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Photophysicochemical, calf thymus DNA binding and in vitro photocytotoxicity properties of tetra-morpholinoethoxy-substituted phthalocyanines and their water-soluble quaternized derivatives

Kocan, Halit; Kaya, Kerem; Ozcesmeci, Ibrahim; Sesalan, B. Sebnem; Goksel, Meltem; Durmus, Mahmut; Burat, Ayfer Kalkan


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/50975</identifier>
  <creators>
    <creator>
      <creatorName>Kocan, Halit</creatorName>
      <givenName>Halit</givenName>
      <familyName>Kocan</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, Fac Sci &amp; Letters, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Kaya, Kerem</creatorName>
      <givenName>Kerem</givenName>
      <familyName>Kaya</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, Fac Sci &amp; Letters, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Ozcesmeci, Ibrahim</creatorName>
      <givenName>Ibrahim</givenName>
      <familyName>Ozcesmeci</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, Fac Sci &amp; Letters, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Sesalan, B. Sebnem</creatorName>
      <givenName>B. Sebnem</givenName>
      <familyName>Sesalan</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, Fac Sci &amp; Letters, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Goksel, Meltem</creatorName>
      <givenName>Meltem</givenName>
      <familyName>Goksel</familyName>
    </creator>
    <creator>
      <creatorName>Durmus, Mahmut</creatorName>
      <givenName>Mahmut</givenName>
      <familyName>Durmus</familyName>
      <affiliation>Gebze Tech Univ, Dept Chem, POB 141, TR-41400 Gebze, Kocaeli, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Burat, Ayfer Kalkan</creatorName>
      <givenName>Ayfer Kalkan</givenName>
      <familyName>Burat</familyName>
      <affiliation>Istanbul Tech Univ, Dept Chem, Fac Sci &amp; Letters, TR-34469 Istanbul, Turkey</affiliation>
    </creator>
  </creators>
  <titles>
    <title>Photophysicochemical, Calf Thymus Dna Binding And In Vitro Photocytotoxicity Properties Of Tetra-Morpholinoethoxy-Substituted Phthalocyanines And Their Water-Soluble Quaternized Derivatives</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2017</publicationYear>
  <dates>
    <date dateType="Issued">2017-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/50975</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1007/s00775-017-1499-3</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">In this study, morpholinoethoxy-substituted metal-free (3), zinc(II) (4) and indium(III) (5) phthalocyanines were synthesized. These phthalocyanines were converted to their water-soluble quaternized derivatives (3Q-5Q) using excess methyl iodide as a quaternization agent. All these phthalocyanines (Pcs) were characterized by elemental analysis and different spectroscopic methods such as FT-IR, H-1 NMR, UV-Vis and mass spectrometry. The photophysical and photochemical properties such as fluorescence and generation of singlet oxygen were investigated for determination of these phthalocyanines as photosensitizers in photodynamic therapy (PDT) applications. The binding properties of quaternized phthalocyanines (3Q-5Q) to calf thymus DNA (CT-DNA) were investigated by UV-Vis and fluorescence spectrophotometric methods. The quenching effect of all quaternized phthalocyanines on the fluorescence intensity of SYBR Green-DNA complex was determined. The mixtures of 3Q, 4Q or 5Q and DNA solutions were used to determine the change in T (m) of double helix DNA with thermal denaturation profile. In addition, thermodynamic parameters considering their aggregation in buffer solution, which shows the spontaneity of the reactions between DNA and quaternized Pcs were investigated. On the other hand, in vitro phototoxicity and cytotoxicity behavior of the quaternized water-soluble phthalocyanine photosensitizers (3Q-5Q) were tested against the cervical cancer cell line named HeLa for evaluation of their suitability for treatment of cancer by PDT method.</description>
  </descriptions>
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