著者
金子 正勝
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.49, no.11, pp.989-1001, 1991-11-01 (Released:2009-11-16)
参考文献数
87
被引用文献数
3 8

Recent development in the synthetic chemistry of the antitumor antimetabolites of nucleic acid related compounds has been reviewed. In addition to the methodology of the synthesis of antimetabolites from the point of synthetic chemistry, the antitumor activities and the mechanisms of them have also been mentioned.
著者
金子 正勝 清水 文治
出版者
The Society of Synthetic Organic Chemistry, Japan
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.37, no.1, pp.40-56, 1979-01-01 (Released:2009-11-13)
参考文献数
120
被引用文献数
1 3

Synthetic procedures of arabinofuranosyl nucleosides, especially, of arabinofuranosyl purine nucleosides are reviewed from the following points of view; i) methods which include nucleoside epoxide as an intermediate ii) direct condensation methods of arabinose derivatives and various purine bases iii) methods which include purine-8-cyclonucleosides as an intermediate and iv) other methods. Biological activities of arabinofuranosyl purine nucleosides are also summarized briefly.
著者
室伏 良信 木村 美佐子 桑野 晴光 飯島 康輝 山崎 光郎 金子 正勝
出版者
公益社団法人日本薬学会
雑誌
Chemical & pharmaceutical bulletin (ISSN:00092363)
巻号頁・発行日
vol.36, no.10, pp.3760-3769, 1988-10-25

Addition reactions of the C^<4′>-C^<5′> double bond of griseolic acid were investigated. C^<4′>-C^<5′>Dihydrogrisiolic acid was obtained by reduction of the adduct having halogen at the 4′-position.The ring juncture of the two five-membered rings of the C^<4′>-C^<5′> dihydro derivaticves was of all-"cis"configuration. Acetolysis of the protected dihydrogriseolic acid gave the corresponding 1′-acetoxy sugar derivative. Reaction of this sugar derivative with silylated bases gave guanine and uracil derivatives of the dihydrogriseolic acid. The cyclic nucleotide phosphodiesterase (PDE)-inhibitory activity of the C^<4′>-C^<5′> cis dihydrogriseolic acid derivative was weaker than that of griseolic acid.The uracil derivative of C^<4′>-C^<5′> cis dihydrogriseolic acid completely lost the inhibitory activity against both adenosine 3′, 5′-cyclic monophosphate (cAMP) and guanosine 3′, 5′-cyclic monophosphate (cGMP) PDE, whereas the guanine derivative showed reduced inhibitory activity against cAMP PDE, but retained its activity against cGMP PDE. It was also apparent that the C^<4′>-C^<5′>trans dihydro derivative which was obtained as a minor product from the same culture broth of griseolic acid had almost the same inhibitory activity as griseolic acid.
著者
金子 正勝
出版者
社団法人 有機合成化学協会
雑誌
有機合成化学協会誌 (ISSN:00379980)
巻号頁・発行日
vol.49, no.11, pp.989-1001, 1991
被引用文献数
8

Recent development in the synthetic chemistry of the antitumor antimetabolites of nucleic acid related compounds has been reviewed. In addition to the methodology of the synthesis of antimetabolites from the point of synthetic chemistry, the antitumor activities and the mechanisms of them have also been mentioned.
著者
金子 正勝 木村 美佐子 清水 文治 矢野 純一 池原 森男
出版者
The Pharmaceutical Society of Japan
雑誌
Chemical and Pharmaceutical Bulletin (ISSN:00092363)
巻号頁・発行日
vol.25, no.8, pp.1892-1898, 1977-08-25 (Released:2008-03-31)
被引用文献数
2 2

9-(β-D-Arabinofuranosyl) adenine 5'-phosphate was obtained from adenosine 5'-phosphate via the novel intermediate 8, 2'-O-cycloadenosine 5'-phosphate. In contrast to the synthesis of 9-(β-D-arabinofuranosyl) adenine, it was difficult to cleave this compound by hydrogen sulfide directly to 8, 2'-O-cycloadenosine 5'-phosphate because of a considerable degree of dephosphorylation. However N-acylated 8, 2'-O-cycloadenosine 5'-phosphate was readily cleaved at the cyclo-bond by hydrogen sulfide. Desulfurization of 8-mercapto-9-(β-D-arabinofuranosyl) adenine 5'-phosphate gave the desired pure crystalline product.'