Efficient synthesis of 2,3-diarylbenzo[b]thiophene molecules through palladium (0) Suzuki–Miyaura cross-coupling reaction and their antithrombolyitc, biofilm inhibition, hemolytic potential and molecular docking studies

A series of 2,3-diaryldibenzo[b]thiophene derivatives have been synthesized via Suzuki coupling reactions in moderate to good yields (59–79%). The synthesized compounds were evaluated for their antithrombolytic, biofilm inhibition, and hemolytic potential. All compounds showed significant biological...

Full description

Saved in:
Bibliographic Details
Published in:Medicinal chemistry research 2020-08, Vol.29 (8), p.1486-1496
Main Authors: Sial, Nosheen, Rasool, Nasir, Rizwan, Komal, Altaf, Ataf Ali, Ali, Shaukat, Malik, Ayesha, Zubair, Muhammad, Akhtar, Arusa, Kausar, Samia, Shah, Syed Adnan Ali
Format: Article
Language:English
Subjects:
Benzothiophene
Biochemistry
Biofilms
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Chemical compounds
Chemical reactions
Chemical synthesis
Coupling (molecular)
Cross coupling
Derivatives
Hydrogen bonding
Inorganic Chemistry
Medicinal Chemistry
Molecular docking
Original Research
Palladium
Pharmacology
Pharmacology/Toxicology
Streptokinase
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-c319t-1afcf94b5aca197169d66ea9ce449067db4c82c63922d24e366f0354afb150a03
cites cdi_FETCH-LOGICAL-c319t-1afcf94b5aca197169d66ea9ce449067db4c82c63922d24e366f0354afb150a03
container_end_page 1496
container_issue 8
container_start_page 1486
container_title Medicinal chemistry research
container_volume 29
creator Sial, Nosheen
Rasool, Nasir
Rizwan, Komal
Altaf, Ataf Ali
Ali, Shaukat
Malik, Ayesha
Zubair, Muhammad
Akhtar, Arusa
Kausar, Samia
Shah, Syed Adnan Ali
description A series of 2,3-diaryldibenzo[b]thiophene derivatives have been synthesized via Suzuki coupling reactions in moderate to good yields (59–79%). The synthesized compounds were evaluated for their antithrombolytic, biofilm inhibition, and hemolytic potential. All compounds showed significant biological potential. Compound ( 4k ) revealed excellent antithrombolytic (87.24%) and biofilm inhibition (99.64%) activity. While compound ( 4i ) exhibited an outstanding hemolytic potential (84.53%). The docking studies uncovered that studied compounds interact with streptokinase and plasminogen via hydrogen bonding, π-anion, π–π stacked interactions, and π-sigma bonding type interactions. The results revealed that synthesized benzo[b]thiophene derivatives could be a potential source of therapeutic agents.
doi_str_mv 10.1007/s00044-020-02568-7
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2419739084</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2419739084</sourcerecordid><originalsourceid>FETCH-LOGICAL-c319t-1afcf94b5aca197169d66ea9ce449067db4c82c63922d24e366f0354afb150a03</originalsourceid><addsrcrecordid>eNp9kb2O1DAUhSMEEsvCC1BZogFpAtc_SSYlWu0C0iIKoEIochx7cnc9dvBPka14B56PhifBM7MSHYXlW5zznat7quo5hdcUoHsTAUCIGhiU17TbuntQndGmEfWWMnhYZigzaxh_XD2J8QaAdyCas-r3pTGoULtE4urSrCNG4g1hG15PKMNqR-3u_Lfxe5rRL7N2muy91SpbHUmag8-7mSzSWjlh3pOX8Ip8znf5Fv_8_PURV5mDJCr4GGvl82LR7UjQUiX0jkg3FYTGUKaEB9h-9HbFpDZkRG_Q7gm6GUc8yDdk1iV6TajI4lNZGaU9Mu4XkoFMXt0eImLKE-r4tHpkpI362f1_Xn29uvxy8b6-_vTuw8Xb61px2qeaSqNML8ZGKkn7jrb91LZa9koL0UPbTaNQW6Za3jM2MaF52xrgjZBmpA1I4OfVixN3Cf5H1jENNz4HVyIHJgqR97AVRcVOquM9gjbDEnBfbjxQGA41Dqcah1LjcKxx6IqJn0yxiN1Oh3_o_7j-AoaLp-M</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2419739084</pqid></control><display><type>article</type><title>Efficient synthesis of 2,3-diarylbenzo[b]thiophene molecules through palladium (0) Suzuki–Miyaura cross-coupling reaction and their antithrombolyitc, biofilm inhibition, hemolytic potential and molecular docking studies</title><source>Springer Nature</source><creator>Sial, Nosheen ; Rasool, Nasir ; Rizwan, Komal ; Altaf, Ataf Ali ; Ali, Shaukat ; Malik, Ayesha ; Zubair, Muhammad ; Akhtar, Arusa ; Kausar, Samia ; Shah, Syed Adnan Ali</creator><creatorcontrib>Sial, Nosheen ; Rasool, Nasir ; Rizwan, Komal ; Altaf, Ataf Ali ; Ali, Shaukat ; Malik, Ayesha ; Zubair, Muhammad ; Akhtar, Arusa ; Kausar, Samia ; Shah, Syed Adnan Ali</creatorcontrib><description>A series of 2,3-diaryldibenzo[b]thiophene derivatives have been synthesized via Suzuki coupling reactions in moderate to good yields (59–79%). The synthesized compounds were evaluated for their antithrombolytic, biofilm inhibition, and hemolytic potential. All compounds showed significant biological potential. Compound ( 4k ) revealed excellent antithrombolytic (87.24%) and biofilm inhibition (99.64%) activity. While compound ( 4i ) exhibited an outstanding hemolytic potential (84.53%). The docking studies uncovered that studied compounds interact with streptokinase and plasminogen via hydrogen bonding, π-anion, π–π stacked interactions, and π-sigma bonding type interactions. The results revealed that synthesized benzo[b]thiophene derivatives could be a potential source of therapeutic agents.</description><identifier>ISSN: 1054-2523</identifier><identifier>EISSN: 1554-8120</identifier><identifier>DOI: 10.1007/s00044-020-02568-7</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Benzothiophene ; Biochemistry ; Biofilms ; Biomedical and Life Sciences ; Biomedicine ; Bioorganic Chemistry ; Chemical compounds ; Chemical reactions ; Chemical synthesis ; Coupling (molecular) ; Cross coupling ; Derivatives ; Hydrogen bonding ; Inorganic Chemistry ; Medicinal Chemistry ; Molecular docking ; Original Research ; Palladium ; Pharmacology ; Pharmacology/Toxicology ; Streptokinase</subject><ispartof>Medicinal chemistry research, 2020-08, Vol.29 (8), p.1486-1496</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2020</rights><rights>Springer Science+Business Media, LLC, part of Springer Nature 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c319t-1afcf94b5aca197169d66ea9ce449067db4c82c63922d24e366f0354afb150a03</citedby><cites>FETCH-LOGICAL-c319t-1afcf94b5aca197169d66ea9ce449067db4c82c63922d24e366f0354afb150a03</cites><orcidid>0000-0001-8018-5890</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Sial, Nosheen</creatorcontrib><creatorcontrib>Rasool, Nasir</creatorcontrib><creatorcontrib>Rizwan, Komal</creatorcontrib><creatorcontrib>Altaf, Ataf Ali</creatorcontrib><creatorcontrib>Ali, Shaukat</creatorcontrib><creatorcontrib>Malik, Ayesha</creatorcontrib><creatorcontrib>Zubair, Muhammad</creatorcontrib><creatorcontrib>Akhtar, Arusa</creatorcontrib><creatorcontrib>Kausar, Samia</creatorcontrib><creatorcontrib>Shah, Syed Adnan Ali</creatorcontrib><title>Efficient synthesis of 2,3-diarylbenzo[b]thiophene molecules through palladium (0) Suzuki–Miyaura cross-coupling reaction and their antithrombolyitc, biofilm inhibition, hemolytic potential and molecular docking studies</title><title>Medicinal chemistry research</title><addtitle>Med Chem Res</addtitle><description>A series of 2,3-diaryldibenzo[b]thiophene derivatives have been synthesized via Suzuki coupling reactions in moderate to good yields (59–79%). The synthesized compounds were evaluated for their antithrombolytic, biofilm inhibition, and hemolytic potential. All compounds showed significant biological potential. Compound ( 4k ) revealed excellent antithrombolytic (87.24%) and biofilm inhibition (99.64%) activity. While compound ( 4i ) exhibited an outstanding hemolytic potential (84.53%). The docking studies uncovered that studied compounds interact with streptokinase and plasminogen via hydrogen bonding, π-anion, π–π stacked interactions, and π-sigma bonding type interactions. The results revealed that synthesized benzo[b]thiophene derivatives could be a potential source of therapeutic agents.</description><subject>Benzothiophene</subject><subject>Biochemistry</subject><subject>Biofilms</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Bioorganic Chemistry</subject><subject>Chemical compounds</subject><subject>Chemical reactions</subject><subject>Chemical synthesis</subject><subject>Coupling (molecular)</subject><subject>Cross coupling</subject><subject>Derivatives</subject><subject>Hydrogen bonding</subject><subject>Inorganic Chemistry</subject><subject>Medicinal Chemistry</subject><subject>Molecular docking</subject><subject>Original Research</subject><subject>Palladium</subject><subject>Pharmacology</subject><subject>Pharmacology/Toxicology</subject><subject>Streptokinase</subject><issn>1054-2523</issn><issn>1554-8120</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kb2O1DAUhSMEEsvCC1BZogFpAtc_SSYlWu0C0iIKoEIochx7cnc9dvBPka14B56PhifBM7MSHYXlW5zznat7quo5hdcUoHsTAUCIGhiU17TbuntQndGmEfWWMnhYZigzaxh_XD2J8QaAdyCas-r3pTGoULtE4urSrCNG4g1hG15PKMNqR-3u_Lfxe5rRL7N2muy91SpbHUmag8-7mSzSWjlh3pOX8Ip8znf5Fv_8_PURV5mDJCr4GGvl82LR7UjQUiX0jkg3FYTGUKaEB9h-9HbFpDZkRG_Q7gm6GUc8yDdk1iV6TajI4lNZGaU9Mu4XkoFMXt0eImLKE-r4tHpkpI362f1_Xn29uvxy8b6-_vTuw8Xb61px2qeaSqNML8ZGKkn7jrb91LZa9koL0UPbTaNQW6Za3jM2MaF52xrgjZBmpA1I4OfVixN3Cf5H1jENNz4HVyIHJgqR97AVRcVOquM9gjbDEnBfbjxQGA41Dqcah1LjcKxx6IqJn0yxiN1Oh3_o_7j-AoaLp-M</recordid><startdate>20200801</startdate><enddate>20200801</enddate><creator>Sial, Nosheen</creator><creator>Rasool, Nasir</creator><creator>Rizwan, Komal</creator><creator>Altaf, Ataf Ali</creator><creator>Ali, Shaukat</creator><creator>Malik, Ayesha</creator><creator>Zubair, Muhammad</creator><creator>Akhtar, Arusa</creator><creator>Kausar, Samia</creator><creator>Shah, Syed Adnan Ali</creator><general>Springer US</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>8FD</scope><scope>FR3</scope><scope>M7Z</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0001-8018-5890</orcidid></search><sort><creationdate>20200801</creationdate><title>Efficient synthesis of 2,3-diarylbenzo[b]thiophene molecules through palladium (0) Suzuki–Miyaura cross-coupling reaction and their antithrombolyitc, biofilm inhibition, hemolytic potential and molecular docking studies</title><author>Sial, Nosheen ; Rasool, Nasir ; Rizwan, Komal ; Altaf, Ataf Ali ; Ali, Shaukat ; Malik, Ayesha ; Zubair, Muhammad ; Akhtar, Arusa ; Kausar, Samia ; Shah, Syed Adnan Ali</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c319t-1afcf94b5aca197169d66ea9ce449067db4c82c63922d24e366f0354afb150a03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Benzothiophene</topic><topic>Biochemistry</topic><topic>Biofilms</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Bioorganic Chemistry</topic><topic>Chemical compounds</topic><topic>Chemical reactions</topic><topic>Chemical synthesis</topic><topic>Coupling (molecular)</topic><topic>Cross coupling</topic><topic>Derivatives</topic><topic>Hydrogen bonding</topic><topic>Inorganic Chemistry</topic><topic>Medicinal Chemistry</topic><topic>Molecular docking</topic><topic>Original Research</topic><topic>Palladium</topic><topic>Pharmacology</topic><topic>Pharmacology/Toxicology</topic><topic>Streptokinase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sial, Nosheen</creatorcontrib><creatorcontrib>Rasool, Nasir</creatorcontrib><creatorcontrib>Rizwan, Komal</creatorcontrib><creatorcontrib>Altaf, Ataf Ali</creatorcontrib><creatorcontrib>Ali, Shaukat</creatorcontrib><creatorcontrib>Malik, Ayesha</creatorcontrib><creatorcontrib>Zubair, Muhammad</creatorcontrib><creatorcontrib>Akhtar, Arusa</creatorcontrib><creatorcontrib>Kausar, Samia</creatorcontrib><creatorcontrib>Shah, Syed Adnan Ali</creatorcontrib><collection>CrossRef</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biochemistry Abstracts 1</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Medicinal chemistry research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sial, Nosheen</au><au>Rasool, Nasir</au><au>Rizwan, Komal</au><au>Altaf, Ataf Ali</au><au>Ali, Shaukat</au><au>Malik, Ayesha</au><au>Zubair, Muhammad</au><au>Akhtar, Arusa</au><au>Kausar, Samia</au><au>Shah, Syed Adnan Ali</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient synthesis of 2,3-diarylbenzo[b]thiophene molecules through palladium (0) Suzuki–Miyaura cross-coupling reaction and their antithrombolyitc, biofilm inhibition, hemolytic potential and molecular docking studies</atitle><jtitle>Medicinal chemistry research</jtitle><stitle>Med Chem Res</stitle><date>2020-08-01</date><risdate>2020</risdate><volume>29</volume><issue>8</issue><spage>1486</spage><epage>1496</epage><pages>1486-1496</pages><issn>1054-2523</issn><eissn>1554-8120</eissn><abstract>A series of 2,3-diaryldibenzo[b]thiophene derivatives have been synthesized via Suzuki coupling reactions in moderate to good yields (59–79%). The synthesized compounds were evaluated for their antithrombolytic, biofilm inhibition, and hemolytic potential. All compounds showed significant biological potential. Compound ( 4k ) revealed excellent antithrombolytic (87.24%) and biofilm inhibition (99.64%) activity. While compound ( 4i ) exhibited an outstanding hemolytic potential (84.53%). The docking studies uncovered that studied compounds interact with streptokinase and plasminogen via hydrogen bonding, π-anion, π–π stacked interactions, and π-sigma bonding type interactions. The results revealed that synthesized benzo[b]thiophene derivatives could be a potential source of therapeutic agents.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s00044-020-02568-7</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0001-8018-5890</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1054-2523
ispartof Medicinal chemistry research, 2020-08, Vol.29 (8), p.1486-1496
issn 1054-2523
1554-8120
language eng
recordid cdi_proquest_journals_2419739084
source Springer Nature
subjects Benzothiophene
Biochemistry
Biofilms
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Chemical compounds
Chemical reactions
Chemical synthesis
Coupling (molecular)
Cross coupling
Derivatives
Hydrogen bonding
Inorganic Chemistry
Medicinal Chemistry
Molecular docking
Original Research
Palladium
Pharmacology
Pharmacology/Toxicology
Streptokinase
title Efficient synthesis of 2,3-diarylbenzo[b]thiophene molecules through palladium (0) Suzuki–Miyaura cross-coupling reaction and their antithrombolyitc, biofilm inhibition, hemolytic potential and molecular docking studies
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-24T13%3A08%3A29IST&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=Efficient%20synthesis%20of%202,3-diarylbenzo%5Bb%5Dthiophene%20molecules%20through%20palladium%20(0)%20Suzuki%E2%80%93Miyaura%20cross-coupling%20reaction%20and%20their%20antithrombolyitc,%20biofilm%20inhibition,%20hemolytic%20potential%20and%20molecular%20docking%20studies&rft.jtitle=Medicinal%20chemistry%20research&rft.au=Sial,%20Nosheen&rft.date=2020-08-01&rft.volume=29&rft.issue=8&rft.spage=1486&rft.epage=1496&rft.pages=1486-1496&rft.issn=1054-2523&rft.eissn=1554-8120&rft_id=info:doi/10.1007/s00044-020-02568-7&rft_dat=%3Cproquest_cross%3E2419739084%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c319t-1afcf94b5aca197169d66ea9ce449067db4c82c63922d24e366f0354afb150a03%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2419739084&rft_id=info:pmid/&rfr_iscdi=true