Anticancer Effect of Chlorambucil Enhanced by Chiral Phthalidyl Promoiety
Phthalidyl promoiety has been used in several drugs, but they were all marketed in racemic form. The pharmaceutical effects of each enantiomer have not been clearly demonstrated. In this project, an anticancer chemotherapy drug, chlorambucil, was modified as enantiopure phthalidyl prodrugs. The enan...
Gespeichert in:
| Veröffentlicht in: | Chemistry & biodiversity 2023-01, Vol.20 (1), p.e202201025-n/a |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | n/a |
|---|---|
| container_issue | 1 |
| container_start_page | e202201025 |
| container_title | Chemistry & biodiversity |
| container_volume | 20 |
| creator | Zhang, Long Cheng, Yisa Liu, Ying‐Guo Chen, Xingkuan Liu, Hongmei |
| description | Phthalidyl promoiety has been used in several drugs, but they were all marketed in racemic form. The pharmaceutical effects of each enantiomer have not been clearly demonstrated. In this project, an anticancer chemotherapy drug, chlorambucil, was modified as enantiopure phthalidyl prodrugs. The enantiomers, together with phthalidyl unit and their racemic mixture, were then subject to the in vivo bioactivity tests against B16F10 melanoma cells. It was found that proper chirality within the promoiety had noticeably better in vivo pharmacological effects than the parent drug, the enantiomer and racemic mixture. This merit perhaps could be extended from the phthalidyl prodrugs to other chirality containing prodrugs. |
| doi_str_mv | 10.1002/cbdv.202201025 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2740511511</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2767369992</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3285-bfd345f216ef1d4d238abb2ffa0ad52ac80a024c06b0ea928019e8f73857d52d3</originalsourceid><addsrcrecordid>eNqFkM1Lw0AQxRdRbK1ePUrAi5fU3cnX5lhj1UJBD-o1bPaDbtlk6yZR8t-7pbWCF2Fghnm_eQwPoUuCpwRjuOWV-JwCBsAEQ3KExiQlEBJK8fFhzmCEztp27Xm_p6doFKUxZDgmY7SYNZ3mrOHSBXOlJO8Cq4JiZaxjddVzbYJ5s9rqIqgGL2jHTPCy6lbMaDH40dnaatkN5-hEMdPKi32foLeH-WvxFC6fHxfFbBnyCGgSVkpEcaKApFIREQuIKKsqUIphJhJgnGKGIeY4rbBkOVBMcklVFtEk87qIJuhm57tx9qOXbVfWuuXSGNZI27clZDFOCPHl0es_6Nr2rvHfeSrNojTPc_DUdEdxZ9vWSVVunK6ZG0qCy23I5Tbk8hCyP7ja2_ZVLcUB_0nVA_kO-NJGDv_YlcXd_fuv-TfgOodn</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2767369992</pqid></control><display><type>article</type><title>Anticancer Effect of Chlorambucil Enhanced by Chiral Phthalidyl Promoiety</title><source>MEDLINE</source><source>Wiley Online Library All Journals</source><creator>Zhang, Long ; Cheng, Yisa ; Liu, Ying‐Guo ; Chen, Xingkuan ; Liu, Hongmei</creator><creatorcontrib>Zhang, Long ; Cheng, Yisa ; Liu, Ying‐Guo ; Chen, Xingkuan ; Liu, Hongmei</creatorcontrib><description>Phthalidyl promoiety has been used in several drugs, but they were all marketed in racemic form. The pharmaceutical effects of each enantiomer have not been clearly demonstrated. In this project, an anticancer chemotherapy drug, chlorambucil, was modified as enantiopure phthalidyl prodrugs. The enantiomers, together with phthalidyl unit and their racemic mixture, were then subject to the in vivo bioactivity tests against B16F10 melanoma cells. It was found that proper chirality within the promoiety had noticeably better in vivo pharmacological effects than the parent drug, the enantiomer and racemic mixture. This merit perhaps could be extended from the phthalidyl prodrugs to other chirality containing prodrugs.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202201025</identifier><identifier>PMID: 36427041</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>Anticancer properties ; Antineoplastic Agents - pharmacology ; antitumor activity ; Biological activity ; Chemotherapy ; chiral promoieties ; Chirality ; Chlorambucil ; Chlorambucil - pharmacology ; Drugs ; Enantiomers ; In vivo methods and tests ; Melanoma ; Mixtures ; pharmaceutical enhancement ; phthalidyl prodrugs ; phthalidyl promoieties ; Prodrugs ; Prodrugs - pharmacology</subject><ispartof>Chemistry & biodiversity, 2023-01, Vol.20 (1), p.e202201025-n/a</ispartof><rights>2022 Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2022 Wiley-VHCA AG, Zurich, Switzerland.</rights><rights>2023 Wiley‐VHCA AG, Zurich, Switzerland</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c3285-bfd345f216ef1d4d238abb2ffa0ad52ac80a024c06b0ea928019e8f73857d52d3</cites><orcidid>0000-0001-6624-9843</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcbdv.202201025$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.202201025$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27923,27924,45573,45574</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36427041$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhang, Long</creatorcontrib><creatorcontrib>Cheng, Yisa</creatorcontrib><creatorcontrib>Liu, Ying‐Guo</creatorcontrib><creatorcontrib>Chen, Xingkuan</creatorcontrib><creatorcontrib>Liu, Hongmei</creatorcontrib><title>Anticancer Effect of Chlorambucil Enhanced by Chiral Phthalidyl Promoiety</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Phthalidyl promoiety has been used in several drugs, but they were all marketed in racemic form. The pharmaceutical effects of each enantiomer have not been clearly demonstrated. In this project, an anticancer chemotherapy drug, chlorambucil, was modified as enantiopure phthalidyl prodrugs. The enantiomers, together with phthalidyl unit and their racemic mixture, were then subject to the in vivo bioactivity tests against B16F10 melanoma cells. It was found that proper chirality within the promoiety had noticeably better in vivo pharmacological effects than the parent drug, the enantiomer and racemic mixture. This merit perhaps could be extended from the phthalidyl prodrugs to other chirality containing prodrugs.</description><subject>Anticancer properties</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>antitumor activity</subject><subject>Biological activity</subject><subject>Chemotherapy</subject><subject>chiral promoieties</subject><subject>Chirality</subject><subject>Chlorambucil</subject><subject>Chlorambucil - pharmacology</subject><subject>Drugs</subject><subject>Enantiomers</subject><subject>In vivo methods and tests</subject><subject>Melanoma</subject><subject>Mixtures</subject><subject>pharmaceutical enhancement</subject><subject>phthalidyl prodrugs</subject><subject>phthalidyl promoieties</subject><subject>Prodrugs</subject><subject>Prodrugs - pharmacology</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM1Lw0AQxRdRbK1ePUrAi5fU3cnX5lhj1UJBD-o1bPaDbtlk6yZR8t-7pbWCF2Fghnm_eQwPoUuCpwRjuOWV-JwCBsAEQ3KExiQlEBJK8fFhzmCEztp27Xm_p6doFKUxZDgmY7SYNZ3mrOHSBXOlJO8Cq4JiZaxjddVzbYJ5s9rqIqgGL2jHTPCy6lbMaDH40dnaatkN5-hEMdPKi32foLeH-WvxFC6fHxfFbBnyCGgSVkpEcaKApFIREQuIKKsqUIphJhJgnGKGIeY4rbBkOVBMcklVFtEk87qIJuhm57tx9qOXbVfWuuXSGNZI27clZDFOCPHl0es_6Nr2rvHfeSrNojTPc_DUdEdxZ9vWSVVunK6ZG0qCy23I5Tbk8hCyP7ja2_ZVLcUB_0nVA_kO-NJGDv_YlcXd_fuv-TfgOodn</recordid><startdate>202301</startdate><enddate>202301</enddate><creator>Zhang, Long</creator><creator>Cheng, Yisa</creator><creator>Liu, Ying‐Guo</creator><creator>Chen, Xingkuan</creator><creator>Liu, Hongmei</creator><general>Wiley Subscription Services, Inc</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>7QO</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-6624-9843</orcidid></search><sort><creationdate>202301</creationdate><title>Anticancer Effect of Chlorambucil Enhanced by Chiral Phthalidyl Promoiety</title><author>Zhang, Long ; Cheng, Yisa ; Liu, Ying‐Guo ; Chen, Xingkuan ; Liu, Hongmei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3285-bfd345f216ef1d4d238abb2ffa0ad52ac80a024c06b0ea928019e8f73857d52d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Anticancer properties</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>antitumor activity</topic><topic>Biological activity</topic><topic>Chemotherapy</topic><topic>chiral promoieties</topic><topic>Chirality</topic><topic>Chlorambucil</topic><topic>Chlorambucil - pharmacology</topic><topic>Drugs</topic><topic>Enantiomers</topic><topic>In vivo methods and tests</topic><topic>Melanoma</topic><topic>Mixtures</topic><topic>pharmaceutical enhancement</topic><topic>phthalidyl prodrugs</topic><topic>phthalidyl promoieties</topic><topic>Prodrugs</topic><topic>Prodrugs - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Long</creatorcontrib><creatorcontrib>Cheng, Yisa</creatorcontrib><creatorcontrib>Liu, Ying‐Guo</creatorcontrib><creatorcontrib>Chen, Xingkuan</creatorcontrib><creatorcontrib>Liu, Hongmei</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry & biodiversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Long</au><au>Cheng, Yisa</au><au>Liu, Ying‐Guo</au><au>Chen, Xingkuan</au><au>Liu, Hongmei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anticancer Effect of Chlorambucil Enhanced by Chiral Phthalidyl Promoiety</atitle><jtitle>Chemistry & biodiversity</jtitle><addtitle>Chem Biodivers</addtitle><date>2023-01</date><risdate>2023</risdate><volume>20</volume><issue>1</issue><spage>e202201025</spage><epage>n/a</epage><pages>e202201025-n/a</pages><issn>1612-1872</issn><eissn>1612-1880</eissn><abstract>Phthalidyl promoiety has been used in several drugs, but they were all marketed in racemic form. The pharmaceutical effects of each enantiomer have not been clearly demonstrated. In this project, an anticancer chemotherapy drug, chlorambucil, was modified as enantiopure phthalidyl prodrugs. The enantiomers, together with phthalidyl unit and their racemic mixture, were then subject to the in vivo bioactivity tests against B16F10 melanoma cells. It was found that proper chirality within the promoiety had noticeably better in vivo pharmacological effects than the parent drug, the enantiomer and racemic mixture. This merit perhaps could be extended from the phthalidyl prodrugs to other chirality containing prodrugs.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>36427041</pmid><doi>10.1002/cbdv.202201025</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-6624-9843</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1612-1872 |
| ispartof | Chemistry & biodiversity, 2023-01, Vol.20 (1), p.e202201025-n/a |
| issn | 1612-1872 1612-1880 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2740511511 |
| source | MEDLINE; Wiley Online Library All Journals |
| subjects | Anticancer properties Antineoplastic Agents - pharmacology antitumor activity Biological activity Chemotherapy chiral promoieties Chirality Chlorambucil Chlorambucil - pharmacology Drugs Enantiomers In vivo methods and tests Melanoma Mixtures pharmaceutical enhancement phthalidyl prodrugs phthalidyl promoieties Prodrugs Prodrugs - pharmacology |
| title | Anticancer Effect of Chlorambucil Enhanced by Chiral Phthalidyl Promoiety |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-08T16%3A53%3A39IST&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=Anticancer%20Effect%20of%20Chlorambucil%20Enhanced%20by%20Chiral%20Phthalidyl%20Promoiety&rft.jtitle=Chemistry%20&%20biodiversity&rft.au=Zhang,%20Long&rft.date=2023-01&rft.volume=20&rft.issue=1&rft.spage=e202201025&rft.epage=n/a&rft.pages=e202201025-n/a&rft.issn=1612-1872&rft.eissn=1612-1880&rft_id=info:doi/10.1002/cbdv.202201025&rft_dat=%3Cproquest_cross%3E2767369992%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2767369992&rft_id=info:pmid/36427041&rfr_iscdi=true |