Investigation of the biological and photophysicochemical properties of new non-peripheral fluorinated phthalocyanines
This study presents the synthesis of a series of new tetra-substituted phthalocyanines bearing 3,5-bis(trifluoromethyl)phenoxy groups at non-peripheral positions. The resulting macromolecules were characterized by performing different spectroscopic methods including 1 H NMR, UV-Vis, FT-IR, and mass...
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| Veröffentlicht in: | Dalton transactions : an international journal of inorganic chemistry 2021-03, Vol.5 (8), p.2736-2745 |
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| container_title | Dalton transactions : an international journal of inorganic chemistry |
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| creator | Çelik, Çetin Farajzadeh, Nazli Ak n, Mustafa Atmaca, Göknur Ya a Sa lam, Özgül aki, Neslihan Erdo mu, Ali Koçak, Makbule Burkut |
| description | This study presents the synthesis of a series of new tetra-substituted phthalocyanines bearing 3,5-bis(trifluoromethyl)phenoxy groups at non-peripheral positions. The resulting macromolecules were characterized by performing different spectroscopic methods including
1
H NMR, UV-Vis, FT-IR, and mass spectroscopy. In this study, the synergistic effect of phthalocyanines used as colorants in ink formulas with other chemicals available was probed for the first time. The synergistic effect of methyl laurate on the biological and antioxidant activities of the compounds (
2-5
) was investigated. Moreover, the therapeutic properties of the complexes (
3
,
6
, and
7
) were investigated using photochemical methods. Upon comparison, complex
7
(
Φ
Δ
= 0.42) was found to be more effective than complex
6
(
Φ
Δ
= 0.40) and complex
3
(
Φ
Δ
= 0.27) in terms of producing singlet oxygen. The results confirmed that the heavy atom effect improves the therapeutic effects.
The photophysicochemical and biological properties of new fluorinated phthalocyanines were examined. The synergistic effect of phthalocyanines used as colorants in ink formulas with other chemicals available was investigated for the first time. |
| doi_str_mv | 10.1039/d0dt04351f |
| format | Article |
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1
H NMR, UV-Vis, FT-IR, and mass spectroscopy. In this study, the synergistic effect of phthalocyanines used as colorants in ink formulas with other chemicals available was probed for the first time. The synergistic effect of methyl laurate on the biological and antioxidant activities of the compounds (
2-5
) was investigated. Moreover, the therapeutic properties of the complexes (
3
,
6
, and
7
) were investigated using photochemical methods. Upon comparison, complex
7
(
Φ
Δ
= 0.42) was found to be more effective than complex
6
(
Φ
Δ
= 0.40) and complex
3
(
Φ
Δ
= 0.27) in terms of producing singlet oxygen. The results confirmed that the heavy atom effect improves the therapeutic effects.
The photophysicochemical and biological properties of new fluorinated phthalocyanines were examined. The synergistic effect of phthalocyanines used as colorants in ink formulas with other chemicals available was investigated for the first time.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/d0dt04351f</identifier><identifier>PMID: 33533372</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Antioxidants ; Biological properties ; Infrared spectroscopy ; Investigations ; Macromolecules ; NMR ; Nuclear magnetic resonance ; Singlet oxygen ; Synergistic effect</subject><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2021-03, Vol.5 (8), p.2736-2745</ispartof><rights>Copyright Royal Society of Chemistry 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-3d5d555effaea016812726daf79f0b7f7317f99a973f4571b6b1925853a77c973</citedby><cites>FETCH-LOGICAL-c337t-3d5d555effaea016812726daf79f0b7f7317f99a973f4571b6b1925853a77c973</cites><orcidid>0000-0003-1454-4108 ; 0000-0001-9282-7651 ; 0000-0001-6132-8710 ; 0000-0002-2215-1622</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/33533372$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Çelik, Çetin</creatorcontrib><creatorcontrib>Farajzadeh, Nazli</creatorcontrib><creatorcontrib>Ak n, Mustafa</creatorcontrib><creatorcontrib>Atmaca, Göknur Ya a</creatorcontrib><creatorcontrib>Sa lam, Özgül</creatorcontrib><creatorcontrib>aki, Neslihan</creatorcontrib><creatorcontrib>Erdo mu, Ali</creatorcontrib><creatorcontrib>Koçak, Makbule Burkut</creatorcontrib><title>Investigation of the biological and photophysicochemical properties of new non-peripheral fluorinated phthalocyanines</title><title>Dalton transactions : an international journal of inorganic chemistry</title><addtitle>Dalton Trans</addtitle><description>This study presents the synthesis of a series of new tetra-substituted phthalocyanines bearing 3,5-bis(trifluoromethyl)phenoxy groups at non-peripheral positions. The resulting macromolecules were characterized by performing different spectroscopic methods including
1
H NMR, UV-Vis, FT-IR, and mass spectroscopy. In this study, the synergistic effect of phthalocyanines used as colorants in ink formulas with other chemicals available was probed for the first time. The synergistic effect of methyl laurate on the biological and antioxidant activities of the compounds (
2-5
) was investigated. Moreover, the therapeutic properties of the complexes (
3
,
6
, and
7
) were investigated using photochemical methods. Upon comparison, complex
7
(
Φ
Δ
= 0.42) was found to be more effective than complex
6
(
Φ
Δ
= 0.40) and complex
3
(
Φ
Δ
= 0.27) in terms of producing singlet oxygen. The results confirmed that the heavy atom effect improves the therapeutic effects.
The photophysicochemical and biological properties of new fluorinated phthalocyanines were examined. The synergistic effect of phthalocyanines used as colorants in ink formulas with other chemicals available was investigated for the first time.</description><subject>Antioxidants</subject><subject>Biological properties</subject><subject>Infrared spectroscopy</subject><subject>Investigations</subject><subject>Macromolecules</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Singlet oxygen</subject><subject>Synergistic effect</subject><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpdkUtLxDAUhYMovjfulYIbEap5NE27lPE1MOBG1yVNExtpk5qkyvx705lxBFe53PvlcO49AJwheIMgKW8b2ASYEYrUDjhEGWNpiUm2u61xfgCOvP-AEGNI8T44IIQSQhg-BOPcfEkf9DsP2prEqiS0Mqm17ey7FrxLuGmSobXBDu3Sa2FFK_vVYHB2kC5o6adfRn4nxpo0tvTQShcB1Y3WacODnBRCyzsrltxoI_0J2FO88_J08x6Dt8eH19lzunh5ms_uFqmI7kJKGtpQSqVSXHKI8gJhhvOGK1YqWDPFCGKqLHnJiMooQ3VeoxLTghLOmIjdY3C11o1mP8e4Z9VrL2TXcSPt6CucFTmiBUMTevkP_bCjM9FdpMqsgAUiKFLXa0o4672Tqhqc7rlbVghWUxjVPbx_XYXxGOGLjeRY97LZor_Xj8D5GnBebKd_aZIf1s6QPg</recordid><startdate>20210302</startdate><enddate>20210302</enddate><creator>Çelik, Çetin</creator><creator>Farajzadeh, Nazli</creator><creator>Ak n, Mustafa</creator><creator>Atmaca, Göknur Ya a</creator><creator>Sa lam, Özgül</creator><creator>aki, Neslihan</creator><creator>Erdo mu, Ali</creator><creator>Koçak, Makbule Burkut</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><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-1454-4108</orcidid><orcidid>https://orcid.org/0000-0001-9282-7651</orcidid><orcidid>https://orcid.org/0000-0001-6132-8710</orcidid><orcidid>https://orcid.org/0000-0002-2215-1622</orcidid></search><sort><creationdate>20210302</creationdate><title>Investigation of the biological and photophysicochemical properties of new non-peripheral fluorinated phthalocyanines</title><author>Çelik, Çetin ; Farajzadeh, Nazli ; Ak n, Mustafa ; Atmaca, Göknur Ya a ; Sa lam, Özgül ; aki, Neslihan ; Erdo mu, Ali ; Koçak, Makbule Burkut</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-3d5d555effaea016812726daf79f0b7f7317f99a973f4571b6b1925853a77c973</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Antioxidants</topic><topic>Biological properties</topic><topic>Infrared spectroscopy</topic><topic>Investigations</topic><topic>Macromolecules</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Singlet oxygen</topic><topic>Synergistic effect</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Çelik, Çetin</creatorcontrib><creatorcontrib>Farajzadeh, Nazli</creatorcontrib><creatorcontrib>Ak n, Mustafa</creatorcontrib><creatorcontrib>Atmaca, Göknur Ya a</creatorcontrib><creatorcontrib>Sa lam, Özgül</creatorcontrib><creatorcontrib>aki, Neslihan</creatorcontrib><creatorcontrib>Erdo mu, Ali</creatorcontrib><creatorcontrib>Koçak, Makbule Burkut</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><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>Çelik, Çetin</au><au>Farajzadeh, Nazli</au><au>Ak n, Mustafa</au><au>Atmaca, Göknur Ya a</au><au>Sa lam, Özgül</au><au>aki, Neslihan</au><au>Erdo mu, Ali</au><au>Koçak, Makbule Burkut</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Investigation of the biological and photophysicochemical properties of new non-peripheral fluorinated phthalocyanines</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><addtitle>Dalton Trans</addtitle><date>2021-03-02</date><risdate>2021</risdate><volume>5</volume><issue>8</issue><spage>2736</spage><epage>2745</epage><pages>2736-2745</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>This study presents the synthesis of a series of new tetra-substituted phthalocyanines bearing 3,5-bis(trifluoromethyl)phenoxy groups at non-peripheral positions. The resulting macromolecules were characterized by performing different spectroscopic methods including
1
H NMR, UV-Vis, FT-IR, and mass spectroscopy. In this study, the synergistic effect of phthalocyanines used as colorants in ink formulas with other chemicals available was probed for the first time. The synergistic effect of methyl laurate on the biological and antioxidant activities of the compounds (
2-5
) was investigated. Moreover, the therapeutic properties of the complexes (
3
,
6
, and
7
) were investigated using photochemical methods. Upon comparison, complex
7
(
Φ
Δ
= 0.42) was found to be more effective than complex
6
(
Φ
Δ
= 0.40) and complex
3
(
Φ
Δ
= 0.27) in terms of producing singlet oxygen. The results confirmed that the heavy atom effect improves the therapeutic effects.
The photophysicochemical and biological properties of new fluorinated phthalocyanines were examined. The synergistic effect of phthalocyanines used as colorants in ink formulas with other chemicals available was investigated for the first time.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>33533372</pmid><doi>10.1039/d0dt04351f</doi><tpages>1</tpages><orcidid>https://orcid.org/0000-0003-1454-4108</orcidid><orcidid>https://orcid.org/0000-0001-9282-7651</orcidid><orcidid>https://orcid.org/0000-0001-6132-8710</orcidid><orcidid>https://orcid.org/0000-0002-2215-1622</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-9226 |
| ispartof | Dalton transactions : an international journal of inorganic chemistry, 2021-03, Vol.5 (8), p.2736-2745 |
| issn | 1477-9226 1477-9234 |
| language | eng |
| recordid | cdi_pubmed_primary_33533372 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Antioxidants Biological properties Infrared spectroscopy Investigations Macromolecules NMR Nuclear magnetic resonance Singlet oxygen Synergistic effect |
| title | Investigation of the biological and photophysicochemical properties of new non-peripheral fluorinated phthalocyanines |
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