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    BSA/DNA binding behavior and the photophysicochemical properties of novel water soluble zinc (II) phthalocyanines directly substituted with piperazine groups
    (2021/6) Khezami, Khaoula; Harmandar, Kevser; Bağda, Esra; Bağda, Efkan; Şahin, Gamze; Karakodak, Nurşen; Durmuş, Mahmut
    In the current research, two novel zinc(II) phthalocyanines (ZnPcs) (1 and 2) directly connecting with 4-(4-methylpiperazin-1-yl)phenyl groups have been synthesized through the Suzuki–Miyaura coupling reaction. These ZnPcs 1 and 2 were converted to their water-soluble derivatives (1Q and 2Q) by quaternization. The photochemical and photophysical properties were determined in DMSO for the non-ionic zinc(II) phthalocyanines (1 and 2) and in both DMSO and aqueous solutions for the quaternized cationic derivatives (1Q and 2Q) to establish their photosensitizer capabilities in photodynamic therapy (PDT). The spectrofluorometric and spectrophotometric techniques were employed for the determination of interaction between water-soluble ZnPcs (1Q and 2Q) and BSA or ct-DNA. The binding constants of these compounds to BSA were found in the order of 108 M−1. The binding constant of the ct-DNA interaction with 2Q (1.09 × 105 M−1) was found higher than 1Q (6.87 × 104 M−1). The thermodynamic constants were determined for both 1Q and 2Q. The endothermic and spontaneous nature of interaction was observed with ct-DNA. Besides, the thermal denaturation and viscosity studies proved the non-intercalative mode of binding for both compounds to ct-DNA.
  • Küçük Resim
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    BSA/DNA binding behavior and the photophysicochemical properties of novel water soluble zinc (II) phthalocyanines directly substituted with piperazine groups
    (Springer, 2021/05/04) Bağda, Efkan; Harmandar, Kevser; Bağda, Esra; Şahin, Gamze; Karakodak, Nurşen; Durmuş, Mahmut; Khezami, Khaoula
    In the current research, two novel zinc(II) phthalocyanines (ZnPcs) (1 and 2) directly connecting with 4-(4-methylpiperazin-1-yl)phenyl groups have been synthesized through the Suzuki–Miyaura coupling reaction. These ZnPcs 1 and 2 were converted to their water-soluble derivatives (1Q and 2Q) by quaternization. The photochemical and photophysical properties were determined in DMSO for the non-ionic zinc(II) phthalocyanines (1 and 2) and in both DMSO and aqueous solutions for the quaternized cationic derivatives (1Q and 2Q) to establish their photosensitizer capabilities in photodynamic therapy (PDT). The spectrofluorometric and spectrophotometric techniques were employed for the determination of interaction between water-soluble ZnPcs (1Q and 2Q) and BSA or ct-DNA. The binding constants of these compounds to BSA were found in the order of 108 M−1. The binding constant of the ct-DNA interaction with 2Q (1.09 × 105 M−1) was found higher than 1Q (6.87 × 104 M−1). The thermodynamic constants were determined for both 1Q and 2Q. The endothermic and spontaneous nature of interaction was observed with ct-DNA. Besides, the thermal denaturation and viscosity studies proved the non-intercalative mode of binding for both compounds to ct-DNA.
  • Küçük Resim Yok
    Öğe
    BSA/DNA binding behavior and the photophysicochemical properties of novel water soluble zinc(II)phthalocyanines directly substituted with piperazine groups
    (Springer, 2021) Khezami, Khaoula; Harmandar, Kevser; Bagda, Esra; Bagda, Efkan; Sahin, Gamze; Karakodak, Nursen; Durmus, Mahmut
    In the current research, two novel zinc(II) phthalocyanines (ZnPcs) (1 and 2) directly connecting with 4-(4-methylpiperazin-1-yl)phenyl groups have been synthesized through the Suzuki-Miyaura coupling reaction. These ZnPcs 1 and 2 were converted to their water-soluble derivatives (1Q and 2Q) by quaternization. The photochemical and photophysical properties were determined in DMSO for the non-ionic zinc(II) phthalocyanines (1 and 2) and in both DMSO and aqueous solutions for the quaternized cationic derivatives (1Q and 2Q) to establish their photosensitizer capabilities in photodynamic therapy (PDT). The spectrofluorometric and spectrophotometric techniques were employed for the determination of interaction between water-soluble ZnPcs (1Q and 2Q) and BSA or ct-DNA. The binding constants of these compounds to BSA were found in the order of 10(8) M-1. The binding constant of the ct-DNA interaction with 2Q (1.09 x 10(5) M-1) was found higher than 1Q (6.87 x 10(4) M-1). The thermodynamic constants were determined for both 1Q and 2Q. The endothermic and spontaneous nature of interaction was observed with ct-DNA. Besides, the thermal denaturation and viscosity studies proved the non-intercalative mode of binding for both compounds to ct-DNA. [GRAPHICS] .
  • Küçük Resim Yok
    Öğe
    The new water soluble zinc(II) phthalocyanines substituted with morpholine groups- synthesis and optical properties
    (Elsevier Science Sa, 2020) Khezami, Khaoula; Harmandar, Kevser; Bagda, Esra; Bagda, Efkan; Sahin, Gamze; Karakodak, Nursen; Jamoussi, Bassem
    Two new tetra- or octa-substituted zinc(II) phthalocyanines (1 and 2) bearing 3-(morpholinomethyl)phenyl groups were synthesized via Suzuki-Miyaura coupling method. These phthalocyanines (1 and 2) were converted to their water-soluble derivatives (1Q and 2Q) by quaternization of nitrogen atoms on the morpholine groups. The photochemical and photophysical properties of the non-ionic zinc(II) phthalocyanines (1 and 2) were explored in DMSO. On the other hand, these properties of the quaternized cationic derivatives (1Q and 2Q) were studied in both DMSO and aqueous solutions for determination of their photosensitizing capabilities in photodynamic therapy. The ct-DNA interaction of synthesized 1Q and 2Q were investigated and binding constants were found as 6.3 x 10(4) and 1.5 x 10(5) M, respectively. The binding constant values were found at similar levels of ethidium bromide (EB), which is a well-known intercalator. The spontaneous and exothermic nature of binding mechanisms were proved according to the calculated thermodynamic constants. Strong interactions of 1Q and 2Q with ct-DNA were also found with EB displacement assay and gel electrophoresis. Additionally, the bovine serum albumin (BSA) binding behavior of the new compounds (1Q and 2Q) were determined in water solution to verify the transporting capability of these phthalocyanines in the circulatory system and these values were found as 7.0 x 10(5) and 1.6 x 10(7) M-1 for 1Q and 2Q, respectively.