Visible light-induced cytotoxicity studies on Co() complexes having an anthracene-based curcuminoid ligand
Herein, two ternary cobalt( ii ) complexes, namely [Co(9-accm)(phen) 2 ](OAc) ( 1 ) and [Co(9-accm)(dppz) 2 ](OAc) ( 2 ), where 9-accmH is 1,7-(di-9-anthracene-1,6-heptadiene-3,5-dione), phen is 1,10-phenanthroline and dppz is dipyrido[3,2- a :2′,3′- c ]phenazine, having an anthracene-based curcumin...
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| Veröffentlicht in: | Dalton transactions : an international journal of inorganic chemistry 2019-09, Vol.48 (34), p.12933-12942 |
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| creator | Das, Dhananjay Banaspati, Atrayee Das, Namisha Bora, Bidisha Raza, Md Kausar Goswami, Tridib K |
| description | Herein, two ternary cobalt(
ii
) complexes, namely [Co(9-accm)(phen)
2
](OAc) (
1
) and [Co(9-accm)(dppz)
2
](OAc) (
2
), where 9-accmH is 1,7-(di-9-anthracene-1,6-heptadiene-3,5-dione), phen is 1,10-phenanthroline and dppz is dipyrido[3,2-
a
:2′,3′-
c
]phenazine, having an anthracene-based curcuminoid and phenanthroline bases were synthesized and fully characterized, and their
in vitro
photocytotoxicities were studied in cancer cells. To understand the role of the curcuminoid ligand 9-accm in photo-activated cytotoxicity, two control complexes,
viz.
[Co(dbm)(phen)
2
](OAc) (
3
) and [Co(dbm)(dppz)
2
](OAc) (
4
), where dbmH is 1,3-diphenyl-1,3-propanedione (dibenzoylmethane), were prepared and used for the control experiments. Complex
3
was structurally characterized by X-ray crystallography. The complexes displayed a quasi-reversible Co(
i
)/Co(
ii
) redox couple at ∼−1.1 V and an irreversible Co(
ii
)/Co(
iii
) couple at ∼1.3 V
vs.
Ag/AgCl in DMF-0.1 M [Bu
n
4
N](ClO
4
). Highly intense 9-accm ligand-centred bands were observed at ∼250-450 nm, which masked the Co(
ii
)-based weak d-d bands in the DMF-Tris-HCl buffer (1 : 9 v/v). The complexes displayed a significant binding propensity for calf-thymus (ct) DNA with binding constants in the range from (2.42 ± 0.10) × 10
5
to (3.24 ± 0.13) × 10
6
M
−1
. They also showed a moderate binding affinity for human serum albumin (HSA), displaying
K
b
values in the order of ∼10
4
-10
5
M
−1
. The complexes
1
and
2
showed prodigious photoenhanced cytotoxicity in human cervical cancer (HeLa) and breast cancer (MCF-7 and MDA-MB-231) cells with low dark toxicity, whereas they were non-toxic to immortalized lung epithelial normal cells (HPL1D). Flow cytometric studies showed a time-dependent uptake of the complexes
1
and
2
in HeLa cells. The complexes generated reactive oxygen species (ROS) upon excitation with low energy visible light, thereby killing the cancer cells. The results from DAPI staining, AO/EB dual staining and Annexin-V-FITC experiments suggested that the complexes induce cell death primarily
via
an apoptotic mechanism in HeLa cells.
Co(
ii
) complexes having an anthracene-based curcuminoid ligand display moderate binding propensity towards calf thymus DNA and human serum albumin and remarkable photo-cytotoxicity in HeLa, MCF-7 and MDA-MB-231 cells on excitation with visible light. |
| doi_str_mv | 10.1039/c9dt01576k |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmed_primary_31393480</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2280427165</sourcerecordid><originalsourceid>FETCH-LOGICAL-c439t-283ec3e9ce8dee3be8c6e5557cbc3011d2684bc2c0182835d805d1c01121582f3</originalsourceid><addsrcrecordid>eNpFkctLw0AQxhdRbK1evCsBLypE95FNNkepTyx4qV5DMjttt7bZuruR9r83tbXCwLx-fAPfEHLK6A2jIr-FXAfKZJZ-7pEuS7IszrlI9nc1TzvkyPsppZxTyQ9JRzCRi0TRLpl-GG-qGUYzM56E2NS6AdQRrIINdmnAhFXkQ6MN-sjWUd9eXkVg54sZLtvJpPw29Tgq6zbCxJWANcZV6dcKjYNmbmpr9Fq7rPUxORiVM48n29wj748Pw_5zPHh7eunfDWJIRB5irgSCwBxQaURRoYIUpZQZVCAoY5qnKqmAA2WqZaVWVGrWdowzqfhI9MjFRnfh7FeDPhRT27i6PVlwrmjCM5bKlrreUOCs9w5HxcKZeelWBaPF2tain98Pf219beHzrWRTzVHv0D8fW-BsAzgPu-3_X8QPaIF9QA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2280427165</pqid></control><display><type>article</type><title>Visible light-induced cytotoxicity studies on Co() complexes having an anthracene-based curcuminoid ligand</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Das, Dhananjay ; Banaspati, Atrayee ; Das, Namisha ; Bora, Bidisha ; Raza, Md Kausar ; Goswami, Tridib K</creator><creatorcontrib>Das, Dhananjay ; Banaspati, Atrayee ; Das, Namisha ; Bora, Bidisha ; Raza, Md Kausar ; Goswami, Tridib K</creatorcontrib><description>Herein, two ternary cobalt(
ii
) complexes, namely [Co(9-accm)(phen)
2
](OAc) (
1
) and [Co(9-accm)(dppz)
2
](OAc) (
2
), where 9-accmH is 1,7-(di-9-anthracene-1,6-heptadiene-3,5-dione), phen is 1,10-phenanthroline and dppz is dipyrido[3,2-
a
:2′,3′-
c
]phenazine, having an anthracene-based curcuminoid and phenanthroline bases were synthesized and fully characterized, and their
in vitro
photocytotoxicities were studied in cancer cells. To understand the role of the curcuminoid ligand 9-accm in photo-activated cytotoxicity, two control complexes,
viz.
[Co(dbm)(phen)
2
](OAc) (
3
) and [Co(dbm)(dppz)
2
](OAc) (
4
), where dbmH is 1,3-diphenyl-1,3-propanedione (dibenzoylmethane), were prepared and used for the control experiments. Complex
3
was structurally characterized by X-ray crystallography. The complexes displayed a quasi-reversible Co(
i
)/Co(
ii
) redox couple at ∼−1.1 V and an irreversible Co(
ii
)/Co(
iii
) couple at ∼1.3 V
vs.
Ag/AgCl in DMF-0.1 M [Bu
n
4
N](ClO
4
). Highly intense 9-accm ligand-centred bands were observed at ∼250-450 nm, which masked the Co(
ii
)-based weak d-d bands in the DMF-Tris-HCl buffer (1 : 9 v/v). The complexes displayed a significant binding propensity for calf-thymus (ct) DNA with binding constants in the range from (2.42 ± 0.10) × 10
5
to (3.24 ± 0.13) × 10
6
M
−1
. They also showed a moderate binding affinity for human serum albumin (HSA), displaying
K
b
values in the order of ∼10
4
-10
5
M
−1
. The complexes
1
and
2
showed prodigious photoenhanced cytotoxicity in human cervical cancer (HeLa) and breast cancer (MCF-7 and MDA-MB-231) cells with low dark toxicity, whereas they were non-toxic to immortalized lung epithelial normal cells (HPL1D). Flow cytometric studies showed a time-dependent uptake of the complexes
1
and
2
in HeLa cells. The complexes generated reactive oxygen species (ROS) upon excitation with low energy visible light, thereby killing the cancer cells. The results from DAPI staining, AO/EB dual staining and Annexin-V-FITC experiments suggested that the complexes induce cell death primarily
via
an apoptotic mechanism in HeLa cells.
Co(
ii
) complexes having an anthracene-based curcuminoid ligand display moderate binding propensity towards calf thymus DNA and human serum albumin and remarkable photo-cytotoxicity in HeLa, MCF-7 and MDA-MB-231 cells on excitation with visible light.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/c9dt01576k</identifier><identifier>PMID: 31393480</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Albumins ; Anthracene ; Binding ; Cancer ; Cell death ; Cobalt compounds ; Crystallography ; Cytotoxicity ; Heptadiene ; Ligands ; Serum albumin ; Silver chloride ; Staining ; Time dependence ; Toxicity</subject><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2019-09, Vol.48 (34), p.12933-12942</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c439t-283ec3e9ce8dee3be8c6e5557cbc3011d2684bc2c0182835d805d1c01121582f3</citedby><cites>FETCH-LOGICAL-c439t-283ec3e9ce8dee3be8c6e5557cbc3011d2684bc2c0182835d805d1c01121582f3</cites><orcidid>0000-0002-1703-6208 ; 0000-0003-2086-0887</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/31393480$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Das, Dhananjay</creatorcontrib><creatorcontrib>Banaspati, Atrayee</creatorcontrib><creatorcontrib>Das, Namisha</creatorcontrib><creatorcontrib>Bora, Bidisha</creatorcontrib><creatorcontrib>Raza, Md Kausar</creatorcontrib><creatorcontrib>Goswami, Tridib K</creatorcontrib><title>Visible light-induced cytotoxicity studies on Co() complexes having an anthracene-based curcuminoid ligand</title><title>Dalton transactions : an international journal of inorganic chemistry</title><addtitle>Dalton Trans</addtitle><description>Herein, two ternary cobalt(
ii
) complexes, namely [Co(9-accm)(phen)
2
](OAc) (
1
) and [Co(9-accm)(dppz)
2
](OAc) (
2
), where 9-accmH is 1,7-(di-9-anthracene-1,6-heptadiene-3,5-dione), phen is 1,10-phenanthroline and dppz is dipyrido[3,2-
a
:2′,3′-
c
]phenazine, having an anthracene-based curcuminoid and phenanthroline bases were synthesized and fully characterized, and their
in vitro
photocytotoxicities were studied in cancer cells. To understand the role of the curcuminoid ligand 9-accm in photo-activated cytotoxicity, two control complexes,
viz.
[Co(dbm)(phen)
2
](OAc) (
3
) and [Co(dbm)(dppz)
2
](OAc) (
4
), where dbmH is 1,3-diphenyl-1,3-propanedione (dibenzoylmethane), were prepared and used for the control experiments. Complex
3
was structurally characterized by X-ray crystallography. The complexes displayed a quasi-reversible Co(
i
)/Co(
ii
) redox couple at ∼−1.1 V and an irreversible Co(
ii
)/Co(
iii
) couple at ∼1.3 V
vs.
Ag/AgCl in DMF-0.1 M [Bu
n
4
N](ClO
4
). Highly intense 9-accm ligand-centred bands were observed at ∼250-450 nm, which masked the Co(
ii
)-based weak d-d bands in the DMF-Tris-HCl buffer (1 : 9 v/v). The complexes displayed a significant binding propensity for calf-thymus (ct) DNA with binding constants in the range from (2.42 ± 0.10) × 10
5
to (3.24 ± 0.13) × 10
6
M
−1
. They also showed a moderate binding affinity for human serum albumin (HSA), displaying
K
b
values in the order of ∼10
4
-10
5
M
−1
. The complexes
1
and
2
showed prodigious photoenhanced cytotoxicity in human cervical cancer (HeLa) and breast cancer (MCF-7 and MDA-MB-231) cells with low dark toxicity, whereas they were non-toxic to immortalized lung epithelial normal cells (HPL1D). Flow cytometric studies showed a time-dependent uptake of the complexes
1
and
2
in HeLa cells. The complexes generated reactive oxygen species (ROS) upon excitation with low energy visible light, thereby killing the cancer cells. The results from DAPI staining, AO/EB dual staining and Annexin-V-FITC experiments suggested that the complexes induce cell death primarily
via
an apoptotic mechanism in HeLa cells.
Co(
ii
) complexes having an anthracene-based curcuminoid ligand display moderate binding propensity towards calf thymus DNA and human serum albumin and remarkable photo-cytotoxicity in HeLa, MCF-7 and MDA-MB-231 cells on excitation with visible light.</description><subject>Albumins</subject><subject>Anthracene</subject><subject>Binding</subject><subject>Cancer</subject><subject>Cell death</subject><subject>Cobalt compounds</subject><subject>Crystallography</subject><subject>Cytotoxicity</subject><subject>Heptadiene</subject><subject>Ligands</subject><subject>Serum albumin</subject><subject>Silver chloride</subject><subject>Staining</subject><subject>Time dependence</subject><subject>Toxicity</subject><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpFkctLw0AQxhdRbK1evCsBLypE95FNNkepTyx4qV5DMjttt7bZuruR9r83tbXCwLx-fAPfEHLK6A2jIr-FXAfKZJZ-7pEuS7IszrlI9nc1TzvkyPsppZxTyQ9JRzCRi0TRLpl-GG-qGUYzM56E2NS6AdQRrIINdmnAhFXkQ6MN-sjWUd9eXkVg54sZLtvJpPw29Tgq6zbCxJWANcZV6dcKjYNmbmpr9Fq7rPUxORiVM48n29wj748Pw_5zPHh7eunfDWJIRB5irgSCwBxQaURRoYIUpZQZVCAoY5qnKqmAA2WqZaVWVGrWdowzqfhI9MjFRnfh7FeDPhRT27i6PVlwrmjCM5bKlrreUOCs9w5HxcKZeelWBaPF2tain98Pf219beHzrWRTzVHv0D8fW-BsAzgPu-3_X8QPaIF9QA</recordid><startdate>20190914</startdate><enddate>20190914</enddate><creator>Das, Dhananjay</creator><creator>Banaspati, Atrayee</creator><creator>Das, Namisha</creator><creator>Bora, Bidisha</creator><creator>Raza, Md Kausar</creator><creator>Goswami, Tridib K</creator><general>Royal Society of Chemistry</general><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><orcidid>https://orcid.org/0000-0002-1703-6208</orcidid><orcidid>https://orcid.org/0000-0003-2086-0887</orcidid></search><sort><creationdate>20190914</creationdate><title>Visible light-induced cytotoxicity studies on Co() complexes having an anthracene-based curcuminoid ligand</title><author>Das, Dhananjay ; Banaspati, Atrayee ; Das, Namisha ; Bora, Bidisha ; Raza, Md Kausar ; Goswami, Tridib K</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c439t-283ec3e9ce8dee3be8c6e5557cbc3011d2684bc2c0182835d805d1c01121582f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Albumins</topic><topic>Anthracene</topic><topic>Binding</topic><topic>Cancer</topic><topic>Cell death</topic><topic>Cobalt compounds</topic><topic>Crystallography</topic><topic>Cytotoxicity</topic><topic>Heptadiene</topic><topic>Ligands</topic><topic>Serum albumin</topic><topic>Silver chloride</topic><topic>Staining</topic><topic>Time dependence</topic><topic>Toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Das, Dhananjay</creatorcontrib><creatorcontrib>Banaspati, Atrayee</creatorcontrib><creatorcontrib>Das, Namisha</creatorcontrib><creatorcontrib>Bora, Bidisha</creatorcontrib><creatorcontrib>Raza, Md Kausar</creatorcontrib><creatorcontrib>Goswami, Tridib K</creatorcontrib><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><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Das, Dhananjay</au><au>Banaspati, Atrayee</au><au>Das, Namisha</au><au>Bora, Bidisha</au><au>Raza, Md Kausar</au><au>Goswami, Tridib K</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Visible light-induced cytotoxicity studies on Co() complexes having an anthracene-based curcuminoid ligand</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><addtitle>Dalton Trans</addtitle><date>2019-09-14</date><risdate>2019</risdate><volume>48</volume><issue>34</issue><spage>12933</spage><epage>12942</epage><pages>12933-12942</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>Herein, two ternary cobalt(
ii
) complexes, namely [Co(9-accm)(phen)
2
](OAc) (
1
) and [Co(9-accm)(dppz)
2
](OAc) (
2
), where 9-accmH is 1,7-(di-9-anthracene-1,6-heptadiene-3,5-dione), phen is 1,10-phenanthroline and dppz is dipyrido[3,2-
a
:2′,3′-
c
]phenazine, having an anthracene-based curcuminoid and phenanthroline bases were synthesized and fully characterized, and their
in vitro
photocytotoxicities were studied in cancer cells. To understand the role of the curcuminoid ligand 9-accm in photo-activated cytotoxicity, two control complexes,
viz.
[Co(dbm)(phen)
2
](OAc) (
3
) and [Co(dbm)(dppz)
2
](OAc) (
4
), where dbmH is 1,3-diphenyl-1,3-propanedione (dibenzoylmethane), were prepared and used for the control experiments. Complex
3
was structurally characterized by X-ray crystallography. The complexes displayed a quasi-reversible Co(
i
)/Co(
ii
) redox couple at ∼−1.1 V and an irreversible Co(
ii
)/Co(
iii
) couple at ∼1.3 V
vs.
Ag/AgCl in DMF-0.1 M [Bu
n
4
N](ClO
4
). Highly intense 9-accm ligand-centred bands were observed at ∼250-450 nm, which masked the Co(
ii
)-based weak d-d bands in the DMF-Tris-HCl buffer (1 : 9 v/v). The complexes displayed a significant binding propensity for calf-thymus (ct) DNA with binding constants in the range from (2.42 ± 0.10) × 10
5
to (3.24 ± 0.13) × 10
6
M
−1
. They also showed a moderate binding affinity for human serum albumin (HSA), displaying
K
b
values in the order of ∼10
4
-10
5
M
−1
. The complexes
1
and
2
showed prodigious photoenhanced cytotoxicity in human cervical cancer (HeLa) and breast cancer (MCF-7 and MDA-MB-231) cells with low dark toxicity, whereas they were non-toxic to immortalized lung epithelial normal cells (HPL1D). Flow cytometric studies showed a time-dependent uptake of the complexes
1
and
2
in HeLa cells. The complexes generated reactive oxygen species (ROS) upon excitation with low energy visible light, thereby killing the cancer cells. The results from DAPI staining, AO/EB dual staining and Annexin-V-FITC experiments suggested that the complexes induce cell death primarily
via
an apoptotic mechanism in HeLa cells.
Co(
ii
) complexes having an anthracene-based curcuminoid ligand display moderate binding propensity towards calf thymus DNA and human serum albumin and remarkable photo-cytotoxicity in HeLa, MCF-7 and MDA-MB-231 cells on excitation with visible light.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>31393480</pmid><doi>10.1039/c9dt01576k</doi><tpages>1</tpages><orcidid>https://orcid.org/0000-0002-1703-6208</orcidid><orcidid>https://orcid.org/0000-0003-2086-0887</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-9226 |
| ispartof | Dalton transactions : an international journal of inorganic chemistry, 2019-09, Vol.48 (34), p.12933-12942 |
| issn | 1477-9226 1477-9234 |
| language | eng |
| recordid | cdi_pubmed_primary_31393480 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Albumins Anthracene Binding Cancer Cell death Cobalt compounds Crystallography Cytotoxicity Heptadiene Ligands Serum albumin Silver chloride Staining Time dependence Toxicity |
| title | Visible light-induced cytotoxicity studies on Co() complexes having an anthracene-based curcuminoid ligand |
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