Synthesis and evaluation of anticancer properties of novel benzimidazole ligand and their cobalt(II) and zinc(II) complexes against cancer cell lines A-2780 and DU-145
[Display omitted] •Highly active anticancer candidates against to A2780 cell lines were synthesized.•Anticancer properties against DU-145 cell lines of new complexes were tested.•New Zn (II) and Co (II) complexes of benzimidazole with anticancer activity. Eighteen new cobalt(II) or zinc(II) complexe...
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| Veröffentlicht in: | Inorganica Chimica Acta 2019-09, Vol.495, p.118977, Article 118977 |
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| container_title | Inorganica Chimica Acta |
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| creator | Yılmaz, Ülkü Tekin, Suat Buğday, Nesrin Yavuz, Kemal Küçükbay, Hasan Sandal, Süleyman |
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•Highly active anticancer candidates against to A2780 cell lines were synthesized.•Anticancer properties against DU-145 cell lines of new complexes were tested.•New Zn (II) and Co (II) complexes of benzimidazole with anticancer activity.
Eighteen new cobalt(II) or zinc(II) complexes of benzimidazole bearing 1-benzyl and 2-phenyl moieties were synthesized from the reaction of appropriate benzimidazole ligands and CoCl2 or ZnCl2. Their structural characterizations were done by IR, NMR (1H, 13C) and UV–VIS spectrometers. Cytotoxic activities of eighteen new complexes and three benzimidazole ligands were determined using A-2780 (human ovarian) and DU-145 (human prostate) cell lines. Antitumor properties of all compounds were determined by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Cell viability assay for the tested benzimidazole derivatives was performed and the LogIC50 values of the compounds were calculated after a 24-hour treatment. All tested benzimidazole derivatives showed higher or comparable antitumor activity against A-2780 cell lines compared to the standard drug docetaxel with a LogIC50 value of −0.81 µM (p |
| doi_str_mv | 10.1016/j.ica.2019.118977 |
| format | Article |
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•Highly active anticancer candidates against to A2780 cell lines were synthesized.•Anticancer properties against DU-145 cell lines of new complexes were tested.•New Zn (II) and Co (II) complexes of benzimidazole with anticancer activity.
Eighteen new cobalt(II) or zinc(II) complexes of benzimidazole bearing 1-benzyl and 2-phenyl moieties were synthesized from the reaction of appropriate benzimidazole ligands and CoCl2 or ZnCl2. Their structural characterizations were done by IR, NMR (1H, 13C) and UV–VIS spectrometers. Cytotoxic activities of eighteen new complexes and three benzimidazole ligands were determined using A-2780 (human ovarian) and DU-145 (human prostate) cell lines. Antitumor properties of all compounds were determined by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Cell viability assay for the tested benzimidazole derivatives was performed and the LogIC50 values of the compounds were calculated after a 24-hour treatment. All tested benzimidazole derivatives showed higher or comparable antitumor activity against A-2780 cell lines compared to the standard drug docetaxel with a LogIC50 value of −0.81 µM (p < 0.05). Eight of the examined compounds (1, 3, 5, 6, 7, 9, 10 and 13) showed high cytotoxic activity against A-2780 compared to the standard drug docetaxel. While the LogIC50 of the docetaxel was −0.81 µM for A-2780 cells at 24 h, the IC50 values of compounds 1, 3, 5, 6, 7, 9, 10 and 13 were −0.97, −1.30, −0.22, 0.13, −0.16, −0.73 and −0.53 µM, respectively. Three of the compounds 1, 18 and V showed high cytotoxic activity against DU-145 compared to docetaxel (p < 0.05). While the LogIC50 of the docetaxel was −1.13 µM for DU-145 cells at 24 h, the LogIC50 values of compounds 1, 18 and V were 0.84, −0.38 and −0.66 µM, respectively.</description><identifier>ISSN: 0020-1693</identifier><identifier>EISSN: 1873-3255</identifier><identifier>DOI: 10.1016/j.ica.2019.118977</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>A-2780 cell lines ; Anticancer properties ; Benzimidazole complexes ; Biotechnology ; Chemical synthesis ; Cobalt ; Coordination compounds ; Cytotoxic ; Cytotoxicity ; Derivatives ; DU-145 cell lines ; Ligands ; NMR ; Nuclear magnetic resonance ; Prostate ; Spectrometers ; Zinc chloride ; Zinc compounds</subject><ispartof>Inorganica Chimica Acta, 2019-09, Vol.495, p.118977, Article 118977</ispartof><rights>2019 Elsevier B.V.</rights><rights>Copyright Elsevier Science Ltd. Sep 1, 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c325t-79a4e1cb388ad141a13f807b183a3853a7733a5e6c057fca2711c6633067ca623</citedby><cites>FETCH-LOGICAL-c325t-79a4e1cb388ad141a13f807b183a3853a7733a5e6c057fca2711c6633067ca623</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.ica.2019.118977$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,777,781,3537,27905,27906,45976</link.rule.ids></links><search><creatorcontrib>Yılmaz, Ülkü</creatorcontrib><creatorcontrib>Tekin, Suat</creatorcontrib><creatorcontrib>Buğday, Nesrin</creatorcontrib><creatorcontrib>Yavuz, Kemal</creatorcontrib><creatorcontrib>Küçükbay, Hasan</creatorcontrib><creatorcontrib>Sandal, Süleyman</creatorcontrib><title>Synthesis and evaluation of anticancer properties of novel benzimidazole ligand and their cobalt(II) and zinc(II) complexes against cancer cell lines A-2780 and DU-145</title><title>Inorganica Chimica Acta</title><description>[Display omitted]
•Highly active anticancer candidates against to A2780 cell lines were synthesized.•Anticancer properties against DU-145 cell lines of new complexes were tested.•New Zn (II) and Co (II) complexes of benzimidazole with anticancer activity.
Eighteen new cobalt(II) or zinc(II) complexes of benzimidazole bearing 1-benzyl and 2-phenyl moieties were synthesized from the reaction of appropriate benzimidazole ligands and CoCl2 or ZnCl2. Their structural characterizations were done by IR, NMR (1H, 13C) and UV–VIS spectrometers. Cytotoxic activities of eighteen new complexes and three benzimidazole ligands were determined using A-2780 (human ovarian) and DU-145 (human prostate) cell lines. Antitumor properties of all compounds were determined by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Cell viability assay for the tested benzimidazole derivatives was performed and the LogIC50 values of the compounds were calculated after a 24-hour treatment. All tested benzimidazole derivatives showed higher or comparable antitumor activity against A-2780 cell lines compared to the standard drug docetaxel with a LogIC50 value of −0.81 µM (p < 0.05). Eight of the examined compounds (1, 3, 5, 6, 7, 9, 10 and 13) showed high cytotoxic activity against A-2780 compared to the standard drug docetaxel. While the LogIC50 of the docetaxel was −0.81 µM for A-2780 cells at 24 h, the IC50 values of compounds 1, 3, 5, 6, 7, 9, 10 and 13 were −0.97, −1.30, −0.22, 0.13, −0.16, −0.73 and −0.53 µM, respectively. Three of the compounds 1, 18 and V showed high cytotoxic activity against DU-145 compared to docetaxel (p < 0.05). While the LogIC50 of the docetaxel was −1.13 µM for DU-145 cells at 24 h, the LogIC50 values of compounds 1, 18 and V were 0.84, −0.38 and −0.66 µM, respectively.</description><subject>A-2780 cell lines</subject><subject>Anticancer properties</subject><subject>Benzimidazole complexes</subject><subject>Biotechnology</subject><subject>Chemical synthesis</subject><subject>Cobalt</subject><subject>Coordination compounds</subject><subject>Cytotoxic</subject><subject>Cytotoxicity</subject><subject>Derivatives</subject><subject>DU-145 cell lines</subject><subject>Ligands</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Prostate</subject><subject>Spectrometers</subject><subject>Zinc chloride</subject><subject>Zinc compounds</subject><issn>0020-1693</issn><issn>1873-3255</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9UU1vGyEQRVUi1Un7A3pbqZf2sA6zeBdWOUVJPyxF6qHNGY3Z2RQLgwPYavyH8jfL2jnngBAz773hzWPsE_A5cOiu1nNrcN5w6OcAqpfyHZuBkqIWTduesRnnDa-h68V7dpHSmnPBO9HO2MvvZ5__UrKpQj9UtEe3w2yDr8JYKrmoekOx2sawpZgtpanhw55ctSJ_sBs74CE4qpx9nBSmUwRtrExYoctflsuvx-LBenN8mLDZOvpXlPARrU-5ep1hyLki40vnpm6k4kfe3UMNi_YDOx_RJfr4el-yh-_f_tz-rO9__Vje3tzXphjNtexxQWBWQikcYAEIYlRcrkAJFKoVKKUQ2FJneCtHg40EMF0nyjakwa4Rl-zzSbcYftpRynoddtGXkbpp-oJWkk8oOKFMDClFGvU22g3GZw1cT3notS6b01Me-pRH4VyfOFS-v7cUdTKWivHBRjJZD8G-wf4PLqySNA</recordid><startdate>20190901</startdate><enddate>20190901</enddate><creator>Yılmaz, Ülkü</creator><creator>Tekin, Suat</creator><creator>Buğday, Nesrin</creator><creator>Yavuz, Kemal</creator><creator>Küçükbay, Hasan</creator><creator>Sandal, Süleyman</creator><general>Elsevier B.V</general><general>Elsevier Science Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20190901</creationdate><title>Synthesis and evaluation of anticancer properties of novel benzimidazole ligand and their cobalt(II) and zinc(II) complexes against cancer cell lines A-2780 and DU-145</title><author>Yılmaz, Ülkü ; Tekin, Suat ; Buğday, Nesrin ; Yavuz, Kemal ; Küçükbay, Hasan ; Sandal, Süleyman</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c325t-79a4e1cb388ad141a13f807b183a3853a7733a5e6c057fca2711c6633067ca623</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>A-2780 cell lines</topic><topic>Anticancer properties</topic><topic>Benzimidazole complexes</topic><topic>Biotechnology</topic><topic>Chemical synthesis</topic><topic>Cobalt</topic><topic>Coordination compounds</topic><topic>Cytotoxic</topic><topic>Cytotoxicity</topic><topic>Derivatives</topic><topic>DU-145 cell lines</topic><topic>Ligands</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Prostate</topic><topic>Spectrometers</topic><topic>Zinc chloride</topic><topic>Zinc compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yılmaz, Ülkü</creatorcontrib><creatorcontrib>Tekin, Suat</creatorcontrib><creatorcontrib>Buğday, Nesrin</creatorcontrib><creatorcontrib>Yavuz, Kemal</creatorcontrib><creatorcontrib>Küçükbay, Hasan</creatorcontrib><creatorcontrib>Sandal, Süleyman</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Inorganica Chimica Acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yılmaz, Ülkü</au><au>Tekin, Suat</au><au>Buğday, Nesrin</au><au>Yavuz, Kemal</au><au>Küçükbay, Hasan</au><au>Sandal, Süleyman</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and evaluation of anticancer properties of novel benzimidazole ligand and their cobalt(II) and zinc(II) complexes against cancer cell lines A-2780 and DU-145</atitle><jtitle>Inorganica Chimica Acta</jtitle><date>2019-09-01</date><risdate>2019</risdate><volume>495</volume><spage>118977</spage><pages>118977-</pages><artnum>118977</artnum><issn>0020-1693</issn><eissn>1873-3255</eissn><abstract>[Display omitted]
•Highly active anticancer candidates against to A2780 cell lines were synthesized.•Anticancer properties against DU-145 cell lines of new complexes were tested.•New Zn (II) and Co (II) complexes of benzimidazole with anticancer activity.
Eighteen new cobalt(II) or zinc(II) complexes of benzimidazole bearing 1-benzyl and 2-phenyl moieties were synthesized from the reaction of appropriate benzimidazole ligands and CoCl2 or ZnCl2. Their structural characterizations were done by IR, NMR (1H, 13C) and UV–VIS spectrometers. Cytotoxic activities of eighteen new complexes and three benzimidazole ligands were determined using A-2780 (human ovarian) and DU-145 (human prostate) cell lines. Antitumor properties of all compounds were determined by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Cell viability assay for the tested benzimidazole derivatives was performed and the LogIC50 values of the compounds were calculated after a 24-hour treatment. All tested benzimidazole derivatives showed higher or comparable antitumor activity against A-2780 cell lines compared to the standard drug docetaxel with a LogIC50 value of −0.81 µM (p < 0.05). Eight of the examined compounds (1, 3, 5, 6, 7, 9, 10 and 13) showed high cytotoxic activity against A-2780 compared to the standard drug docetaxel. While the LogIC50 of the docetaxel was −0.81 µM for A-2780 cells at 24 h, the IC50 values of compounds 1, 3, 5, 6, 7, 9, 10 and 13 were −0.97, −1.30, −0.22, 0.13, −0.16, −0.73 and −0.53 µM, respectively. Three of the compounds 1, 18 and V showed high cytotoxic activity against DU-145 compared to docetaxel (p < 0.05). While the LogIC50 of the docetaxel was −1.13 µM for DU-145 cells at 24 h, the LogIC50 values of compounds 1, 18 and V were 0.84, −0.38 and −0.66 µM, respectively.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><doi>10.1016/j.ica.2019.118977</doi></addata></record> |
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| subjects | A-2780 cell lines Anticancer properties Benzimidazole complexes Biotechnology Chemical synthesis Cobalt Coordination compounds Cytotoxic Cytotoxicity Derivatives DU-145 cell lines Ligands NMR Nuclear magnetic resonance Prostate Spectrometers Zinc chloride Zinc compounds |
| title | Synthesis and evaluation of anticancer properties of novel benzimidazole ligand and their cobalt(II) and zinc(II) complexes against cancer cell lines A-2780 and DU-145 |
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