Studies on Antitumor Agents. V. Syntheses and Antitumor Activities of 5-Fluorouracil Derivatives
スポンサーリンク
概要
- 論文の詳細を見る
Six types of 5-fluorouracil (5-FU) derivatives were synthesized ; namely, 2,4-di-O-substituted, 2-O-substituted, 4-O-substituted, 1,3-disubstituted, 1-substituted and 3-substituted compounds. After oral administration of these compounds to rats, the blood levels of 5-FU were determined. Among O-substituted derivatives, a 4-O-substituted derivative was most easily activated to 5-FU and 2-O-substituted derivatives were next most easily activated. Among N-substituted derivatives, acyl and sulfonyl derivatives showed the highest 5-FU releasing abilities and 1-alkoxymethyl substituted derivatives showed low ability. N-Alkyl substituted derivatives were not activated to 5-FU. Several compounds which gave higher blood levels of 5-FU than that obtained with 1-(tetrahydro-2-furyl)-5-fluorouracil (Thf-FU), as well as same related compounds, were selected and their antitumor activities were examined. The 2-O-substituted derivatives, 2-butoxy-5-fluoro-4 (1H)-pyrimidone (11) and 2-benzyloxy-5-fluoro-4 (1H)-pyrimidone (19), were as effective as Thf-FU. The activities of 2,4-di-O-substituted derivatives, 2,4-dibutoxy-5-fluoropyrimidine (1) and 2,4-dibenzyloxy-5-fluoropyrimidine (6), against Ehrlich carcinoma and against sarcoma 180,respectively, were the same as those of Thf-FU. The 1-substituted derivatives, 1-ethoxymethyl-5-fluorouracil (49) and 1-(1-ethoxy-1-phenylmethyl)-5-fluorouracil (50), were found to be as effective as Thf-FU.
- 社団法人日本薬学会の論文
- 1982-12-25
著者
-
山下 純一
Hanno Research Center, Taiho Pharmaceutical Co., Ltd.,
-
山下 純一
Hanno Research Center Taiho Pharmaceutical Co. Ltd.
-
安本 三治
Kodama Institute, Taiho Pharmaceutical Co., Ltd.,
-
山下 純一
Reaearch Laboratory, Taiho Pharmaceutical Co., Ltd.
-
山脇 一郎
Reaearch Laboratory, Taiho Pharmaceutical Co., Ltd.
-
上田 修一
Reaearch Laboratory, Taiho Pharmaceutical Co., Ltd.
-
安本 三治
Reaearch Laboratory, Taiho Pharmaceutical Co., Ltd.
-
采見 憲男
Reaearch Laboratory, Taiho Pharmaceutical Co., Ltd.
-
橋本 貞夫
Reaearch Laboratory, Taiho Pharmaceutical Co., Ltd.
-
上田 修一
Research Laboratory, Taiho Pharmaceutical Co., Ltd.
-
安本 三治
Kodama Institute Taiho Pharmaceutical Co. Ltd.
-
采見 憲男
Tokushima Institute Taiho Pharmaceutical Co. Ltd.
-
釆見 憲男
Research Laboratory Taiho Pharmaceutical Co. Ltd.
-
上田 修一
Research Laboratory Taiho Pharmaceutical Co. Ltd.
-
橋本 貞夫
Research Institute Taiho Pharmaceutical Co. Ltd.
-
山脇 一郎
Tokushima Research Center Pharmacokinetics Research Lab. Taiho Pharmaceutical Co. Ltd.
関連論文
- Antitumor Agents. II : Regio- and Stereospecific Syntheses of 1-β-Alkyl-1-desoxypodophyllotoxin Derivatives and Biological Activity
- Antitumor Agents. I. DNA Topoisomerase II Inhibitory Activity and the Structural Relationship of Podophyllotoxin Derivatives as Antitumor Agents
- Piperazinealkanol Ester Derivatives of Indomethacin as Dual Inhibitors of 5-Lipoxygenase and Cyclooxygenase
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Studies on Antitumor Agents. VII. Antitumor Activities of O-Alkoxyalkyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Antitumor Agents. VI. Syntheses and Antitumor Activities of Acyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Tetrahydrofuryl-5-fluorouracils. IV. Mode of Reaction of 5-Fluorouracil with 2-Acetoxytetrahydrofuran
- Studies on Antitumor Agents. V. Syntheses and Antitumor Activities of 5-Fluorouracil Derivatives
- Studies on Antitumor Agents. IV. Syntheses and Antitumor Activities of Compounds related to 1-(Tetrahydro-2-furanyl)-5-fluorouracil Metabolites
- 3-(Tetrahydro-2-furanyl)-5-fluorouracilの合成
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Studies on Antitumor Agents. VII. Antitumor Activities of O-Alkoxyalkyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Antitumor Agents. VI. Syntheses and Antitumor Activities of Acyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Studies on Antitumor Agents. VII. Antitumor Activities of O-Alkoxyalkyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Antitumor Agents. VI. Syntheses and Antitumor Activities of Acyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Studies on Antitumor Agents. VII. Antitumor Activities of O-Alkoxyalkyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Antitumor Agents. VI. Syntheses and Antitumor Activities of Acyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Studies on Antitumor Agents. VII. Antitumor Activities of O-Alkoxyalkyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Studies on Antitumor Agents. VI. Syntheses and Antitumor Activities of Acyl Derivatives of 2'-Deoxy-5-trifluoromethyluridine(Medicinal Chemistry,Chemical)
- Synthesis and Antiestrogenic Activity of the Compounds Related to the Metabolites of (Z)-4-[1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-(4-isopropylphenyl)-1-butenyl]phenyl Monophosphate (TAT-59)
- Synthesis and Biological Activity of the Metabolites of [3,4-Bis(4-methoxyphenyl)-5-isoxazolyl]acetic Acid
- Studies on Hypolipidemic Agents. II. : Synthesis of 1-Arenesulfonyloxy-2-alkanone Derivatives as Potent Esterase Inhibitors and Hypolipidemic Agents
- Studies of Hypolipidemic Agents. I. : Syntheses and Hypolipidemic Activities of 1-Substituted 2-Alkanone Derivatives
- Terpenoids. LIII. : Antitumor Activity of Trichorabdals and Related Compounds
- Terpenoids. L. Antitumor Activity of Diterpenoids from Rabdosia shikokiana var. occidentalis
- ANTITUMOR ACTIVITY OF DITERPENOIDS, TRICHORABDALS A, B, AND C, AND THE RELATED COMPOUNDS : SYNERGISM OF TWO ACTIVE SITES
- Synthesis and Biological Activity of the Metabolites of syn-3-Ethyl-7-methyl-3,7-diazabicyclo[3.3.1]non-9-yl 4-Chlorobenzoate Hydrochloride