Potent Biological investigation of new class of sulfone derivatives endowed with quinolinyl-cyclopropane analogue | Research Square window.SnipcartSettings = { analytics: { enabled: false } }; (function() { var accessVector = localStorage.getItem('access_vector') || ''; window.dataLayer = window.dataLayer || []; if (accessVector) { window.dataLayer.push({ user: { profile: { profileInfo: { snid: accessVector } } } }); } })(); (function(w,d,s,l,i){w[l]=w[l]||[];w[l].push({'gtm.start':new Date().getTime(),event:'gtm.js'});var f=d.getElementsByTagName(s)[0],j=d.createElement(s),dl=l!='dataLayer'?'&l='+l:'';j.async=true;j.src='https://www.googletagmanager.com/gtm.js?id='+i+dl;f.parentNode.insertBefore(j,f);})(window,document,'script','dataLayer','GTM-K279D39R'); Browse Preprints In Review Journals COVID-19 Preprints AJE Video Bytes Research Tools Research Promotion AJE Professional Editing AJE Rubriq About Preprint Platform In Review Editorial Policies Our Team Advisory Board Help Center Sign In Submit a Preprint Cite Share Download PDF Research Article Potent Biological investigation of new class of sulfone derivatives endowed with quinolinyl-cyclopropane analogue Janki J Patel, Mayur I. Morja, Prakashsingh M. Chauhan, Kishor H. Chikhalia This is a preprint; it has not been peer reviewed by a journal. https://doi.org/ 10.21203/rs.3.rs-221411/v1 This work is licensed under a CC BY 4.0 License Status: Published Journal Publication published 05 Jan, 2022 Read the published version in Journal of the Iranian Chemical Society → Version 1 posted You are reading this latest preprint version Abstract Novel series of quinoline derivatives incorporating cyclopropyl ring and sulfone linkage as substituents were synthesized, Oxidation of ethyl-2-cyclopropyl-4-(substituted phenylthio) quinoline-3-carboxylate 10a-n was carried out to set ethyl-2-cyclopropyl-4(substituted phenyl sulfonyl) quinoline-3-carboxylate 11a-n. Sulfone derivatives were afforded by reaction of glacial acetic acid and 30% hydrogen peroxide at room temperature. An eco-friendly synthesis of sulfone derivatives were afforded by using weak acid at room temperature. The synthesized quinoline incorporating sulfone linkage derivatives were evaluated for their expected antimicrobial activity; where the majority of these compounds showed potent antibacterial and antifungal activities against the tested strains of bacteria and fungi. All the final synthesized derivatives were characterized by their melting point, mass spectra, IR, 1H NMR and 13C NMR spectras. SAR and HOMO-LUMO studies were also carried out for proving the structural biological activity. Among them compounds 11a, 11b, 11h, 11k and 11m gave best results as their energy gap is very low which makes their activity higher. Medicinal Chemistry Quinoline Sulfone Cyclopropane Antimicrobial activity HOMO-LUMO study Figures Figure 1 Figure 2 Figure 3 Figure 4 Figure 5 Figure 6 Full Text Due to technical limitations, full-text HTML conversion of this manuscript could not be completed. However, the latest manuscript can be downloaded and accessed as a PDF. Cite Share Download PDF Status: Published Journal Publication published 05 Jan, 2022 Read the published version in Journal of the Iranian Chemical Society → Version 1 posted You are reading this latest preprint version Research Square lets you share your work early, gain feedback from the community, and start making changes to your manuscript prior to peer review in a journal. As a division of Research Square Company, we’re committed to making research communication faster, fairer, and more useful. We do this by developing innovative software and high quality services for the global research community. Our growing team is made up of researchers and industry professionals working together to solve the most critical problems facing scientific publishing. Also discoverable on Platform About Our Team In Review Editorial Policies Advisory Board Help Center Resources Author Services Accessibility API Access RSS feed Manage Cookie Preferences © Research Square 2026 | ISSN 2693-5015 (online) Privacy Policy Terms of Service Do Not Sell My Personal Information {"props":{"pageProps":{"initialData":{"identity":"rs-221411","acceptedTermsAndConditions":true,"allowDirectSubmit":true,"archivedVersions":[],"articleType":"Research Article","associatedPublications":[],"authors":[{"id":11879323,"identity":"46f47494-8b6e-4034-b4f6-b774fd64d172","order_by":0,"name":"Janki J Patel","email":"","orcid":"","institution":"Department of Chemsitry, Veer Narmad South Gujarat University","correspondingAuthor":false,"submittingAuthor":false,"prefix":"","firstName":"Janki","middleName":"J","lastName":"Patel","suffix":""},{"id":11879324,"identity":"d81579a9-a0a8-44d7-b2be-dbf3c33f3459","order_by":1,"name":"Mayur I. Morja","email":"","orcid":"","institution":"Department of Chemistry, Veer Narmad South Gujarat University, Surat","correspondingAuthor":false,"submittingAuthor":false,"prefix":"","firstName":"Mayur","middleName":"I.","lastName":"Morja","suffix":""},{"id":11879325,"identity":"79621df9-aaba-4710-9ce5-bab2970d8387","order_by":2,"name":"Prakashsingh M. Chauhan","email":"","orcid":"","institution":"Department of Chemistry, Veer Narmad South Gujarat University, Surat","correspondingAuthor":false,"submittingAuthor":false,"prefix":"","firstName":"Prakashsingh","middleName":"M.","lastName":"Chauhan","suffix":""},{"id":11879326,"identity":"ecde6acb-bac7-4f9f-afbd-522a43e283b2","order_by":3,"name":"Kishor H. Chikhalia","email":"data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAZAAAAAyAQMAAABI0h/eAAAABlBMVEX///8AAABVwtN+AAAACXBIWXMAAA7EAAAOxAGVKw4bAAAA8klEQVRIiWNgGAWjYDACCcZmZgYGCx4GBjY2hg8MDAnEapEAa2GcQZwWBmaQFgaQFmYeYrTwz25uNi6okZDhb2BLe2zbZpfHz97A+OFjDh5L7hxsTp5xTIJH4gDbcePctuRiyZ4DzJIzt+HWYiCR2HyYhw3olwPsbdK5bcyJG24ksDHzEtTyT4JHHqTFsq2eOC3JvG0SPAYH2I5JM7YdJqxF4kZiszFvnwSP4QG2NMmec8cTZ/YcbMbrF/4Z6Y+leb7Z2MsdYDOT+FFWndjP3nzww0c8WhBA/gEDAyMbiMXYQIx6GPhDiuJRMApGwSgYKQAAejZKDuHjjgEAAAAASUVORK5CYII=","orcid":"","institution":"Veer Narmad South Gujarat University Department of Chemistry","correspondingAuthor":true,"submittingAuthor":false,"prefix":"","firstName":"Kishor","middleName":"H.","lastName":"Chikhalia","suffix":""}],"badges":[],"createdAt":"2021-02-08 06:08:52","currentVersionCode":1,"declarations":"","doi":"10.21203/rs.3.rs-221411/v1","doiUrl":"https://doi.org/10.21203/rs.3.rs-221411/v1","draftVersion":[],"editorialEvents":[{"content":"https://doi.org/10.1007/s13738-021-02402-w","type":"published","date":"2022-01-06T00:54:05+00:00"}],"editorialNote":"","failedWorkflow":false,"files":[{"id":6234719,"identity":"734acd6b-4d90-4503-9527-33343338743b","added_by":"auto","created_at":"2021-02-23 00:29:39","extension":"png","order_by":1,"title":"Figure 1","display":"","copyAsset":false,"role":"figure","size":61598,"visible":true,"origin":"","legend":"Quinoline containing drugs available in market.","description":"","filename":"1.png","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1/758f0a44a8016b1ae77b48ec.png"},{"id":6234420,"identity":"41ff9805-9c00-4d2b-a4df-5c292e928ead","added_by":"auto","created_at":"2021-02-23 00:26:39","extension":"png","order_by":2,"title":"Figure 2","display":"","copyAsset":false,"role":"figure","size":45700,"visible":true,"origin":"","legend":"Quinoline containing molecules available in nature","description":"","filename":"2.png","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1/d22fdc2e9cb77af9752f25cf.png"},{"id":6235338,"identity":"88800839-c4cc-4e30-9d80-33cc714ac696","added_by":"auto","created_at":"2021-02-23 00:32:39","extension":"png","order_by":3,"title":"Figure 3","display":"","copyAsset":false,"role":"figure","size":82570,"visible":true,"origin":"","legend":"Some available drugs in market contain aryl-sulfone moiety","description":"","filename":"3.png","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1/156d3e65f56aade7c18ac91c.png"},{"id":6234422,"identity":"c47bb3c4-321b-44c0-99d0-7058e540e8fc","added_by":"auto","created_at":"2021-02-23 00:26:39","extension":"png","order_by":4,"title":"Figure 4","display":"","copyAsset":false,"role":"figure","size":48800,"visible":true,"origin":"","legend":"Design of cyclopropyl-quinolinyl-sulfone hybrid derivatives","description":"","filename":"4.png","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1/e2d4c73ba805131b332de33b.png"},{"id":6234417,"identity":"41e4a26d-ca02-4a72-a12d-417514d92627","added_by":"auto","created_at":"2021-02-23 00:26:39","extension":"png","order_by":5,"title":"Figure 5","display":"","copyAsset":false,"role":"figure","size":47006,"visible":true,"origin":"","legend":"Sulfone linkage between three different pharmacophores expected to appear with better antimicrobial activity","description":"","filename":"5.png","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1/1e0e740d788a62c4c8fed320.png"},{"id":6234721,"identity":"94c06df3-2e6d-4eb5-8761-380befabf295","added_by":"auto","created_at":"2021-02-23 00:29:39","extension":"png","order_by":6,"title":"Figure 6","display":"","copyAsset":false,"role":"figure","size":402407,"visible":true,"origin":"","legend":"Atomic orbital compositions of the FMO for Compounds 11a, 11b, 11e, 11h, 11k \u0026 11m","description":"","filename":"6.png","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1/8afca6490e94e63c2ab51ea7.png"},{"id":17037354,"identity":"e1bc9fbf-fac4-49f8-af02-b9fc35056c04","added_by":"auto","created_at":"2022-01-06 00:54:13","extension":"pdf","order_by":4,"title":"","display":"","copyAsset":false,"role":"manuscript-pdf","size":1553006,"visible":true,"origin":"","legend":"","description":"","filename":"Manuscript1.pdf","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1_covered.pdf"},{"id":13591759,"identity":"0e032ffe-7962-4ec1-ba47-cb7b78befa83","added_by":"auto","created_at":"2021-09-17 05:10:10","extension":"pdf","order_by":4,"title":"","display":"","copyAsset":false,"role":"manuscript-pdf","size":1547749,"visible":true,"origin":"","legend":"","description":"","filename":"Manuscript1.pdf","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1_covered.pdf"},{"id":6235448,"identity":"8ac9eb07-0348-4b31-9185-369729cea6bd","added_by":"auto","created_at":"2021-02-23 00:35:43","extension":"pdf","order_by":4,"title":"","display":"","copyAsset":false,"role":"manuscript-pdf","size":1307800,"visible":true,"origin":"","legend":"","description":"","filename":"Manuscript1.pdf","url":"https://assets-eu.researchsquare.com/files/rs-221411/v1_stamped.pdf"}],"financialInterests":"","formattedTitle":"\u003cp\u003ePotent Biological investigation of new class of sulfone derivatives endowed with quinolinyl-cyclopropane analogue\u003c/p\u003e","fulltext":[{"header":"Full Text","content":"Due to technical limitations, full-text HTML conversion of this manuscript could not be completed. However, the latest manuscript can be downloaded and \u003ca href='/article/rs-221411/latest.pdf' target='_blank'\u003e accessed as a PDF.\u003c/a\u003e"}],"fulltextSource":"","fullText":"","funders":[],"hasAdminPriorityOnWorkflow":false,"hasManuscriptDocX":false,"hasOptedInToPreprint":true,"hasPassedJournalQc":"","hasAnyPriority":false,"hideJournal":false,"highlight":"","institution":"","isAcceptedByJournal":true,"isAuthorSuppliedPdf":true,"isDeskRejected":"","isHiddenFromSearch":false,"isInQc":false,"isInWorkflow":false,"isPdf":false,"isPdfUpToDate":true,"isWithdrawnOrRetracted":false,"journal":{"display":true,"email":"
[email protected]","identity":"researchsquare","isNatureJournal":false,"hasQc":true,"allowDirectSubmit":true,"externalIdentity":"","sideBox":"","snPcode":"","submissionUrl":"/submission","title":"Research Square","twitterHandle":"researchsquare","acdcEnabled":true,"dfaEnabled":false,"editorialSystem":"","reportingPortfolio":"","inReviewEnabled":false,"inReviewRevisionsEnabled":true},"keywords":"Quinoline, Sulfone, Cyclopropane, Antimicrobial activity, HOMO-LUMO study","lastPublishedDoi":"10.21203/rs.3.rs-221411/v1","lastPublishedDoiUrl":"https://doi.org/10.21203/rs.3.rs-221411/v1","license":{"name":"CC BY 4.0","url":"https://creativecommons.org/licenses/by/4.0/"},"manuscriptAbstract":"Novel series of quinoline derivatives incorporating cyclopropyl ring and sulfone linkage as substituents were synthesized, Oxidation of ethyl-2-cyclopropyl-4-(substituted phenylthio) quinoline-3-carboxylate 10a-n was carried out to set ethyl-2-cyclopropyl-4(substituted phenyl sulfonyl) quinoline-3-carboxylate 11a-n. Sulfone derivatives were afforded by reaction of glacial acetic acid and 30% hydrogen peroxide at room temperature. An eco-friendly synthesis of sulfone derivatives were afforded by using weak acid at room temperature. The synthesized quinoline incorporating sulfone linkage derivatives were evaluated for their expected antimicrobial activity; where the majority of these compounds showed potent antibacterial and antifungal activities against the tested strains of bacteria and fungi. All the final synthesized derivatives were characterized by their melting point, mass spectra, IR, 1H NMR and 13C NMR spectras. SAR and HOMO-LUMO studies were also carried out for proving the structural biological activity. Among them compounds 11a, 11b, 11h, 11k and 11m gave best results as their energy gap is very low which makes their activity higher.","manuscriptTitle":"Potent Biological investigation of new class of sulfone derivatives endowed with quinolinyl-cyclopropane analogue","msid":"","msnumber":"","nonDraftVersions":[{"code":1,"date":"2021-02-23 00:26:37","doi":"10.21203/rs.3.rs-221411/v1","editorialEvents":[{"type":"communityComments","content":0}],"status":"published","journal":{"display":true,"email":"
[email protected]","identity":"researchsquare","isNatureJournal":false,"hasQc":true,"allowDirectSubmit":true,"externalIdentity":"","sideBox":"","snPcode":"","submissionUrl":"/submission","title":"Research Square","twitterHandle":"researchsquare","acdcEnabled":true,"dfaEnabled":false,"editorialSystem":"","reportingPortfolio":"","inReviewEnabled":false,"inReviewRevisionsEnabled":true}}],"origin":"","ownerIdentity":"867bcace-a5fa-4cf8-9fe2-bfa20f094ab8","owner":[],"postedDate":"February 23rd, 2021","published":true,"recentEditorialEvents":[],"rejectedJournal":[],"revision":"","amendment":"","status":"published-in-journal","subjectAreas":[{"id":2559994,"name":"Medicinal Chemistry"}],"tags":[],"updatedAt":"2022-01-06T00:54:05+00:00","versionOfRecord":{"articleIdentity":"rs-221411","link":"https://doi.org/10.1007/s13738-021-02402-w","journal":{"identity":"journal-of-the-iranian-chemical-society","isVorOnly":false,"title":"Journal of the Iranian Chemical Society"},"publishedOn":"2022-01-06 00:54:05","publishedOnDateReadable":"January 6th, 2022"},"versionCreatedAt":"2021-02-23 00:26:37","video":"","vorDoi":"10.1007/s13738-021-02402-w","vorDoiUrl":"https://doi.org/10.1007/s13738-021-02402-w","workflowStages":[]},"version":"v1","identity":"rs-221411","journalConfig":"researchsquare"},"__N_SSP":true},"page":"/article/[identity]/[[...version]]","query":{"redirect":"/article/rs-221411","identity":"rs-221411","version":["v1"]},"buildId":"WrCJVZZCHTDjtuVLN7oU0","isFallback":false,"isExperimentalCompile":false,"dynamicIds":[84888],"gssp":true,"scriptLoader":[]}
Text is read by the "Ask this paper" AI Q&A widget below.
Extraction quality varies by source — PMC NXML preserves structure
cleanly, OA-HTML may include some navigation residue, and OA-PDF can
have broken hyphenation. The publisher copy
(via DOI)
is the canonical version.