derivative of (S)–Prolinamine
by: Natalia Gutowska, et al.
Published: (2019-12-01)

Use of a benzyl ether as a traceless hydrogen donor in the anti-Markovnikov hydrofunctionalization of alkenes with xanthates
by: Hayashi, Hirohito, et al.
Published: (2022)

Frustrated Lewis pairs derived from xanthene and related backbones
by: Zulkifly, IAB
Published: (2020)

Recent Progress in Small Spirocyclic, Xanthene-Based Fluorescent Probes
by: Sascha G. Keller, et al.
Published: (2020-12-01)

Solvent-Free, One-Pot, Multicomponent Synthesis of Xanthene Derivatives
by: Giovanna Bosica, et al.
Published: (2023-03-01)

Effect of graphene oxide on spectral-luminescenct properties of xanthene dye
by: E.V. Seliverstova, et al.
Published: (2022-12-01)

9-Methoxy-9-(2-methoxyphenyl)-9H-xanthene
by: Ayesha Jacobs, et al.
Published: (2012-10-01)

Double Alkynylation of Quinoline-5,8-diones and their <i>In-silico</i> and Antimicrobial Studies
by: MA Ezeokonkwo, et al.
Published: (2018-08-01)

Antileishmanial and cytotoxic activity of dillapiole n-butyl ether
by: Angela Maria Comapa BARROS, et al.
Published: (2023-11-01)

Phosphosulfonic acid, an efficient solid acid catalyst for the one-pot preparation of 14-aryl-14H-dibenzo[a,j]xanthenes and 1,8-dioxo-octahydro-xanthenes under solvent-free conditions
by: Kiasat Reza Ali, et al.
Published: (2013-01-01)

Design, synthesis, biological evaluation and in silico studies of novel 1,2,3-triazole linked benzoxazine-2,4-dione conjugates as potent antimicrobial, antioxidant and anti-inflammatory agents
by: Manel Ben Hammouda, et al.
Published: (2022-11-01)

ELABORATION OF ALPHA-SUBSTITUTED BENZYL ALKYL ETHERS AND SULFIDES BY SUPPRESSION OF THE WITTIG AND RELATED REARRANGEMENTS VIA COMPLEXATION TO TRICARBONYLCHROMIUM
by: Blagg, J, et al.
Published: (1986)

Crystal structure of 4a-Hydroxy-9-(2-nitro-phenyl)-3,4,4a,5,6,7,9,9a-octahydro-2H-xanthene-1,8-dione, C19H19NO6
by: Li Jiangtao
Published: (2017-03-01)

An Optimized Synthesis, Molecular Structure and Characterization of Benzylic Derivatives of 1,2,4-Triazin-3,5(2H,4H)-dione
by: Long-Chih Hwang, et al.
Published: (2017-11-01)

Cytotoxic action of maleimide derivative 1-(4-Cl-benzyl)-3-chloro-4-(CF(3)-phenylamino)-1H-pyrrole-2,5-dione toward mammalian tumor cells and its capability to interact with DNA
by: N. S. Finiuk, et al.
Published: (2020-08-01)

Synthesis of potent cytotoxic epidithiodiketopiperazines designed for derivatization
by: Olsson, Chase Robert, et al.
Published: (2020)

Cationic Dextran Stearate (Dex-St-GTMAC): Synthesis and Evaluation as Polymeric Micelles for Indomethacin Corneal Penetration
by: Farzin Firozian, et al.
Published: (2023-10-01)

Synthesis of Mono- and Bis-Pyrazoles Bearing Flexible <i>p</i>-Tolyl Ether and Rigid Xanthene Backbones, and Their Potential as Ligands in the Pd-Catalysed Suzuki–Miyaura Cross-Coupling Reaction
by: Zahid Hussain, et al.
Published: (2019-08-01)

Evolution of Acridines and Xanthenes as a Core Structure for the Development of Antileishmanial Agents
by: Carlos F. M. Silva, et al.
Published: (2022-01-01)

Biological Evaluation of Xanthene and Thioxanthene Derivatives as Antioxidant, Anticancer, and COX Inhibitors
by: Murad Abualhasan, et al.
Published: (2023-10-01)

Photosensitization of Colloidal SnO2 Semiconductor Nanoparticles with Xanthene Dyes
by: N. Nagarajan, et al.
Published: (2013-01-01)