Synthesis and Optical Properties of 2'-Deoxy-8,2'-methanoguanosine
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概要
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The synthesis of a new carbon-bridged cyclopurine nucleoside, 2'-deoxy-8,2'-methanoguanosine (25), which is fixed in a high-anti torsional angle region, was accomplished. 2-Acetamido-6-ethoxy-8-methanesulfonyl-9-(3,5-di-O-acetyl-2-O-tosyl-1-β-D-ribofuranosyl)purine (18) was cyclized with carbanions of malonic esters, followed by sequential deblocking and decarboxylation to afford 25. The ultraviolet spectra of 25 in neutral solution revealed two separated bands corresponding to their B_<1u> and B_<2u> transitions, which was rather similar to the case of its O^6-ethyl derivative (22), but quite different from the previously reported 8,2'-methanoguanosine (26), a ribosyl counterpart of 25. The circular dichroism spectra of these cyclonucleosides are also discussed.
- 公益社団法人日本薬学会の論文
- 1989-02-25
著者
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宮坂 貞
School of Pharmaceutical Sciences, Showa University
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上田 亨
Faculty of Pharmaceutical Science, Hokkaido University
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松田 彰
Faculty Of Pharmaceutical Sciences Hokkaido University
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上田 亨
Faculty Of Pharmaceutical Sciences Hokkaido University
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宮坂 貞
昭和大学大学院薬学研究科医療薬学専攻
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宮坂 貞
School Of Pharmaceutical Sciences Showa University
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渡辺 一之
School of Phamaceutical Science, Showa University
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上田 亨
北海道大学薬学部
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渡辺 一之
School Of Phamaceutical Science Showa University
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