Synthesis and Antitumor Activity of 20(S)-Camptothecin Derivatives. A-Ring-Substituted 7-Ethylcamptothecins and Their E-Ring-Modified Water-Soluble Derivatives
スポンサーリンク
概要
- 論文の詳細を見る
Twenty-six novel A-ring-modified 7-ethylcamptothecins (6) were synthesized by Friedlander's condensation of the chiral tricyclic ketone (5) with aminopropiophenones (4). The compounds substituted with fluorine at the 11 position showed strong cytotoxicity to KB and L1210 cells. The 11-fluoro derivatives also exhibited strong inhibitory activity on DNA topoisomerase I. Nine compounds 6 with four to ten times stronger cytotoxicity than that of camptothecin were selected and converted into water-soluble 17-O-acyl amide derivatives (8). Compounds 8e (10-Me, O-COCH_2CH_2SCH_3) and 8f (11-F, O-COC_2H_5) showed activity towards Meth A in mice that was comparable to that of CPT-11,at lower doses than CPT-11.
- 社団法人日本薬学会の論文
- 1994-12-15
著者
-
宮坂 貞
School of Pharmaceutical Sciences, Showa University
-
八重樫 隆
Yakult Central Institute of Microbiological Research
-
澤田 誠吾
Yakult Central Institute of Microbiological Research
-
澤田 誠吾
ヤクルト本社中央研究所
-
横倉 輝男
ヤクルト中央研究所
-
横倉 輝男
Yakult Central Institute for Microbiological Research
-
永田 洋
ヤクルト中央研究所
-
沢田 誠吾
Yakult Central Institute for Microbiological Research
-
古田 富雄
Yakult Central Institute for Microbiological Research
-
横倉 輝雄
Yakult Institute for Microbiological Research
-
Sawada S
Yakult Central Institute Of Microbiological Research
-
永田 洋
Yakult Central Institute for Microbiological Research
-
宮坂 貞
School Of Pharmaceutical Sciences Showa University
-
横倉 輝男
ヤクルト本社 中研
-
横倉 輝男
Yakult Central Institute
関連論文
- Synthesis of 5-Carbon-Substituted 1-β-D-Ribofuranosylimidazole-4-carboxamides via Lithiation of a Primary Carboxamide(Organic,Chemical)
- Partial Purification and Characterization of an Esterase Acting on the Anticancer Pro-drugs, 7-Ethylcamptothecin Derivatives
- 薬剤排出ポンプBCRP/ABCG2を回避する新規CPT誘導体の開発
- 乳酸桿菌の自然免疫系賦活作用の解析
- LACTOBACILLUS CACEIのラット膀胱発癌に対する影響
- Involvement of Protease Inhibitors in Staphylokinase-Induced Fibrin-Specific Fibrinolysis
- Fibrin-Specific Fibrinolysis Induced by Recombinant Staphylokinase
- Measurement of Staphylokinase by Enzyme-Linked Immunosorbent Assay Using Monoclonal Antibodies
- REACTION OF ORGANOMETALLIC REAGENTS WITH 2'- AND 3'-KETOURIDINE DERIVATIVES : SYNTHESIS OF URACIL NUCLEOSIDES BRANCHED AT THE 2'- AND 3'-POSITIONS(Communications to the Editor)
- 453 Streptomyces sp. C-51株由来のコラゲナーゼの生産条件および性質について
- Chemical Modification of Antitumor Alkaloids, 20(S)-Camptothecin and 7-Ethylcamptothecin : Reaction of the E-Lactone Ring Portion with Hydrazine Hydrate
- カンプトテシン誘導体の合成および抗腫瘍活性 : 7-エチル-10-ヒドロキシカンプトテシンの水溶性カルバメート誘導体(発表論文抄録(1991年))
- Synthesis and Antitumor Activity of 20(S)-Camptothecin Derivatives : Carbamate-Linked, Water-Soluble Derivaties of 7-Ethyl-10-hydroxycamptothecin
- Diethylaminosulfur Trilfluoride (DAST) as a Fluorinating Agent of Pyrimidine Nucleosides Having a 2', 3'-Vicinal Diol System
- Synthesis and Structure-Activity Study of Protease Inhibitors. IV. Amidinonaphthols and Related Acyl Derivatives
- Synthesis and Structure-Activity Study of Protease Inhibitors. III. Amidinophenols and Their Benzoyl Esters
- モズクフコイダンおよびウロン酸含有多糖の蛍光標識法およびHPLC分析法の検討
- モズク由来フコイダンの抗潰瘍効果について : 生体高分子・脂質
- モズク由来フコイダンの構造とHelicobactor pyloriに対する定着阻害作用について : 生体高分子・脂質
- Anti-ulcer Effects of Lactic Acid Bacteria and Their Cell Wall Polysaccharides
- Simple non-ion-paired high-performance liquid chromatographic method for simultaneous quantitation of carboxylate and lactone forms of 14 new camptothecin derivatives
- Synthesis and Antitumor Activity of 20(S)-Camptothecin Derivatives. A-Ring-Substituted 7-Ethylcamptothecins and Their E-Ring-Modified Water-Soluble Derivatives
- Synthesis and Antiumor Activity of 20(S)-Camptothecin Derivatives : A-Ring Modified and 7,10-Disubstituted Camptothecins
- Synthesis and Optical Properties of 2'-Deoxy-8,2'-methanoguanosine
- REACTION OF URACIL NUCLEOSIDES WITH 1-METHYLIMIDAZOLE IN THE PRESENCE OF PHOSPHORYL CHLORIDE : A CONVENIENT METHOD FOR THE SYNTHESIS OF 4-SUBSTITUTED PYRIMIDIN-2 (1H)-ONE NUCLEOSIDES
- PALLADIUM-CATALYZED CROSS-COUPLING OF 2-IODOADENOSINE WITH TERMINAL ALKYNES : SYNTHESIS AND BIOLOGICAL ACTIVITIES OF 2-ALKYNYLADENOSINES
- CONVERSION OF GUANOSINE INTO 2-AMINOMETHYLINOSINE (2-HOMOGUANOSINE)
- SYNTHESIS AND BIOLOGICAL ACTIVITIES OF 5-SUBSTITUTED 6-PHENYLTHIO AND 6-IODOURIDINES, A NEW CLASS OF ANTILEUKEMIC NUCLEOSIDES
- The Reaction of 6-Phenylthiouridine with Sulfur Nucleophiles : A Simple and Regiospecific Preparation of 6-Alkylthiouridines and 6-Alkylthiouridylic Acids
- A SIMPLIFIED SYNTHESIS OF 8-SUBSTITUTED PURINE NUCLEOSIDES VIA LITHIATION OF 6-CHLORO-9-(2,3-O-ISOPROPYLIDENE-β-D-RIBOFURANOSYL) PURINE
- 医薬品の研究開発(8)抗がん剤イリノテカン
- Chemical Modification of an Antitumor Alkaloid, 20(S)-Camptothecin : E-Lactone Ring-Modified Water-Soluble Derivatives of 7-Ethylcamptothecin
- Determination of Self-Association of Irinotecan Hydrochloride (CPT-11) in Aqueous Solution
- Chemical Modification of an Antitumor Alkaloid, 20(S)-Camptothecin : Glycosides, Phosphates and Sulfates of 7-Ethyl 10-hydroxycamptothecin
- Chemical Modification of an Antitumor Alkaloid Camprothecin : Synthesis and Antitumor Activity of 7-C-Substituted Camptothecins
- Studies of Heterocyclic Compounds. XVIII. Synthesis of 1-(Substitutedphenyl)-2,3-tetramethylenepyrrolo [2,1-b] benzothiazoles
- Studies of Heterocyclic Compounds. XVII. Synthesis of 3-(Substituted-phenyl)-thiazolo [2,3-b] benzothiazolium Perchlorates
- Introduction of an Alkyl Group into the Sugar Portion of Uracilnucleosides by the Use of Gilman Reagents
- Direct C-8 Lithiation of Naturally-Occurring Purine Nucleosides. A Simple Method for the Synthesis of 8-Carbon-Substituted Purine Nucleosides(Organic,Chemical)
- Studies on Heterocyclic Compounds. XXII. The Reaction of Oxazolo [3,2-b] pyridazinium Perchlorates with Hydroxylamines
- 複素環化合物の研究(第21報)Thiazolo[3,2-b]pyridazinium Perchlorateとヒドラジン類との反応
- Synthesis of 2-Substituted 2,6-Dihydro-3-hydroxy-7H-pyrazolo [4,3-d] pyrimidin-7-ones
- A NOVEL AND REGIOSPECIFIC ROUTE TO 5-ACYLURIDINES VIA AN AMIDE α-ANION DERIVED FROM 5,6-DIHYDROURIDINE
- FIRST EXCEPTIONS TO THE"IMBACH RULE"FOR β-D-RIBOFURANOSYL NUCLEOSIDES
- Studies on Heterocyclic Compounds. XX. The Reaction of the Oxazolo [3,2-b] pyridazinium Perchlorates with Hydrazines
- Studies on Heterocyclic Compounds. XIX. The Reaction of the Thiazolo [3,2-b] pyridazinium Perchlorates with Carbanions
- Studies of Heterocyclic Compounds. X. The Reaction of the Thiazolo [3,2-b] pyridazinium Perchlorates with Potassium Cyanide
- Studies of Heterocyclic Compounds. IX. The Synthesis and the Properties of Thiazolo [3,2-b] pyridazin-4-ium Perchlorates
- Studies on Non-sesquiterpenoid Constituents of Gaillardia pulchella. II. Less Lipophilic Substances, Methyl Caffeate as an Antitumor Catecholic
- Tyrosinase Inhibitors from Crude Drugs
- ANTITUMOR ACTIVITY OF A NEW CAMPTOTHECIN DERIVATIVE, SN-22,AGAINST VARIOUS MURINE TUMORS
- 乳酸菌による予防医学をめざして (あゆみ 食から薬へ)
- アセクロフェナクの細胞内ターゲット抗炎症効果
- SYNTHESIS OF NEW FLUORESCENT NUCLEOSIDES, 3-β-D-RIBOFURANOSYLPYRAZOLO [3,2-i__-] PURINE DERIVATIVES AND THEIR CYTOTOXIC ACTIVITIES
- Synthesis of 6-C-Substituted Purine Nucleosides : α-(Aminomethylene)-9-β-D-ribofuranosylpurine-6-acetic Acid Derivatives
- Substituent and Solvent Effects on the Tautomeric Equilibria of N-Substituted α-(Aminomethylene)purine-6-acetonitrile Derivatives
- Synthesis of 6-C-Substituted 9-Tetrahydrofuranylpurine Derivatives
- Interrelation of Methyl Sciadopate with Communic Acid and Daniellic Acid
- Studies of Heterocyclic Compounds. VII. The Reactions of 5,6-Dihydrothiazolo [2,3-b] thiazolium Salts with Carbanions
- Studies of Heterocyclic Compounds. VI. The Reactions of 5,6-Dihydrothiazolo [2,3-b] thiazolium Salts with O-and S-Nucleophiles
- Studies of Heterocyclic Compounds. V. Synthesis of 5,6-Dihydrothiazolo-[2,3-b] thiazolium Salts and Their Reactions with Amines. A New Synthesis of 2-Aminothiazoles
- Synthesis of N-Free 4-Hydroxy-2-thiazoline as an Intermediate in the Hantzsch Thiazole Synthesis
- Mitogenic Effect of lactobacilli on Murine Lymphocytes
- The Synthesis of 3-Phenyl-4-(β-and-α-D-ribofuranosyl) pyrazole and the Configuration of C-Ribosylethynyl Derivatives
- Corynebacterium parvum, BCG, OK-432およびLactobacillus caseiのマウス肝薬物代謝酵素と肝マクロファージの活性酸素生成能におよぼす影響
- Synthesis of 6-Aroyluridine from Uridine via Regiospecific Lithiation
- Studies of Heterocyclic Compounds. II. Acetyl Transfer Reactions of 3-Acetoxy-1-acetyl-5-methylpyrazole and the Related Compounds
- Studies of Heterocyclic Compounds. I. Structures of Acetylated Products of 3-Methylpyrazol-5-one
- 乳酸菌溶解酵素の性質
- Target anti-inflammatory effects in aceclofecna cells.
- Chemotherapy of malignant tumor viewed from pharmacodynamics of antitumor medicines.5.Pharmacokinetics of topoisomerase inhibitor and antitumor effect.