Photodynamic antitumor activity of Ru() complexes of imidazo-phenanthroline conjugated hydroxybenzoic acid as tumor targeting photosensitizers
Two novel Ru( ii ) polypyridyl complexes bearing imidazo-phenanthroline conjugated hydroxybenzoic acid groups were designed to enhance the tumor targeting ability as photosensitizers for photodynamic therapy. [Ru(bpy) 2 (phcpip)] (ClO 4 ) 2 ( Ru-1 ) and [Ru(bpy) 2 (ohcpip)] (ClO 4 ) 2 ( Ru-2 ) (bpy...
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| Veröffentlicht in: | Journal of materials chemistry. B, Materials for biology and medicine Materials for biology and medicine, 2020-01, Vol.8 (3), p.438-446 |
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| creator | Liu, Ze-Yu Zhang, Jin Sun, Yan-Mei Zhu, Chun-Fang Lu, Yan-Na Wu, Jian-Zhong Li, Jing Liu, Hai-Yang Ye, Yong |
| description | Two novel Ru(
ii
) polypyridyl complexes bearing imidazo-phenanthroline conjugated hydroxybenzoic acid groups were designed to enhance the tumor targeting ability as photosensitizers for photodynamic therapy. [Ru(bpy)
2
(phcpip)] (ClO
4
)
2
(
Ru-1
) and [Ru(bpy)
2
(ohcpip)] (ClO
4
)
2
(
Ru-2
) (bpy = 2,2′-bipyridine; phcpip = 2-(3-carboxyl-4-hydroxyphenyl) imidazo [4,5-
f
]phenanthroline; ohcpip = 2-(2-hydroxyl-3-carboxyphenyl) imidazo [4,5-
f
] [1,10] phenanthroline) were synthesized and their photodynamic antitumor activities were investigated. Both complexes displayed high photocytotoxicity toward cancerous cell lines HepG2, A549, MCF-7, and MDA-MB-231, but low photocytotoxicity toward normal cell lines GES-1 and Huvec. They were mainly localized at the nucleus of HepG2 cells after 24 h incubation, arrested the cell cycle at the G2/M phase and induced cancer cell apoptosis through reactive oxygen species (ROS) mediated pathways. Tumor targeting of the complexes is attributed to stronger molecular binding to DNA.
Two Ru(
ii
) polypyridyl complexes bearing hydroxybenzoic acid groups exhibited high phototoxicity toward tumor cells. |
| doi_str_mv | 10.1039/c9tb02103e |
| format | Article |
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ii
) polypyridyl complexes bearing imidazo-phenanthroline conjugated hydroxybenzoic acid groups were designed to enhance the tumor targeting ability as photosensitizers for photodynamic therapy. [Ru(bpy)
2
(phcpip)] (ClO
4
)
2
(
Ru-1
) and [Ru(bpy)
2
(ohcpip)] (ClO
4
)
2
(
Ru-2
) (bpy = 2,2′-bipyridine; phcpip = 2-(3-carboxyl-4-hydroxyphenyl) imidazo [4,5-
f
]phenanthroline; ohcpip = 2-(2-hydroxyl-3-carboxyphenyl) imidazo [4,5-
f
] [1,10] phenanthroline) were synthesized and their photodynamic antitumor activities were investigated. Both complexes displayed high photocytotoxicity toward cancerous cell lines HepG2, A549, MCF-7, and MDA-MB-231, but low photocytotoxicity toward normal cell lines GES-1 and Huvec. They were mainly localized at the nucleus of HepG2 cells after 24 h incubation, arrested the cell cycle at the G2/M phase and induced cancer cell apoptosis through reactive oxygen species (ROS) mediated pathways. Tumor targeting of the complexes is attributed to stronger molecular binding to DNA.
Two Ru(
ii
) polypyridyl complexes bearing hydroxybenzoic acid groups exhibited high phototoxicity toward tumor cells.</description><identifier>ISSN: 2050-750X</identifier><identifier>EISSN: 2050-7518</identifier><identifier>DOI: 10.1039/c9tb02103e</identifier><identifier>PMID: 31833531</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Anticancer properties ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Antitumor activity ; Apoptosis ; Apoptosis - drug effects ; Biotechnology ; Cell cycle ; Cell Cycle - drug effects ; Cell Line ; Cell Proliferation - drug effects ; Cell viability ; Coordination Complexes - chemical synthesis ; Coordination Complexes - chemistry ; Coordination Complexes - pharmacology ; Coordination compounds ; Deoxyribonucleic acid ; DNA ; Drug Screening Assays, Antitumor ; Humans ; Hydroxybenzoates - chemistry ; Hydroxybenzoates - pharmacology ; Imidazoles - chemistry ; Imidazoles - pharmacology ; Materials Testing ; Molecular Conformation ; Molecular Docking Simulation ; Nuclei (cytology) ; p-Hydroxybenzoic acid ; Phenanthrolines - chemistry ; Phenanthrolines - pharmacology ; Photochemotherapy ; Photodynamic therapy ; Photosensitizing Agents - chemical synthesis ; Photosensitizing Agents - chemistry ; Photosensitizing Agents - pharmacology ; Reactive oxygen species ; Reactive Oxygen Species - analysis ; Reactive Oxygen Species - metabolism ; Ruthenium - chemistry ; Ruthenium - pharmacology ; Ruthenium compounds</subject><ispartof>Journal of materials chemistry. B, Materials for biology and medicine, 2020-01, Vol.8 (3), p.438-446</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c403t-67e17c3915de3723e3b7be1a7a80d1ea666aaa58bd2b4337a87e8e2552e1dde83</citedby><cites>FETCH-LOGICAL-c403t-67e17c3915de3723e3b7be1a7a80d1ea666aaa58bd2b4337a87e8e2552e1dde83</cites><orcidid>0000-0002-1793-952X ; 0000-0002-9535-8800</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31833531$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Ze-Yu</creatorcontrib><creatorcontrib>Zhang, Jin</creatorcontrib><creatorcontrib>Sun, Yan-Mei</creatorcontrib><creatorcontrib>Zhu, Chun-Fang</creatorcontrib><creatorcontrib>Lu, Yan-Na</creatorcontrib><creatorcontrib>Wu, Jian-Zhong</creatorcontrib><creatorcontrib>Li, Jing</creatorcontrib><creatorcontrib>Liu, Hai-Yang</creatorcontrib><creatorcontrib>Ye, Yong</creatorcontrib><title>Photodynamic antitumor activity of Ru() complexes of imidazo-phenanthroline conjugated hydroxybenzoic acid as tumor targeting photosensitizers</title><title>Journal of materials chemistry. B, Materials for biology and medicine</title><addtitle>J Mater Chem B</addtitle><description>Two novel Ru(
ii
) polypyridyl complexes bearing imidazo-phenanthroline conjugated hydroxybenzoic acid groups were designed to enhance the tumor targeting ability as photosensitizers for photodynamic therapy. [Ru(bpy)
2
(phcpip)] (ClO
4
)
2
(
Ru-1
) and [Ru(bpy)
2
(ohcpip)] (ClO
4
)
2
(
Ru-2
) (bpy = 2,2′-bipyridine; phcpip = 2-(3-carboxyl-4-hydroxyphenyl) imidazo [4,5-
f
]phenanthroline; ohcpip = 2-(2-hydroxyl-3-carboxyphenyl) imidazo [4,5-
f
] [1,10] phenanthroline) were synthesized and their photodynamic antitumor activities were investigated. Both complexes displayed high photocytotoxicity toward cancerous cell lines HepG2, A549, MCF-7, and MDA-MB-231, but low photocytotoxicity toward normal cell lines GES-1 and Huvec. They were mainly localized at the nucleus of HepG2 cells after 24 h incubation, arrested the cell cycle at the G2/M phase and induced cancer cell apoptosis through reactive oxygen species (ROS) mediated pathways. Tumor targeting of the complexes is attributed to stronger molecular binding to DNA.
Two Ru(
ii
) polypyridyl complexes bearing hydroxybenzoic acid groups exhibited high phototoxicity toward tumor cells.</description><subject>Anticancer properties</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Antitumor activity</subject><subject>Apoptosis</subject><subject>Apoptosis - drug effects</subject><subject>Biotechnology</subject><subject>Cell cycle</subject><subject>Cell Cycle - drug effects</subject><subject>Cell Line</subject><subject>Cell Proliferation - drug effects</subject><subject>Cell viability</subject><subject>Coordination Complexes - chemical synthesis</subject><subject>Coordination Complexes - chemistry</subject><subject>Coordination Complexes - pharmacology</subject><subject>Coordination compounds</subject><subject>Deoxyribonucleic acid</subject><subject>DNA</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Humans</subject><subject>Hydroxybenzoates - chemistry</subject><subject>Hydroxybenzoates - pharmacology</subject><subject>Imidazoles - chemistry</subject><subject>Imidazoles - pharmacology</subject><subject>Materials Testing</subject><subject>Molecular Conformation</subject><subject>Molecular Docking Simulation</subject><subject>Nuclei (cytology)</subject><subject>p-Hydroxybenzoic acid</subject><subject>Phenanthrolines - chemistry</subject><subject>Phenanthrolines - pharmacology</subject><subject>Photochemotherapy</subject><subject>Photodynamic therapy</subject><subject>Photosensitizing Agents - chemical synthesis</subject><subject>Photosensitizing Agents - chemistry</subject><subject>Photosensitizing Agents - pharmacology</subject><subject>Reactive oxygen species</subject><subject>Reactive Oxygen Species - analysis</subject><subject>Reactive Oxygen Species - metabolism</subject><subject>Ruthenium - chemistry</subject><subject>Ruthenium - pharmacology</subject><subject>Ruthenium compounds</subject><issn>2050-750X</issn><issn>2050-7518</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkU1rHDEMhk1paUKSS-8thl6SwqS2tfN1TJa0DQQSSgq9DR5bu-tlxp7anpDZH5HfXG832UB1kZAevRK8hHzg7JwzqL-qOrZMpBLfkEPBcpaVOa_e7mv2-4CchLBmKSpeVDB7Tw6AVwA58EPydLdy0enJyt4oKm00ceydp1JF82DiRN2C_hxPz6hy_dDhI4Ztx_RGy43LhhXatLPyrjMWE2PX41JG1HQ1ae8epxbtxm2FldFUBroTj9IvMRq7pMP2ekAbTDQb9OGYvFvILuDJcz4iv75d3c9_ZDe336_nFzeZmjGIWVEiLxXUPNcIpQCEtmyRy1JWTHOURVFIKfOq1aKdAaR2iRWKPBfItcYKjsjpTnfw7s-IITa9CQq7Tlp0Y2hEWmKMixoS-vk_dO1Gb9N3iZoBE3XBikR92VHKuxA8LprBm176qeGs2RrVzOv7y39GXSX407Pk2Pao9-iLLQn4uAN8UPvpq9PwF-FcmzA</recordid><startdate>20200122</startdate><enddate>20200122</enddate><creator>Liu, Ze-Yu</creator><creator>Zhang, Jin</creator><creator>Sun, Yan-Mei</creator><creator>Zhu, Chun-Fang</creator><creator>Lu, Yan-Na</creator><creator>Wu, Jian-Zhong</creator><creator>Li, Jing</creator><creator>Liu, Hai-Yang</creator><creator>Ye, Yong</creator><general>Royal Society of Chemistry</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>7QF</scope><scope>7QO</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-1793-952X</orcidid><orcidid>https://orcid.org/0000-0002-9535-8800</orcidid></search><sort><creationdate>20200122</creationdate><title>Photodynamic antitumor activity of Ru() complexes of imidazo-phenanthroline conjugated hydroxybenzoic acid as tumor targeting photosensitizers</title><author>Liu, Ze-Yu ; Zhang, Jin ; Sun, Yan-Mei ; Zhu, Chun-Fang ; Lu, Yan-Na ; Wu, Jian-Zhong ; Li, Jing ; Liu, Hai-Yang ; Ye, Yong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c403t-67e17c3915de3723e3b7be1a7a80d1ea666aaa58bd2b4337a87e8e2552e1dde83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Anticancer properties</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Antitumor activity</topic><topic>Apoptosis</topic><topic>Apoptosis - drug effects</topic><topic>Biotechnology</topic><topic>Cell cycle</topic><topic>Cell Cycle - drug effects</topic><topic>Cell Line</topic><topic>Cell Proliferation - drug effects</topic><topic>Cell viability</topic><topic>Coordination Complexes - chemical synthesis</topic><topic>Coordination Complexes - chemistry</topic><topic>Coordination Complexes - pharmacology</topic><topic>Coordination compounds</topic><topic>Deoxyribonucleic acid</topic><topic>DNA</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Humans</topic><topic>Hydroxybenzoates - chemistry</topic><topic>Hydroxybenzoates - pharmacology</topic><topic>Imidazoles - chemistry</topic><topic>Imidazoles - pharmacology</topic><topic>Materials Testing</topic><topic>Molecular Conformation</topic><topic>Molecular Docking Simulation</topic><topic>Nuclei (cytology)</topic><topic>p-Hydroxybenzoic acid</topic><topic>Phenanthrolines - chemistry</topic><topic>Phenanthrolines - pharmacology</topic><topic>Photochemotherapy</topic><topic>Photodynamic therapy</topic><topic>Photosensitizing Agents - chemical synthesis</topic><topic>Photosensitizing Agents - chemistry</topic><topic>Photosensitizing Agents - pharmacology</topic><topic>Reactive oxygen species</topic><topic>Reactive Oxygen Species - analysis</topic><topic>Reactive Oxygen Species - metabolism</topic><topic>Ruthenium - chemistry</topic><topic>Ruthenium - pharmacology</topic><topic>Ruthenium compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Ze-Yu</creatorcontrib><creatorcontrib>Zhang, Jin</creatorcontrib><creatorcontrib>Sun, Yan-Mei</creatorcontrib><creatorcontrib>Zhu, Chun-Fang</creatorcontrib><creatorcontrib>Lu, Yan-Na</creatorcontrib><creatorcontrib>Wu, Jian-Zhong</creatorcontrib><creatorcontrib>Li, Jing</creatorcontrib><creatorcontrib>Liu, Hai-Yang</creatorcontrib><creatorcontrib>Ye, Yong</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of materials chemistry. B, Materials for biology and medicine</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Ze-Yu</au><au>Zhang, Jin</au><au>Sun, Yan-Mei</au><au>Zhu, Chun-Fang</au><au>Lu, Yan-Na</au><au>Wu, Jian-Zhong</au><au>Li, Jing</au><au>Liu, Hai-Yang</au><au>Ye, Yong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photodynamic antitumor activity of Ru() complexes of imidazo-phenanthroline conjugated hydroxybenzoic acid as tumor targeting photosensitizers</atitle><jtitle>Journal of materials chemistry. B, Materials for biology and medicine</jtitle><addtitle>J Mater Chem B</addtitle><date>2020-01-22</date><risdate>2020</risdate><volume>8</volume><issue>3</issue><spage>438</spage><epage>446</epage><pages>438-446</pages><issn>2050-750X</issn><eissn>2050-7518</eissn><abstract>Two novel Ru(
ii
) polypyridyl complexes bearing imidazo-phenanthroline conjugated hydroxybenzoic acid groups were designed to enhance the tumor targeting ability as photosensitizers for photodynamic therapy. [Ru(bpy)
2
(phcpip)] (ClO
4
)
2
(
Ru-1
) and [Ru(bpy)
2
(ohcpip)] (ClO
4
)
2
(
Ru-2
) (bpy = 2,2′-bipyridine; phcpip = 2-(3-carboxyl-4-hydroxyphenyl) imidazo [4,5-
f
]phenanthroline; ohcpip = 2-(2-hydroxyl-3-carboxyphenyl) imidazo [4,5-
f
] [1,10] phenanthroline) were synthesized and their photodynamic antitumor activities were investigated. Both complexes displayed high photocytotoxicity toward cancerous cell lines HepG2, A549, MCF-7, and MDA-MB-231, but low photocytotoxicity toward normal cell lines GES-1 and Huvec. They were mainly localized at the nucleus of HepG2 cells after 24 h incubation, arrested the cell cycle at the G2/M phase and induced cancer cell apoptosis through reactive oxygen species (ROS) mediated pathways. Tumor targeting of the complexes is attributed to stronger molecular binding to DNA.
Two Ru(
ii
) polypyridyl complexes bearing hydroxybenzoic acid groups exhibited high phototoxicity toward tumor cells.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>31833531</pmid><doi>10.1039/c9tb02103e</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-1793-952X</orcidid><orcidid>https://orcid.org/0000-0002-9535-8800</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2050-750X |
| ispartof | Journal of materials chemistry. B, Materials for biology and medicine, 2020-01, Vol.8 (3), p.438-446 |
| issn | 2050-750X 2050-7518 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_C9TB02103E |
| source | MEDLINE; Royal Society Of Chemistry Journals 2008- |
| subjects | Anticancer properties Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Antitumor activity Apoptosis Apoptosis - drug effects Biotechnology Cell cycle Cell Cycle - drug effects Cell Line Cell Proliferation - drug effects Cell viability Coordination Complexes - chemical synthesis Coordination Complexes - chemistry Coordination Complexes - pharmacology Coordination compounds Deoxyribonucleic acid DNA Drug Screening Assays, Antitumor Humans Hydroxybenzoates - chemistry Hydroxybenzoates - pharmacology Imidazoles - chemistry Imidazoles - pharmacology Materials Testing Molecular Conformation Molecular Docking Simulation Nuclei (cytology) p-Hydroxybenzoic acid Phenanthrolines - chemistry Phenanthrolines - pharmacology Photochemotherapy Photodynamic therapy Photosensitizing Agents - chemical synthesis Photosensitizing Agents - chemistry Photosensitizing Agents - pharmacology Reactive oxygen species Reactive Oxygen Species - analysis Reactive Oxygen Species - metabolism Ruthenium - chemistry Ruthenium - pharmacology Ruthenium compounds |
| title | Photodynamic antitumor activity of Ru() complexes of imidazo-phenanthroline conjugated hydroxybenzoic acid as tumor targeting photosensitizers |
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