Synthesis and Matrix Metalloproteinase-12 Inhibitory Activity of Ageladine A Analogs
スポンサーリンク
概要
- 論文の詳細を見る
Synthesis of the 37 ageladine A analogs was accomplished by employing the total synthetic route of natural ageladine A previously explored by us. From the matrix metalloproteinase-12 (MMP-12) inhibitory activity assay carried out using the novel analogs, it appeared evident that the halogen atom at the 2-position of pyrrole ring was essential for the inhibitory activity and that the introduction of a bromine atom into the 4-position of pyrrole ring is very effective for producing potent activity. In addition, exchange of the pyrrole ring to an imidazole ring was extremely effective in increasing activity, and the analog 29 thus obtained was found to show approximately 4 times more potent activity than natural ageladine A.
著者
-
Terashima Shiro
Sagami Chemical Res. Inst.
-
Ando Naoki
Discovery Research Laboratories, Kyorin Pharmaceutical Co., Ltd.
関連論文
- Synthesis and Matrix Metalloproteinase-12 Inhibitory Activity of Ageladine A Analogs
- A Novel Synthetic Approach to 2,2,2-Trifluoroethylidene Derivatives from Ketones
- Total Synthesis of Antitumor Antibiotic FR900482
- SLB2 SYNTHETIC STUDIES ON NOGALAMYCIN CONGENERS. TOTAL SYNTHESES OF (+) -NOGARENE, (+) -7-CON-0-METHYLNOGAROL, AND THEIR RELATED COMPOUNDS
- PRACTICAL SYNTHESIS OF (2S, 3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRIC ACID, A KEY COMPONENT OF HIV PROTEASE INHIBITORS
- Synthesis and Biological Activity of Enantiomeric Pairs of 5-(Alk-2-enyl)thiolactomycin and 5-[(E)-Cycloalk-2-enylidenemethyl]thiolactomycin Congeners
- A Stereoselective Synthesis of a Novel Model Compound of Carzinophilin Carrying the C6-C13 Unit with Correct Stereochemistry
- Synthesis, Chemical Reactivity, and Cytotoxicity of 2-Bis(alkoxycarbonyl) methylidenl-azabicyclo[3.1.0]hexane Systems Related to Antitumor Antibiotic Carzinophilin A
- Syntheses of Optically Active 9-Hydroxymethyl- and 9-Carbamoyloxymethyl-9-deacetyl-4-demethoxydaunomycinone(Organic,Chemical)
- Novel glycosidation of 4-demethoxyanthracyclinones by the use of trimethylsilyl triflate. Syntheses of optically active 4-demethoxydaunorubicin and 4-demethoxyadriamycin.
- Synthesis of 14,14-Difluoro-4-demethoxydaunorubicin.
- A simple and efficient synthesis of optically active (+)-4-demethoxydaunomycinone.
- Nitrone cycloaddition route to the 1.BETA.-methylcarbapenem key intermediate.
- An improved synthesis of N-trifluoroacetyl-L-daunosamine.