- Chemical synthesis and alkaloids
- Bioactive Compounds and Antitumor Agents
- Alkaloids: synthesis and pharmacology
- Marine Sponges and Natural Products
- Synthesis and Biological Evaluation
- Synthesis and Biological Activity
- Synthesis and bioactivity of alkaloids
- Synthesis and biological activity
- Cancer therapeutics and mechanisms
- Traditional and Medicinal Uses of Annonaceae
- Catalytic C–H Functionalization Methods
- Synthetic Organic Chemistry Methods
- Oxidative Organic Chemistry Reactions
- Chemical Synthesis and Analysis
- Synthesis of heterocyclic compounds
- Synthesis and Reactivity of Heterocycles
- Quinazolinone synthesis and applications
- Asymmetric Synthesis and Catalysis
- Multicomponent Synthesis of Heterocycles
- Chemical Reaction Mechanisms
- Berberine and alkaloids research
- Synthesis of Indole Derivatives
- Natural product bioactivities and synthesis
- Nicotinic Acetylcholine Receptors Study
- Microbial Natural Products and Biosynthesis
Fukuyama University
2014-2023
Health Sciences University of Hokkaido
2013-2016
Hiroshima International University
2013
Ehime University
2009
Oita University
2003
Taisho Pharmaceutical (Japan)
2001-2002
Hiroshima General Hospital
1992
Okayama University
1990
A one-pot approach to 3,3′-bisindolylmethane derivatives from nitrobenzene through the Bartoli indole synthesis was developed, in which acid used quench reaction markedly affected its outcome. Quenching with concd HCl produced contrast formation of 7-substituted by quenching NH4Cl.
Total syntheses of carazostatin (1), hyellazole (2a), and carbazoquinocins B-F (3b-f) have been completed. The cross-coupling reaction between 3-iodoindole 8 vinylstannane 11b gave the 3-alkenylindole 7. Treatment 7 with ethynylmagnesium bromide, followed by etherification resulting alcohol 12 MOMCl, yielded 3-alkenyl-2-propargylindole 6. compound 6 was treated t-BuOK in t-BuOH at 90 degrees C to obtain desired carbazoles 4 together N-deprotected carbazole 13 through an allene-mediated...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTTotal synthesis of grossularines-1 and -2Tominari Choshi, Shiho Yamada, Eiichi Sugino, Takeshi Kuwada, Satoshi HibinoCite this: J. Org. Chem. 1995, 60, 18, 5899–5904Publication Date (Print):September 1, 1995Publication History Published online1 May 2002Published inissue 1 September 1995https://pubs.acs.org/doi/10.1021/jo00123a028https://doi.org/10.1021/jo00123a028research-articleACS PublicationsRequest reuse permissionsArticle...
Abstract The palladium‐catalyzed tandem cyclization/cross‐coupling reaction of triethyl(indol‐2‐yl)borate with vinyl bromide was successfully used in the concise total synthesis indolophenanthridine alkaloids, calothrixins A and B.
The formal total synthesis of murrayaquinone A (1) and the furostifoline (5) were completed by construction 4-oxygenated 3-methylcarbazoles 7 based on a new type electrocyclic reaction through 2-alkenyl-3-allenylindole intermediates 8 derived from 2-alkenyl-3-propargylindoles 9, starting 2-chloroindole-3-carbaldehyde (11). N, O-bisbenzyloxymethyl group 16c 22 underwent Birch reduction followed treatment with Triton B to produce known 4-hydroxy-3-methylcarbazole (7a) 4-hydroxy-3-methylfuro[3,...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSynthesis of genotoxic heterocyclic amines Trp-P-1 and Trp-P-2Satoshi Hibino, Eiichi Sugino, Takeshi Kuwada, Naoki Ogura, Kohichi Sato, Tominari ChoshiCite this: J. Org. Chem. 1992, 57, 22, 5917–5921Publication Date (Print):October 1, 1992Publication History Published online1 May 2002Published inissue 1 October 1992https://pubs.acs.org/doi/10.1021/jo00048a026https://doi.org/10.1021/jo00048a026research-articleACS PublicationsRequest reuse...
Nicotine has been reported to normalize deficits in auditory sensory gating the cases of schizophrenia, suggesting an involvement nicotinic acetylcholine receptors attentional abnormalities. However, mechanism remains unclear. The present study investigated effects nicotine on disruption prepulse inhibition (PPI) acoustic startle response induced by apomorphine or phencyclidine rats. Over dose range tested, (0.05–1 mg kg −1 , s.c.) did not disrupt PPI. Neither methyllycaconitine (0.5–5...
The enhancement of intracellular stresses such as oxidative stress and endoplasmic reticulum (ER) has been implicated in several neurodegenerative disorders including Parkinson's disease (PD). During a search for compounds that regulate ER stress, dibenzoylmethane (DBM) derivative 14-26 (2,2′-dimethoxydibenzoylmethane) was identified novel neuroprotective agent. Analysis SH-SY5Y cells PC12 revealed the regulation by associated with its anti-oxidative property. prevented production reactive...
The total synthesis of bioactive calothrixin B (2) was completed which two kinds carbazoles using three approaches.The common strategy based on an allene-mediated electrocyclic reaction a 6!-electron system involving one or indole [b]-bonds for the construction appropriate 4-oxygenated 2,3,4-trisubstituted carbazole 28 6-oxygenated 5-methylindolo[2,3-a]carbazole 39, respectively.Oxidation methyl group followed by reduction nitro 21 afforded pentacyclic phenol 5, oxidized with CAN to give...