A5020048777- Chemical synthesis and alkaloids
- Synthetic Organic Chemistry Methods
- Asymmetric Synthesis and Catalysis
- Oxidative Organic Chemistry Reactions
- Marine Sponges and Natural Products
- Infrastructure Maintenance and Monitoring
- Structural Behavior of Reinforced Concrete
- Asphalt Pavement Performance Evaluation
- Catalytic C–H Functionalization Methods
- Synthesis and Catalytic Reactions
- Crystallization and Solubility Studies
- Geotechnical Engineering and Underground Structures
- Advanced Synthetic Organic Chemistry
- Asymmetric Hydrogenation and Catalysis
- Traditional and Medicinal Uses of Annonaceae
- X-ray Diffraction in Crystallography
- Microbial Natural Products and Biosynthesis
- Carbohydrate Chemistry and Synthesis
- Histone Deacetylase Inhibitors Research
- Earthquake and Disaster Impact Studies
- Seismic Performance and Analysis
- Geotechnical Engineering and Soil Stabilization
- Synthesis and Biological Evaluation
- Structural Load-Bearing Analysis
- Synthesis and Biological Activity
IHI Corporation (Czechia)
2017-2024
Tohoku Medical and Pharmaceutical University
2009-2024
Komatsu (Japan)
2007-2024
Showa Pharmaceutical University
1998-2024
Forestry and Forest Products Research Institute
2024
Chiba University
2018-2020
National Institute for Land and Infrastructure Management
2020
Tohoku University
2019
IHI Corporation (Japan)
2016-2018
Hokkaido University of Science
2018
The bicyclic depsipeptide histone deacetylase (HDAC) inhibitors spiruchostatins A and B, 5''-epi-spiruchostatin B FK228 were efficiently synthesized in a convergent unified manner. synthetic method involved the following crucial steps: i) Julia-Kocienski olefination of 1,3-propanediol-derived sulfone L- or D-malic acid-derived aldehyde to access most synthetically challenging unit, (3S 3R,4E)-3-hydroxy-7-mercaptohept-4-enoic acid, present D-alanine- D-valine-containing segment; ii)...
Biologically important and structurally unique marine natural products avarone (1), avarol (2), neoavarone (3), neoavarol (4) aureol (5), were efficiently synthesized in a unified manner starting from (+)-5-methyl-Wieland-Miescher ketone 10. The synthesis involved the following crucial steps: i) Sequential BF(3)Et(2)O-induced rearrangement/cyclization reaction of 2 4 to produce 5 with complete stereoselectivity high yield (2 --> 5); ii) strategic salcomine oxidation phenolic compounds 6 8...
The first enantioselective total synthesis of (+)-stachyflin, a potential anti-influenza A virus agent, was achieved; the method features BF3·Et2O-induced domino epoxide-opening/rearrangement/cyclization reaction to stereoselectively form requisite pentacyclic ring system in one step.
Abstract A novel and potent hemagglutinin inhibitor, (+)‐stachyflin, was efficiently synthesized in an enantioselective manner starting from the (+)‐5‐methyl‐Wieland–Miescher ketone. The synthetic method features a BF 3 · Et 2 O‐induced cascade epoxide‐opening/rearrangement/cyclization reaction tostereoselectively construct requisite pentacyclic ring system one step. In order to rationalize mechanism of reaction, quantum chemical calculations possible intermediary carbocations transition...
The total synthesis of mandelalide A and its ring-expanded macrolide isomer isomandelalide has been achieved. Unexpected high levels cytotoxicity were observed with the a rank order potency: > B. Key aspects include Ag-catalyzed cyclizations (AgCC's) to construct both THF THP rings present in macrocycle, diastereoselective Sharpless dihydroylation cis-enyne, lithium acetylide coupling chiral epoxide.
Tishchenko reaction of aldehydes in the presence an amino alcohol-based Ir bifunctional catalyst was developed. The proceeds with 1 mol% and 20-30 K2CO3 acetonitrile at room temperature to give corresponding dimeric esters good yield.
The first total synthesis of spiruchostatin B, a potent histone deacetylase inhibitor, was achieved in convergent manner; the established stereochemistry at C5″ position.
Abstract Potential immunosuppressive agents : Candelalides A, B and C (see figure), novel blockers of the voltage‐gated potassium channel Kv1.3, have been efficiently synthesized for first time in a convergent unified manner starting from (+)‐5‐methyl‐Wieland–Miescher ketone. The method explored has potential preparing various types candelalide analogues structure–activity relationship studies. magnified image Novel Kv1.3 blocking immunosuppressants, (−)‐candelalides C, were synthetic...
A convergent route to (−)-candelalide involved the union of a trans-decalin portion (AB ring) and γ-pyrone moiety through C16−C3' bond assemble whole carbon framework subsequent formation dihydropyran ring (C as crucial steps. strategic [2,3]-Wittig rearrangement was employed for establishing stereogenic center at C9 an exo-methylene function C8 present in decalin portion.
A facile, one-step reaction using inexpensive reagents has been developed for functionalization of [60]fullerene, where the C(60) with FeCl(3) in chlorobenzene proceeded at 25 °C 100% conversion, yielding a mixture polyarylated products containing pentaaryl(chloro)[60]fullerene, C(60)(C(6)H(4)Cl)(5)Cl (up to 29%) and other fullerenes (number aryl groups is range from 5 10).
From an extract of a Streptomyces culture, we identified and purified novel compound, NP-06, which is active against human immunodeficiency virus (HIV) in vitro. Analyses indicate that NP-06 hydrophobic 21-mer oligopeptide, N terminally cyclized through the side chain Asp-9, containing two intramolecular cystine linkages with molecular weight 2,163.4. The 50% inhibitory concentrations were 2.8 1.3 microM when was tested for vitro anti-HIV-1 activity ATH8 cells phytohemagglutinin-activated...
The slime mould alkaloid of Arcyria obvelata Onsberg, arcyriacyanin A, was synthesized by the palladium catalyzed cross-coupling reaction with indolylborate and 4-iodoindole derivatives, which provides an unsymmetrically substituted indole pigment.
The exploration into the scope of a silver-catalyzed cyclization (AgCC) propargyl benzoates for accessing pyran ring systems has been reported. impact degree substitution, nature substitution on carbon backbone/benzoate moiety, and stereochemistry evaluated. application this methodology to synthesis C1–C12 southern fragment madeirolide A is disclosed.
Upon treatment with a palladium catalyst, (o-iodoanilinoalkyl)allene compounds undergo intramolecular carbopalladation of allenes followed by amination π-allylpalladium complexes to afford indole derivatives in fairly good yields.
Oxidative dimerization of primary alcohols with 2-butanone in the presence an amino alcohol-based Ir bifunctional catalyst was accomplished for first time. The reaction proceeds 1-2 mol% and 0.3 mol equivalents K2CO3 at room temperature to give corresponding dimeric esters 30-93% yield.
An enantioselective synthesis of the fully elaborated tricyclic decahydrofluorene core (ABC-ring system) GKK1032s, novel antimicrobial and antitumor agents, has been accomplished for first time by employing a highly diastereoselective intramolecular Diels−Alder (IMDA) reaction. The key substrate IMDA reaction was efficiently prepared through (i) an intermolecular between siloxydiene optically active enone derived from d-mannitol to construct appropriately functionalized C-ring (ii)...