Synthesis and anticancer mechanisms of zinc()-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands
Twenty new zinc( ii ) complexes with 8-hydroxyquinoline (H-Q1-H-Q6) in the presence of 1,10-phenanthroline derivatives (D1-D10) were synthesized and formulated as [Zn(Q1) 2 (D1)] ( DQ1 ), [Zn(Q2) 2 (D2)]·CH 3 OH ( DQ2 ), [Zn(Q1) 2 (D3)] ( DQ3 ), [Zn(Q1) 2 (D4)] ( DQ4 ), [Zn(Q3) 2 (D5)] ( DQ5 ), [Zn(...
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Veröffentlicht in: | Dalton transactions : an international journal of inorganic chemistry 2023-04, Vol.52 (15), p.4737-4751 |
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container_title | Dalton transactions : an international journal of inorganic chemistry |
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creator | Du, Ling-Qi Zhang, Tian-Yu Huang, Xiao-Mei Xu, Yue Tan, Ming-Xiong Huang, Yan Chen, Yuan Qin, Qi-Pin |
description | Twenty new zinc(
ii
) complexes with 8-hydroxyquinoline (H-Q1-H-Q6) in the presence of 1,10-phenanthroline derivatives (D1-D10) were synthesized and formulated as [Zn(Q1)
2
(D1)] (
DQ1
), [Zn(Q2)
2
(D2)]·CH
3
OH (
DQ2
), [Zn(Q1)
2
(D3)] (
DQ3
), [Zn(Q1)
2
(D4)] (
DQ4
), [Zn(Q3)
2
(D5)] (
DQ5
), [Zn(Q3)
2
(D4)] (
DQ6
), [Zn(Q4)
2
(D5)]·CH
3
OH (
DQ7
), [Zn(Q4)
2
(D6)] (
DQ8
), [Zn(Q4)
2
(D3)]·CH
3
OH (
DQ9
), [Zn(Q4)
2
(D1)]·H
2
O (
DQ10
), [Zn(Q5)
2
(D4)] (
DQ11
), [Zn(Q6)
2
(D6)]·CH
3
OH (
DQ12
), [Zn(Q5)
2
(D2)]·5CH
3
OH·H
2
O (
DQ13
), [Zn(Q5)
2
(D7)]·CH
3
OH (
DQ14
), [Zn(Q5)
2
(D8)]·CH
2
Cl
2
(
DQ15
), [Zn(Q5)
2
(D9)] (
DQ16
), [Zn(Q5)
2
(D1)] (
DQ17
), [Zn(Q5)
2
(D5)] (
DQ18
), [Zn(Q5)
2
(D10)]·CH
2
Cl
2
(
DQ19
) and [Zn(Q5)
2
(D3)] (
DQ20
). They were characterized using multiple techniques. The cytotoxicity of
DQ1-DQ20
was screened using human cisplatin-resistant SK-OV-3/DDP ovarian cancer (SK-OV-3CR) cells and normal hepatocyte (HL-7702) cells. Complex
DQ6
showed low IC
50
values (2.25 ± 0.13 μM) on SK-OV-3CR cells, more than 3.0-8.0 times more cytotoxic than
DQ1-DQ5
and
DQ7-DQ20
(≥6.78 μM), and even 22.2 times more cytotoxic than the standard cisplatin, the corresponding free H-Q1-H-Q6 and D1-D10 alone (>50 μM). As a comparison,
DQ1-DQ20
displayed nontoxic rates against healthy HL-7702 cells. Furthermore,
DQ6
and
DQ11
induced significant apoptosis
via
mitophagy pathways.
DQ6
also significantly inhibited tumor growth in an
in vivo
SK-OV-3-xenograft model (
ca.
49.7%). Thus,
DQ6
may serve as a lead complex for the discovery of new antitumor agents.
DQ1-DQ20
exhibit selective cytotoxicity to SK-OV-3/DDP. They inhibit cell growth
via
mitophagy pathways. Importantly,
DQ6
displays high
in vivo
antitumor activity. |
doi_str_mv | 10.1039/d3dt00150d |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1039_D3DT00150D</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2798952910</sourcerecordid><originalsourceid>FETCH-LOGICAL-c337t-a68dce36b213858b955b4a3e0634aa1196153a432585e241777414989bfaf49b3</originalsourceid><addsrcrecordid>eNpdkc1LwzAchoMobk4v3pWClylW89k2R9n8goEH57mkaWoz2nRLWlz9641uTvAQEsjDk1_eF4BTBG8QJPw2J3kLIWIw3wNDROM45JjQ_d0ZRwNw5NwCQowhw4dgQCJOMcd8CLrX3rSlctoFwuR-tVoKI5UNaiVLYbSrXdAUwac2cnwZJmHZ57ZZ96tOm6bSRgWyqZeVWisXfOi2DNA1guGyVMarSrtBvFBXlbB9UOl3_4w7BgeFqJw62e4j8PZwP588hbOXx-fJ3SyUhMRtKKIkl4pEGUYkYUnGGcuoIApGhAqBEI8QI4ISzBKmMEVxHFNEecKzQhSUZ2QExhvv0jarTrk2rbWTys9iVNO5FMeJjyqKYOLRi3_ooums8dN5yisZ5j7sEbjaUNI2zllVpEura_-zFMH0u4x0SqbznzKmHj7fKrusVvkO_U3fA2cbwDq5u_1rk3wBCJyN_Q</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2798952910</pqid></control><display><type>article</type><title>Synthesis and anticancer mechanisms of zinc()-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Du, Ling-Qi ; Zhang, Tian-Yu ; Huang, Xiao-Mei ; Xu, Yue ; Tan, Ming-Xiong ; Huang, Yan ; Chen, Yuan ; Qin, Qi-Pin</creator><creatorcontrib>Du, Ling-Qi ; Zhang, Tian-Yu ; Huang, Xiao-Mei ; Xu, Yue ; Tan, Ming-Xiong ; Huang, Yan ; Chen, Yuan ; Qin, Qi-Pin</creatorcontrib><description>Twenty new zinc(
ii
) complexes with 8-hydroxyquinoline (H-Q1-H-Q6) in the presence of 1,10-phenanthroline derivatives (D1-D10) were synthesized and formulated as [Zn(Q1)
2
(D1)] (
DQ1
), [Zn(Q2)
2
(D2)]·CH
3
OH (
DQ2
), [Zn(Q1)
2
(D3)] (
DQ3
), [Zn(Q1)
2
(D4)] (
DQ4
), [Zn(Q3)
2
(D5)] (
DQ5
), [Zn(Q3)
2
(D4)] (
DQ6
), [Zn(Q4)
2
(D5)]·CH
3
OH (
DQ7
), [Zn(Q4)
2
(D6)] (
DQ8
), [Zn(Q4)
2
(D3)]·CH
3
OH (
DQ9
), [Zn(Q4)
2
(D1)]·H
2
O (
DQ10
), [Zn(Q5)
2
(D4)] (
DQ11
), [Zn(Q6)
2
(D6)]·CH
3
OH (
DQ12
), [Zn(Q5)
2
(D2)]·5CH
3
OH·H
2
O (
DQ13
), [Zn(Q5)
2
(D7)]·CH
3
OH (
DQ14
), [Zn(Q5)
2
(D8)]·CH
2
Cl
2
(
DQ15
), [Zn(Q5)
2
(D9)] (
DQ16
), [Zn(Q5)
2
(D1)] (
DQ17
), [Zn(Q5)
2
(D5)] (
DQ18
), [Zn(Q5)
2
(D10)]·CH
2
Cl
2
(
DQ19
) and [Zn(Q5)
2
(D3)] (
DQ20
). They were characterized using multiple techniques. The cytotoxicity of
DQ1-DQ20
was screened using human cisplatin-resistant SK-OV-3/DDP ovarian cancer (SK-OV-3CR) cells and normal hepatocyte (HL-7702) cells. Complex
DQ6
showed low IC
50
values (2.25 ± 0.13 μM) on SK-OV-3CR cells, more than 3.0-8.0 times more cytotoxic than
DQ1-DQ5
and
DQ7-DQ20
(≥6.78 μM), and even 22.2 times more cytotoxic than the standard cisplatin, the corresponding free H-Q1-H-Q6 and D1-D10 alone (>50 μM). As a comparison,
DQ1-DQ20
displayed nontoxic rates against healthy HL-7702 cells. Furthermore,
DQ6
and
DQ11
induced significant apoptosis
via
mitophagy pathways.
DQ6
also significantly inhibited tumor growth in an
in vivo
SK-OV-3-xenograft model (
ca.
49.7%). Thus,
DQ6
may serve as a lead complex for the discovery of new antitumor agents.
DQ1-DQ20
exhibit selective cytotoxicity to SK-OV-3/DDP. They inhibit cell growth
via
mitophagy pathways. Importantly,
DQ6
displays high
in vivo
antitumor activity.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/d3dt00150d</identifier><identifier>PMID: 36942929</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Anticancer properties ; Antineoplastic Agents - pharmacology ; Apoptosis ; Biocompatibility ; Cisplatin ; Cytotoxicity ; Dichloromethane ; Humans ; Hydroxyquinoline ; Oxyquinoline - pharmacology ; Toxicity ; Xenotransplantation ; Zinc - pharmacology ; Zinc compounds</subject><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2023-04, Vol.52 (15), p.4737-4751</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-a68dce36b213858b955b4a3e0634aa1196153a432585e241777414989bfaf49b3</citedby><cites>FETCH-LOGICAL-c337t-a68dce36b213858b955b4a3e0634aa1196153a432585e241777414989bfaf49b3</cites><orcidid>0000-0002-5352-4030 ; 0000-0001-9596-4512</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36942929$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Du, Ling-Qi</creatorcontrib><creatorcontrib>Zhang, Tian-Yu</creatorcontrib><creatorcontrib>Huang, Xiao-Mei</creatorcontrib><creatorcontrib>Xu, Yue</creatorcontrib><creatorcontrib>Tan, Ming-Xiong</creatorcontrib><creatorcontrib>Huang, Yan</creatorcontrib><creatorcontrib>Chen, Yuan</creatorcontrib><creatorcontrib>Qin, Qi-Pin</creatorcontrib><title>Synthesis and anticancer mechanisms of zinc()-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands</title><title>Dalton transactions : an international journal of inorganic chemistry</title><addtitle>Dalton Trans</addtitle><description>Twenty new zinc(
ii
) complexes with 8-hydroxyquinoline (H-Q1-H-Q6) in the presence of 1,10-phenanthroline derivatives (D1-D10) were synthesized and formulated as [Zn(Q1)
2
(D1)] (
DQ1
), [Zn(Q2)
2
(D2)]·CH
3
OH (
DQ2
), [Zn(Q1)
2
(D3)] (
DQ3
), [Zn(Q1)
2
(D4)] (
DQ4
), [Zn(Q3)
2
(D5)] (
DQ5
), [Zn(Q3)
2
(D4)] (
DQ6
), [Zn(Q4)
2
(D5)]·CH
3
OH (
DQ7
), [Zn(Q4)
2
(D6)] (
DQ8
), [Zn(Q4)
2
(D3)]·CH
3
OH (
DQ9
), [Zn(Q4)
2
(D1)]·H
2
O (
DQ10
), [Zn(Q5)
2
(D4)] (
DQ11
), [Zn(Q6)
2
(D6)]·CH
3
OH (
DQ12
), [Zn(Q5)
2
(D2)]·5CH
3
OH·H
2
O (
DQ13
), [Zn(Q5)
2
(D7)]·CH
3
OH (
DQ14
), [Zn(Q5)
2
(D8)]·CH
2
Cl
2
(
DQ15
), [Zn(Q5)
2
(D9)] (
DQ16
), [Zn(Q5)
2
(D1)] (
DQ17
), [Zn(Q5)
2
(D5)] (
DQ18
), [Zn(Q5)
2
(D10)]·CH
2
Cl
2
(
DQ19
) and [Zn(Q5)
2
(D3)] (
DQ20
). They were characterized using multiple techniques. The cytotoxicity of
DQ1-DQ20
was screened using human cisplatin-resistant SK-OV-3/DDP ovarian cancer (SK-OV-3CR) cells and normal hepatocyte (HL-7702) cells. Complex
DQ6
showed low IC
50
values (2.25 ± 0.13 μM) on SK-OV-3CR cells, more than 3.0-8.0 times more cytotoxic than
DQ1-DQ5
and
DQ7-DQ20
(≥6.78 μM), and even 22.2 times more cytotoxic than the standard cisplatin, the corresponding free H-Q1-H-Q6 and D1-D10 alone (>50 μM). As a comparison,
DQ1-DQ20
displayed nontoxic rates against healthy HL-7702 cells. Furthermore,
DQ6
and
DQ11
induced significant apoptosis
via
mitophagy pathways.
DQ6
also significantly inhibited tumor growth in an
in vivo
SK-OV-3-xenograft model (
ca.
49.7%). Thus,
DQ6
may serve as a lead complex for the discovery of new antitumor agents.
DQ1-DQ20
exhibit selective cytotoxicity to SK-OV-3/DDP. They inhibit cell growth
via
mitophagy pathways. Importantly,
DQ6
displays high
in vivo
antitumor activity.</description><subject>Anticancer properties</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Apoptosis</subject><subject>Biocompatibility</subject><subject>Cisplatin</subject><subject>Cytotoxicity</subject><subject>Dichloromethane</subject><subject>Humans</subject><subject>Hydroxyquinoline</subject><subject>Oxyquinoline - pharmacology</subject><subject>Toxicity</subject><subject>Xenotransplantation</subject><subject>Zinc - pharmacology</subject><subject>Zinc compounds</subject><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkc1LwzAchoMobk4v3pWClylW89k2R9n8goEH57mkaWoz2nRLWlz9641uTvAQEsjDk1_eF4BTBG8QJPw2J3kLIWIw3wNDROM45JjQ_d0ZRwNw5NwCQowhw4dgQCJOMcd8CLrX3rSlctoFwuR-tVoKI5UNaiVLYbSrXdAUwac2cnwZJmHZ57ZZ96tOm6bSRgWyqZeVWisXfOi2DNA1guGyVMarSrtBvFBXlbB9UOl3_4w7BgeFqJw62e4j8PZwP588hbOXx-fJ3SyUhMRtKKIkl4pEGUYkYUnGGcuoIApGhAqBEI8QI4ISzBKmMEVxHFNEecKzQhSUZ2QExhvv0jarTrk2rbWTys9iVNO5FMeJjyqKYOLRi3_ooums8dN5yisZ5j7sEbjaUNI2zllVpEura_-zFMH0u4x0SqbznzKmHj7fKrusVvkO_U3fA2cbwDq5u_1rk3wBCJyN_Q</recordid><startdate>20230411</startdate><enddate>20230411</enddate><creator>Du, Ling-Qi</creator><creator>Zhang, Tian-Yu</creator><creator>Huang, Xiao-Mei</creator><creator>Xu, Yue</creator><creator>Tan, Ming-Xiong</creator><creator>Huang, Yan</creator><creator>Chen, Yuan</creator><creator>Qin, Qi-Pin</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>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-5352-4030</orcidid><orcidid>https://orcid.org/0000-0001-9596-4512</orcidid></search><sort><creationdate>20230411</creationdate><title>Synthesis and anticancer mechanisms of zinc()-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands</title><author>Du, Ling-Qi ; Zhang, Tian-Yu ; Huang, Xiao-Mei ; Xu, Yue ; Tan, Ming-Xiong ; Huang, Yan ; Chen, Yuan ; Qin, Qi-Pin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-a68dce36b213858b955b4a3e0634aa1196153a432585e241777414989bfaf49b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Anticancer properties</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Apoptosis</topic><topic>Biocompatibility</topic><topic>Cisplatin</topic><topic>Cytotoxicity</topic><topic>Dichloromethane</topic><topic>Humans</topic><topic>Hydroxyquinoline</topic><topic>Oxyquinoline - pharmacology</topic><topic>Toxicity</topic><topic>Xenotransplantation</topic><topic>Zinc - pharmacology</topic><topic>Zinc compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Du, Ling-Qi</creatorcontrib><creatorcontrib>Zhang, Tian-Yu</creatorcontrib><creatorcontrib>Huang, Xiao-Mei</creatorcontrib><creatorcontrib>Xu, Yue</creatorcontrib><creatorcontrib>Tan, Ming-Xiong</creatorcontrib><creatorcontrib>Huang, Yan</creatorcontrib><creatorcontrib>Chen, Yuan</creatorcontrib><creatorcontrib>Qin, Qi-Pin</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Du, Ling-Qi</au><au>Zhang, Tian-Yu</au><au>Huang, Xiao-Mei</au><au>Xu, Yue</au><au>Tan, Ming-Xiong</au><au>Huang, Yan</au><au>Chen, Yuan</au><au>Qin, Qi-Pin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and anticancer mechanisms of zinc()-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><addtitle>Dalton Trans</addtitle><date>2023-04-11</date><risdate>2023</risdate><volume>52</volume><issue>15</issue><spage>4737</spage><epage>4751</epage><pages>4737-4751</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>Twenty new zinc(
ii
) complexes with 8-hydroxyquinoline (H-Q1-H-Q6) in the presence of 1,10-phenanthroline derivatives (D1-D10) were synthesized and formulated as [Zn(Q1)
2
(D1)] (
DQ1
), [Zn(Q2)
2
(D2)]·CH
3
OH (
DQ2
), [Zn(Q1)
2
(D3)] (
DQ3
), [Zn(Q1)
2
(D4)] (
DQ4
), [Zn(Q3)
2
(D5)] (
DQ5
), [Zn(Q3)
2
(D4)] (
DQ6
), [Zn(Q4)
2
(D5)]·CH
3
OH (
DQ7
), [Zn(Q4)
2
(D6)] (
DQ8
), [Zn(Q4)
2
(D3)]·CH
3
OH (
DQ9
), [Zn(Q4)
2
(D1)]·H
2
O (
DQ10
), [Zn(Q5)
2
(D4)] (
DQ11
), [Zn(Q6)
2
(D6)]·CH
3
OH (
DQ12
), [Zn(Q5)
2
(D2)]·5CH
3
OH·H
2
O (
DQ13
), [Zn(Q5)
2
(D7)]·CH
3
OH (
DQ14
), [Zn(Q5)
2
(D8)]·CH
2
Cl
2
(
DQ15
), [Zn(Q5)
2
(D9)] (
DQ16
), [Zn(Q5)
2
(D1)] (
DQ17
), [Zn(Q5)
2
(D5)] (
DQ18
), [Zn(Q5)
2
(D10)]·CH
2
Cl
2
(
DQ19
) and [Zn(Q5)
2
(D3)] (
DQ20
). They were characterized using multiple techniques. The cytotoxicity of
DQ1-DQ20
was screened using human cisplatin-resistant SK-OV-3/DDP ovarian cancer (SK-OV-3CR) cells and normal hepatocyte (HL-7702) cells. Complex
DQ6
showed low IC
50
values (2.25 ± 0.13 μM) on SK-OV-3CR cells, more than 3.0-8.0 times more cytotoxic than
DQ1-DQ5
and
DQ7-DQ20
(≥6.78 μM), and even 22.2 times more cytotoxic than the standard cisplatin, the corresponding free H-Q1-H-Q6 and D1-D10 alone (>50 μM). As a comparison,
DQ1-DQ20
displayed nontoxic rates against healthy HL-7702 cells. Furthermore,
DQ6
and
DQ11
induced significant apoptosis
via
mitophagy pathways.
DQ6
also significantly inhibited tumor growth in an
in vivo
SK-OV-3-xenograft model (
ca.
49.7%). Thus,
DQ6
may serve as a lead complex for the discovery of new antitumor agents.
DQ1-DQ20
exhibit selective cytotoxicity to SK-OV-3/DDP. They inhibit cell growth
via
mitophagy pathways. Importantly,
DQ6
displays high
in vivo
antitumor activity.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>36942929</pmid><doi>10.1039/d3dt00150d</doi><tpages>15</tpages><orcidid>https://orcid.org/0000-0002-5352-4030</orcidid><orcidid>https://orcid.org/0000-0001-9596-4512</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1477-9226 |
ispartof | Dalton transactions : an international journal of inorganic chemistry, 2023-04, Vol.52 (15), p.4737-4751 |
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language | eng |
recordid | cdi_crossref_primary_10_1039_D3DT00150D |
source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Anticancer properties Antineoplastic Agents - pharmacology Apoptosis Biocompatibility Cisplatin Cytotoxicity Dichloromethane Humans Hydroxyquinoline Oxyquinoline - pharmacology Toxicity Xenotransplantation Zinc - pharmacology Zinc compounds |
title | Synthesis and anticancer mechanisms of zinc()-8-hydroxyquinoline complexes with 1,10-phenanthroline ancillary ligands |
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