Synthesis of functionalized amino acid derivatives as new pharmacophores for designing anticancer agents
A new series of functionalized amino acid derivatives N-substituted 1-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidine carboxamide (1-17) and 1-N-substituted-3-amino-2-hydroxy-3-phenylpropane-1-carboxamide (18-34) were synthesized and evaluated for their in vitro cytotoxicity against huma...
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Veröffentlicht in: | Journal of enzyme inhibition and medicinal chemistry 2009-06, Vol.24 (3), p.763-770 |
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container_title | Journal of enzyme inhibition and medicinal chemistry |
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creator | Kumar, Vivek Mudgal, Mukesh M. Rani, Nidhi Jha, Amrita Jaggi, Manu Singh, Anu T. Sanna, Vinod K. Singh, Pratibha Sharma, Pramod K. Irchhaiya, Raghuveer Burman, Anand C. |
description | A new series of functionalized amino acid derivatives N-substituted 1-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidine carboxamide (1-17) and 1-N-substituted-3-amino-2-hydroxy-3-phenylpropane-1-carboxamide (18-34) were synthesized and evaluated for their in vitro cytotoxicity against human cancer cell lines. Compound 6 has shown interesting cytotoxicity (IC50 = 5.67 μm) in ovarian cancer, while compound 10 exhibited promising cytotoxicity in ovarian (IC50 = 6.1 μm) and oral (IC50 = 4.17 μm) cancers. These compounds could be of use in designing new anti-cancer agents. |
doi_str_mv | 10.1080/14756360802362975 |
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Compound 6 has shown interesting cytotoxicity (IC50 = 5.67 μm) in ovarian cancer, while compound 10 exhibited promising cytotoxicity in ovarian (IC50 = 6.1 μm) and oral (IC50 = 4.17 μm) cancers. These compounds could be of use in designing new anti-cancer agents.</description><identifier>ISSN: 1475-6366</identifier><identifier>EISSN: 1475-6374</identifier><identifier>DOI: 10.1080/14756360802362975</identifier><identifier>PMID: 18720190</identifier><language>eng</language><publisher>England: Informa UK Ltd</publisher><subject>Amides - chemical synthesis ; Amides - chemistry ; Amides - pharmacology ; Amino Acids - chemistry ; Anticancer ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; carboxamide ; Cell Line ; Cell Line, Tumor ; Drug Design ; Drug Screening Assays, Antitumor ; Female ; Fibroblasts - cytology ; Fibroblasts - drug effects ; functionalized amino acid ; Humans ; Inhibitory Concentration 50 ; Mouth Neoplasms - pathology ; Ovarian Neoplasms - pathology</subject><ispartof>Journal of enzyme inhibition and medicinal chemistry, 2009-06, Vol.24 (3), p.763-770</ispartof><rights>2009 Informa UK Ltd 2009</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c448t-628bfd6104dce1b28ae1f8689d07f4e40515927855f4b26a9472a790de944f7c3</citedby><cites>FETCH-LOGICAL-c448t-628bfd6104dce1b28ae1f8689d07f4e40515927855f4b26a9472a790de944f7c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.tandfonline.com/doi/pdf/10.1080/14756360802362975$$EPDF$$P50$$Ginformahealthcare$$H</linktopdf><linktohtml>$$Uhttps://www.tandfonline.com/doi/full/10.1080/14756360802362975$$EHTML$$P50$$Ginformahealthcare$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,59647,60436,61221,61402</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18720190$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kumar, Vivek</creatorcontrib><creatorcontrib>Mudgal, Mukesh M.</creatorcontrib><creatorcontrib>Rani, Nidhi</creatorcontrib><creatorcontrib>Jha, Amrita</creatorcontrib><creatorcontrib>Jaggi, Manu</creatorcontrib><creatorcontrib>Singh, Anu T.</creatorcontrib><creatorcontrib>Sanna, Vinod K.</creatorcontrib><creatorcontrib>Singh, Pratibha</creatorcontrib><creatorcontrib>Sharma, Pramod K.</creatorcontrib><creatorcontrib>Irchhaiya, Raghuveer</creatorcontrib><creatorcontrib>Burman, Anand C.</creatorcontrib><title>Synthesis of functionalized amino acid derivatives as new pharmacophores for designing anticancer agents</title><title>Journal of enzyme inhibition and medicinal chemistry</title><addtitle>J Enzyme Inhib Med Chem</addtitle><description>A new series of functionalized amino acid derivatives N-substituted 1-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidine carboxamide (1-17) and 1-N-substituted-3-amino-2-hydroxy-3-phenylpropane-1-carboxamide (18-34) were synthesized and evaluated for their in vitro cytotoxicity against human cancer cell lines. Compound 6 has shown interesting cytotoxicity (IC50 = 5.67 μm) in ovarian cancer, while compound 10 exhibited promising cytotoxicity in ovarian (IC50 = 6.1 μm) and oral (IC50 = 4.17 μm) cancers. These compounds could be of use in designing new anti-cancer agents.</description><subject>Amides - chemical synthesis</subject><subject>Amides - chemistry</subject><subject>Amides - pharmacology</subject><subject>Amino Acids - chemistry</subject><subject>Anticancer</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>carboxamide</subject><subject>Cell Line</subject><subject>Cell Line, Tumor</subject><subject>Drug Design</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Female</subject><subject>Fibroblasts - cytology</subject><subject>Fibroblasts - drug effects</subject><subject>functionalized amino acid</subject><subject>Humans</subject><subject>Inhibitory Concentration 50</subject><subject>Mouth Neoplasms - pathology</subject><subject>Ovarian Neoplasms - pathology</subject><issn>1475-6366</issn><issn>1475-6374</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kU2LFDEQhoMo7rr6A7xIbp5Gk3Q6SaMXWfyCBQ_qOdQkleks3cmYdO8y--vNMoMiwp5SFM_7Ep4i5CVnbzgz7C2XuledaqPolBh0_4ic3-82qtPy8Z9ZqTPyrNZrxgQXXD4lZ9xowfjAzsn4_ZCWEWusNAca1uSWmBNM8Q49hTmmTMFFTz2WeANLvMFKodKEt3Q_QpnB5f2YS9uGXBpV4y7FtKOQluggOSwUdpiW-pw8CTBVfHF6L8jPTx9_XH7ZXH37_PXyw9XGSWmWjRJmG7ziTHqHfCsMIA9GmcEzHSRK1vN-ENr0fZBboWCQWoAemMdByqBdd0FeH3v3Jf9asS52jtXhNEHCvFaru86oZo03kh9JV3KtBYPdlzhDOVjO7L1f-5_flnl1al-3M_q_iZPQBrw_AjE1ITPc5jJ5u8BhyiWUJiRW2z3U_-6f-IgwLaODgvY6r6Udpj7wu9-c5ZxI</recordid><startdate>200906</startdate><enddate>200906</enddate><creator>Kumar, Vivek</creator><creator>Mudgal, Mukesh M.</creator><creator>Rani, Nidhi</creator><creator>Jha, Amrita</creator><creator>Jaggi, Manu</creator><creator>Singh, Anu T.</creator><creator>Sanna, Vinod K.</creator><creator>Singh, Pratibha</creator><creator>Sharma, Pramod K.</creator><creator>Irchhaiya, Raghuveer</creator><creator>Burman, Anand C.</creator><general>Informa UK Ltd</general><general>Taylor & Francis</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>200906</creationdate><title>Synthesis of functionalized amino acid derivatives as new pharmacophores for designing anticancer agents</title><author>Kumar, Vivek ; Mudgal, Mukesh M. ; Rani, Nidhi ; Jha, Amrita ; Jaggi, Manu ; Singh, Anu T. ; Sanna, Vinod K. ; Singh, Pratibha ; Sharma, Pramod K. ; Irchhaiya, Raghuveer ; Burman, Anand C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c448t-628bfd6104dce1b28ae1f8689d07f4e40515927855f4b26a9472a790de944f7c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Amides - chemical synthesis</topic><topic>Amides - chemistry</topic><topic>Amides - pharmacology</topic><topic>Amino Acids - chemistry</topic><topic>Anticancer</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>carboxamide</topic><topic>Cell Line</topic><topic>Cell Line, Tumor</topic><topic>Drug Design</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Female</topic><topic>Fibroblasts - cytology</topic><topic>Fibroblasts - drug effects</topic><topic>functionalized amino acid</topic><topic>Humans</topic><topic>Inhibitory Concentration 50</topic><topic>Mouth Neoplasms - pathology</topic><topic>Ovarian Neoplasms - pathology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kumar, Vivek</creatorcontrib><creatorcontrib>Mudgal, Mukesh M.</creatorcontrib><creatorcontrib>Rani, Nidhi</creatorcontrib><creatorcontrib>Jha, Amrita</creatorcontrib><creatorcontrib>Jaggi, Manu</creatorcontrib><creatorcontrib>Singh, Anu T.</creatorcontrib><creatorcontrib>Sanna, Vinod K.</creatorcontrib><creatorcontrib>Singh, Pratibha</creatorcontrib><creatorcontrib>Sharma, Pramod K.</creatorcontrib><creatorcontrib>Irchhaiya, Raghuveer</creatorcontrib><creatorcontrib>Burman, Anand C.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of enzyme inhibition and medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kumar, Vivek</au><au>Mudgal, Mukesh M.</au><au>Rani, Nidhi</au><au>Jha, Amrita</au><au>Jaggi, Manu</au><au>Singh, Anu T.</au><au>Sanna, Vinod K.</au><au>Singh, Pratibha</au><au>Sharma, Pramod K.</au><au>Irchhaiya, Raghuveer</au><au>Burman, Anand C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of functionalized amino acid derivatives as new pharmacophores for designing anticancer agents</atitle><jtitle>Journal of enzyme inhibition and medicinal chemistry</jtitle><addtitle>J Enzyme Inhib Med Chem</addtitle><date>2009-06</date><risdate>2009</risdate><volume>24</volume><issue>3</issue><spage>763</spage><epage>770</epage><pages>763-770</pages><issn>1475-6366</issn><eissn>1475-6374</eissn><abstract>A new series of functionalized amino acid derivatives N-substituted 1-N-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyl-5-oxazolidine carboxamide (1-17) and 1-N-substituted-3-amino-2-hydroxy-3-phenylpropane-1-carboxamide (18-34) were synthesized and evaluated for their in vitro cytotoxicity against human cancer cell lines. 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subjects | Amides - chemical synthesis Amides - chemistry Amides - pharmacology Amino Acids - chemistry Anticancer Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology carboxamide Cell Line Cell Line, Tumor Drug Design Drug Screening Assays, Antitumor Female Fibroblasts - cytology Fibroblasts - drug effects functionalized amino acid Humans Inhibitory Concentration 50 Mouth Neoplasms - pathology Ovarian Neoplasms - pathology |
title | Synthesis of functionalized amino acid derivatives as new pharmacophores for designing anticancer agents |
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