Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In Vitro
Three hexacoordinated octahedral nickel (II) complexes, [Ni (Trp-sal) (phen) (CH3OH)] (1), [Ni (Trp-o-van) (phen) (CH3OH)]•2CH3OH (2), and [Ni (Trp-naph) (phen) (CH3OH)] (3) (where Trp-sal = Schiff base derived from tryptophan and salicylaldehyde, Trp-o-van = Schiff base derived from tryptophan and...
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| Format: | Article |
| Language: | English |
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Wiley
2020-01-01
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| Series: | Bioinorganic Chemistry and Applications |
| Online Access: | http://dx.doi.org/10.1155/2020/8834859 |
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| author | Yang Li Jianfang Dong Peiran Zhao Ping Hu Dawei Yang Lei Gao Lianzhi Li |
| author_facet | Yang Li Jianfang Dong Peiran Zhao Ping Hu Dawei Yang Lei Gao Lianzhi Li |
| author_sort | Yang Li |
| collection | DOAJ |
| description | Three hexacoordinated octahedral nickel (II) complexes, [Ni (Trp-sal) (phen) (CH3OH)] (1), [Ni (Trp-o-van) (phen) (CH3OH)]•2CH3OH (2), and [Ni (Trp-naph) (phen) (CH3OH)] (3) (where Trp-sal = Schiff base derived from tryptophan and salicylaldehyde, Trp-o-van = Schiff base derived from tryptophan and o-vanillin, Trp-naph = Schiff base derived from tryptophan and 2-hydroxy-1-naphthaldehyde, phen = 1, 10-phenanthroline), have been synthesized and characterized as potential anticancer agents. Details of structural study of these complexes using single-crystal X-ray crystallography showed that distorted octahedral environment around nickel (II) ion has been satisfied by three nitrogen atoms and three oxygen atoms. All these complexes displayed moderate cytotoxicity toward esophageal cancer cell line Eca-109 with the IC50 values of 23.95 ± 2.54 μM for 1, 18.14 ± 2.39 μM for 2, and 21.89 ± 3.19 μM for 3. Antitumor mechanism studies showed that complex 2 can increase the autophagy, reactive oxygen species (ROS) levels, and decrease the mitochondrial membrane potential remarkably in a dose-dependent manner in the Eca-109 cells. Complex 2 can cause cell cycle arrest in the G2/M phase. Additionally, complex 2 can regulate the Bcl-2 family and autophagy-related proteins. |
| format | Article |
| id | doaj-art-5864a63a39e141a19a9ac63b48b420cc |
| institution | Kabale University |
| issn | 1565-3633 1687-479X |
| language | English |
| publishDate | 2020-01-01 |
| publisher | Wiley |
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| series | Bioinorganic Chemistry and Applications |
| spelling | doaj-art-5864a63a39e141a19a9ac63b48b420cc2025-02-03T01:01:55ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2020-01-01202010.1155/2020/88348598834859Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In VitroYang Li0Jianfang Dong1Peiran Zhao2Ping Hu3Dawei Yang4Lei Gao5Lianzhi Li6Zhong Yuan Academy of Biological Medicine, Liaocheng People’s Hospital, Liaocheng 252000, ChinaDepartment of Material Science, Shandong Polytechnic Technician College, Liaocheng 252000, ChinaZhong Yuan Academy of Biological Medicine, Liaocheng People’s Hospital, Liaocheng 252000, ChinaZhong Yuan Academy of Biological Medicine, Liaocheng People’s Hospital, Liaocheng 252000, ChinaZhong Yuan Academy of Biological Medicine, Liaocheng People’s Hospital, Liaocheng 252000, ChinaZhong Yuan Academy of Biological Medicine, Liaocheng People’s Hospital, Liaocheng 252000, ChinaSchool of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252000, ChinaThree hexacoordinated octahedral nickel (II) complexes, [Ni (Trp-sal) (phen) (CH3OH)] (1), [Ni (Trp-o-van) (phen) (CH3OH)]•2CH3OH (2), and [Ni (Trp-naph) (phen) (CH3OH)] (3) (where Trp-sal = Schiff base derived from tryptophan and salicylaldehyde, Trp-o-van = Schiff base derived from tryptophan and o-vanillin, Trp-naph = Schiff base derived from tryptophan and 2-hydroxy-1-naphthaldehyde, phen = 1, 10-phenanthroline), have been synthesized and characterized as potential anticancer agents. Details of structural study of these complexes using single-crystal X-ray crystallography showed that distorted octahedral environment around nickel (II) ion has been satisfied by three nitrogen atoms and three oxygen atoms. All these complexes displayed moderate cytotoxicity toward esophageal cancer cell line Eca-109 with the IC50 values of 23.95 ± 2.54 μM for 1, 18.14 ± 2.39 μM for 2, and 21.89 ± 3.19 μM for 3. Antitumor mechanism studies showed that complex 2 can increase the autophagy, reactive oxygen species (ROS) levels, and decrease the mitochondrial membrane potential remarkably in a dose-dependent manner in the Eca-109 cells. Complex 2 can cause cell cycle arrest in the G2/M phase. Additionally, complex 2 can regulate the Bcl-2 family and autophagy-related proteins.http://dx.doi.org/10.1155/2020/8834859 |
| spellingShingle | Yang Li Jianfang Dong Peiran Zhao Ping Hu Dawei Yang Lei Gao Lianzhi Li Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In Vitro Bioinorganic Chemistry and Applications |
| title | Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In Vitro |
| title_full | Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In Vitro |
| title_fullStr | Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In Vitro |
| title_full_unstemmed | Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In Vitro |
| title_short | Synthesis of Amino Acid Schiff Base Nickel (II) Complexes as Potential Anticancer Drugs In Vitro |
| title_sort | synthesis of amino acid schiff base nickel ii complexes as potential anticancer drugs in vitro |
| url | http://dx.doi.org/10.1155/2020/8834859 |
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