Loading…

Synthesis, cytotoxic evaluation, apoptosis, cell cycle, and molecular docking studies of some new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones

A series of new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones (3-30) was synthesized. Cytotoxic effectiveness of these products was done against three cancerous cell lines (MCF-7, HepG-2, and SKOV-3) by standard SRB method. Fortunately, compounds 5, 7, 11, 12, 17, and...

Full description

Saved in:
Bibliographic Details
Published in:Synthetic communications 2023-08, Vol.53 (15), p.1240-1261
Main Authors: Assiri, Mohammed A., Ali, Tarik E., Alqahtani, Maha N., Shati, Ali. A., Alfaifi, Mohammed. Y., Elbehairi, Serag. E. I.
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c338t-d91794b3fad3d4b86975644ea868bc0a5f87d3cad9c7344bed32e34b7c8a96243
cites cdi_FETCH-LOGICAL-c338t-d91794b3fad3d4b86975644ea868bc0a5f87d3cad9c7344bed32e34b7c8a96243
container_end_page 1261
container_issue 15
container_start_page 1240
container_title Synthetic communications
container_volume 53
creator Assiri, Mohammed A.
Ali, Tarik E.
Alqahtani, Maha N.
Shati, Ali. A.
Alfaifi, Mohammed. Y.
Elbehairi, Serag. E. I.
description A series of new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones (3-30) was synthesized. Cytotoxic effectiveness of these products was done against three cancerous cell lines (MCF-7, HepG-2, and SKOV-3) by standard SRB method. Fortunately, compounds 5, 7, 11, 12, 17, and 18 were found to be the most active against all the tested cell lines, comparable to doxorubicin. Apoptosis was determined using flow cytometry along with cell cycle analysis and supported by a molecular docking. The products 5, 7, and 12 induced a significant early-and late-apoptotic effect against all tumor cells while the products 5, 7, 11, and 12 significantly arrested all cancer cells in the S and G2 phases. Finally, a molecular docking was attempted to investigate the binding mode of the identified compounds 5 and 7 in with VEGFR-2-KDR receptor.
doi_str_mv 10.1080/00397911.2023.2217963
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1080_00397911_2023_2217963</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2826536259</sourcerecordid><originalsourceid>FETCH-LOGICAL-c338t-d91794b3fad3d4b86975644ea868bc0a5f87d3cad9c7344bed32e34b7c8a96243</originalsourceid><addsrcrecordid>eNp9kctuFTEMhkeIShxaHgEpEptWak4zyVx3oIqbVKkLYB1lEg-TkomHJNMyfSiekRydwpKNLdufbdl_Ubwu2b5kHbtiTPRtX5Z7zrjYc162fSOeFbuyFpzySvDnxe7A0AP0ongZ4x1jZd12_a74_WXzaYJo4yXRW8KEv6wmcK_cqpJFf0nUgkvCIwDOZUo7yGlvyIwO9OpUIAb1D-u_k5hWYyESHEnEGYiHB1LTcxU2Zw14uJogQcB_8QXl9HzGsEzorEc7Z3NBBV0m8JtLk1WPuWCspxVFD_GsOBmVi_DqyZ8W3z68_3r9id7cfvx8_e6GaiG6RE2ff1ANYlRGmGromr6tm6oC1TXdoJmqx641QivT61ZU1QBGcBDV0OpO9U1-2Wnx5jh3CfhzhZjkHa7B55WSd7ypRcPrPlP1kdIBYwwwyiXYOR8nSyYP0si_0siDNPJJmtz39thn_YhhVg8YnJFJbQ7DGJTXNkrx_xF_ALp8mQo</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2826536259</pqid></control><display><type>article</type><title>Synthesis, cytotoxic evaluation, apoptosis, cell cycle, and molecular docking studies of some new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones</title><source>Taylor and Francis Science and Technology Collection</source><creator>Assiri, Mohammed A. ; Ali, Tarik E. ; Alqahtani, Maha N. ; Shati, Ali. A. ; Alfaifi, Mohammed. Y. ; Elbehairi, Serag. E. I.</creator><creatorcontrib>Assiri, Mohammed A. ; Ali, Tarik E. ; Alqahtani, Maha N. ; Shati, Ali. A. ; Alfaifi, Mohammed. Y. ; Elbehairi, Serag. E. I.</creatorcontrib><description>A series of new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones (3-30) was synthesized. Cytotoxic effectiveness of these products was done against three cancerous cell lines (MCF-7, HepG-2, and SKOV-3) by standard SRB method. Fortunately, compounds 5, 7, 11, 12, 17, and 18 were found to be the most active against all the tested cell lines, comparable to doxorubicin. Apoptosis was determined using flow cytometry along with cell cycle analysis and supported by a molecular docking. The products 5, 7, and 12 induced a significant early-and late-apoptotic effect against all tumor cells while the products 5, 7, 11, and 12 significantly arrested all cancer cells in the S and G2 phases. Finally, a molecular docking was attempted to investigate the binding mode of the identified compounds 5 and 7 in with VEGFR-2-KDR receptor.</description><identifier>ISSN: 0039-7911</identifier><identifier>EISSN: 1532-2432</identifier><identifier>DOI: 10.1080/00397911.2023.2217963</identifier><language>eng</language><publisher>Philadelphia: Taylor &amp; Francis</publisher><subject>Anticancer ; Apoptosis ; arylidene ; cell cycle ; Doxorubicin ; Flow cytometry ; Molecular docking ; morpholine ; thiazole</subject><ispartof>Synthetic communications, 2023-08, Vol.53 (15), p.1240-1261</ispartof><rights>2023 Taylor &amp; Francis Group, LLC 2023</rights><rights>2023 Taylor &amp; Francis Group, LLC</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c338t-d91794b3fad3d4b86975644ea868bc0a5f87d3cad9c7344bed32e34b7c8a96243</citedby><cites>FETCH-LOGICAL-c338t-d91794b3fad3d4b86975644ea868bc0a5f87d3cad9c7344bed32e34b7c8a96243</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Assiri, Mohammed A.</creatorcontrib><creatorcontrib>Ali, Tarik E.</creatorcontrib><creatorcontrib>Alqahtani, Maha N.</creatorcontrib><creatorcontrib>Shati, Ali. A.</creatorcontrib><creatorcontrib>Alfaifi, Mohammed. Y.</creatorcontrib><creatorcontrib>Elbehairi, Serag. E. I.</creatorcontrib><title>Synthesis, cytotoxic evaluation, apoptosis, cell cycle, and molecular docking studies of some new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones</title><title>Synthetic communications</title><description>A series of new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones (3-30) was synthesized. Cytotoxic effectiveness of these products was done against three cancerous cell lines (MCF-7, HepG-2, and SKOV-3) by standard SRB method. Fortunately, compounds 5, 7, 11, 12, 17, and 18 were found to be the most active against all the tested cell lines, comparable to doxorubicin. Apoptosis was determined using flow cytometry along with cell cycle analysis and supported by a molecular docking. The products 5, 7, and 12 induced a significant early-and late-apoptotic effect against all tumor cells while the products 5, 7, 11, and 12 significantly arrested all cancer cells in the S and G2 phases. Finally, a molecular docking was attempted to investigate the binding mode of the identified compounds 5 and 7 in with VEGFR-2-KDR receptor.</description><subject>Anticancer</subject><subject>Apoptosis</subject><subject>arylidene</subject><subject>cell cycle</subject><subject>Doxorubicin</subject><subject>Flow cytometry</subject><subject>Molecular docking</subject><subject>morpholine</subject><subject>thiazole</subject><issn>0039-7911</issn><issn>1532-2432</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp9kctuFTEMhkeIShxaHgEpEptWak4zyVx3oIqbVKkLYB1lEg-TkomHJNMyfSiekRydwpKNLdufbdl_Ubwu2b5kHbtiTPRtX5Z7zrjYc162fSOeFbuyFpzySvDnxe7A0AP0ongZ4x1jZd12_a74_WXzaYJo4yXRW8KEv6wmcK_cqpJFf0nUgkvCIwDOZUo7yGlvyIwO9OpUIAb1D-u_k5hWYyESHEnEGYiHB1LTcxU2Zw14uJogQcB_8QXl9HzGsEzorEc7Z3NBBV0m8JtLk1WPuWCspxVFD_GsOBmVi_DqyZ8W3z68_3r9id7cfvx8_e6GaiG6RE2ff1ANYlRGmGromr6tm6oC1TXdoJmqx641QivT61ZU1QBGcBDV0OpO9U1-2Wnx5jh3CfhzhZjkHa7B55WSd7ypRcPrPlP1kdIBYwwwyiXYOR8nSyYP0si_0siDNPJJmtz39thn_YhhVg8YnJFJbQ7DGJTXNkrx_xF_ALp8mQo</recordid><startdate>20230803</startdate><enddate>20230803</enddate><creator>Assiri, Mohammed A.</creator><creator>Ali, Tarik E.</creator><creator>Alqahtani, Maha N.</creator><creator>Shati, Ali. A.</creator><creator>Alfaifi, Mohammed. Y.</creator><creator>Elbehairi, Serag. E. I.</creator><general>Taylor &amp; Francis</general><general>Taylor &amp; Francis Ltd</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20230803</creationdate><title>Synthesis, cytotoxic evaluation, apoptosis, cell cycle, and molecular docking studies of some new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones</title><author>Assiri, Mohammed A. ; Ali, Tarik E. ; Alqahtani, Maha N. ; Shati, Ali. A. ; Alfaifi, Mohammed. Y. ; Elbehairi, Serag. E. I.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c338t-d91794b3fad3d4b86975644ea868bc0a5f87d3cad9c7344bed32e34b7c8a96243</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Anticancer</topic><topic>Apoptosis</topic><topic>arylidene</topic><topic>cell cycle</topic><topic>Doxorubicin</topic><topic>Flow cytometry</topic><topic>Molecular docking</topic><topic>morpholine</topic><topic>thiazole</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Assiri, Mohammed A.</creatorcontrib><creatorcontrib>Ali, Tarik E.</creatorcontrib><creatorcontrib>Alqahtani, Maha N.</creatorcontrib><creatorcontrib>Shati, Ali. A.</creatorcontrib><creatorcontrib>Alfaifi, Mohammed. Y.</creatorcontrib><creatorcontrib>Elbehairi, Serag. E. I.</creatorcontrib><collection>CrossRef</collection><jtitle>Synthetic communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Assiri, Mohammed A.</au><au>Ali, Tarik E.</au><au>Alqahtani, Maha N.</au><au>Shati, Ali. A.</au><au>Alfaifi, Mohammed. Y.</au><au>Elbehairi, Serag. E. I.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, cytotoxic evaluation, apoptosis, cell cycle, and molecular docking studies of some new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones</atitle><jtitle>Synthetic communications</jtitle><date>2023-08-03</date><risdate>2023</risdate><volume>53</volume><issue>15</issue><spage>1240</spage><epage>1261</epage><pages>1240-1261</pages><issn>0039-7911</issn><eissn>1532-2432</eissn><abstract>A series of new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones (3-30) was synthesized. Cytotoxic effectiveness of these products was done against three cancerous cell lines (MCF-7, HepG-2, and SKOV-3) by standard SRB method. Fortunately, compounds 5, 7, 11, 12, 17, and 18 were found to be the most active against all the tested cell lines, comparable to doxorubicin. Apoptosis was determined using flow cytometry along with cell cycle analysis and supported by a molecular docking. The products 5, 7, and 12 induced a significant early-and late-apoptotic effect against all tumor cells while the products 5, 7, 11, and 12 significantly arrested all cancer cells in the S and G2 phases. Finally, a molecular docking was attempted to investigate the binding mode of the identified compounds 5 and 7 in with VEGFR-2-KDR receptor.</abstract><cop>Philadelphia</cop><pub>Taylor &amp; Francis</pub><doi>10.1080/00397911.2023.2217963</doi><tpages>22</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0039-7911
ispartof Synthetic communications, 2023-08, Vol.53 (15), p.1240-1261
issn 0039-7911
1532-2432
language eng
recordid cdi_crossref_primary_10_1080_00397911_2023_2217963
source Taylor and Francis Science and Technology Collection
subjects Anticancer
Apoptosis
arylidene
cell cycle
Doxorubicin
Flow cytometry
Molecular docking
morpholine
thiazole
title Synthesis, cytotoxic evaluation, apoptosis, cell cycle, and molecular docking studies of some new 5-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T06%3A11%3A04IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis,%20cytotoxic%20evaluation,%20apoptosis,%20cell%20cycle,%20and%20molecular%20docking%20studies%20of%20some%20new%205-(arylidene/heteroarylidene)-2-(morpholinoimino)-3-phenylthiazolidin-4-ones&rft.jtitle=Synthetic%20communications&rft.au=Assiri,%20Mohammed%20A.&rft.date=2023-08-03&rft.volume=53&rft.issue=15&rft.spage=1240&rft.epage=1261&rft.pages=1240-1261&rft.issn=0039-7911&rft.eissn=1532-2432&rft_id=info:doi/10.1080/00397911.2023.2217963&rft_dat=%3Cproquest_cross%3E2826536259%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c338t-d91794b3fad3d4b86975644ea868bc0a5f87d3cad9c7344bed32e34b7c8a96243%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2826536259&rft_id=info:pmid/&rfr_iscdi=true