Synthesis and Nucleic Acid-Binding Properties of Water-Soluble Porphyrins Appending Platinum(II) Complexes.
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- MUNAKATA Hiroki
- Faculty of Pharmaceutical Sciences, Hokuriku University
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- KANZAKI Toshiki
- Faculty of Pharmaceutical Sciences, Hokuriku University
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- NAKAGAWA Shigeo
- Faculty of Pharmaceutical Sciences, Hokuriku University
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- IMAI Hiroyasu
- Faculty of Pharmaceutical Sciences, Hokuriku University
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- UEMORI Yoshio
- Faculty of Pharmaceutical Sciences, Hokuriku University
Bibliographic Information
- Other Title
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- Synthesis and Nucleic Acid Binding Properties of Water Soluble Porphyrins Appending Platinum 2 Complexes
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Abstract
We synthesized two water-soluble porphyrins appending platinum(II) complexes [α,β-(4a) and α,α-(4b) 5,15-bis(2-trans-[PtCl(NH3)2]N-2-aminoethylaminocarbonylphenyl) 2,3,7,8,12,13,17,18-octamethylporphyrin] and studied their reactions with a variety of nucleic acids [disodium adenosine-5'-monophosphate (AMP), disodium guanosine-5'-monophosphate (GMP), disodium thymidine-5'-monophosphate (TMP), disodium cytidine-5'-monophosphate (CMP), synthetic polymer poly(dG)-poly(dC), poly(dA)-poly(dT)] by 1H-NMR, UV-vis and FAB-MS spectroscopies. Based on the denaturation experiments of synthetic nucleic acid polymers, we conclude that the presence of the porphyrins (5.6 μM) does not cause significant changes in the melting temperature of poly(dA)-poly(dT) (28 μM) (ΔT=1 °C) and shows reannealing. On the other hand, gradual melting of poly(dG)-poly(dC) (28 μM) occurs at a low temperature (ΔT=−27 °C) in the presence of the porphyrins (5.6 μM), and the solutions do not show reannealing phenomena. The results of UV-vis and 1H-NMR experiments revealed that the porphyrins bind to guanine bases and that the porphyrins bind to GMP more strongly than to the other nucleotides. The binding modes between the porphyrins and synthetic nucleic acids are affected more by the coordination of the nucleobase [poly(dG)-poly(dC)] to the Pt(II) in the porphyrins than by Coulomb and hydrophobic interactions.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 49 (12), 1573-1580, 2001
The Pharmaceutical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390001204161551104
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- NII Article ID
- 110003615838
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- NII Book ID
- AA00602100
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- COI
- 1:CAS:528:DC%2BD3MXosl2rsb8%3D
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- ISSN
- 13475223
- 00092363
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- NDL BIB ID
- 5995244
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- PubMed
- 11767077
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
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- Abstract License Flag
- Disallowed