Yoshihiro Matsushita

Research Field

Optically Active Antifungal Azoles. II. Synthesis and Antifungal Activity of Polysulfide Derivatives of (2R,3R)-2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol.

Chemical and Pharmaceutical Bulletin (1993)

Akihiro Tasaka Norikazu Tamura Yoshihiro Matsushita Ryogo HAYASHI Kenji Okonogi

In an effort to find potent antifungal agents, optically active sulfur-containing triazole derivatives, sulfides (3) and sulfonamides (4), were prepared and evaluated for antifungal activity against Candida albicans in vitro and in vivo. The sulfides (3) were prepared by the reaction of (2R,3R)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl )-2-butanol (1) with various heteroarylmethyl chlorides in the presence of sodium methoxide. The sulfonamides (4) were synthesized starting from the disulfide (15) in three steps including oxidation of the corresponding sulfenamides (17). Some of the sulfur-containing triazole derivatives (3, 4) showed strong protective effects against candidosis in mice.

1,2,4-Triazole

Triazole

Sodium methoxide

Polysulfide

10.1248/cpb.41.1043

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Citations (25)

Optically Active Antifungal Azoles. III. Synthesis and Antifungal Activity of Sulfide and Sulfonamide Derivatives of (2R,3R)-2-(2,4-Difluorophenyl)-3-mercapto-1- (lH-1,2,4-triazol-1-yl)-2-butanol.

Chemical and Pharmaceutical Bulletin (1994)

Akihiro Tasaka Katsunori Teranishi Yoshihiro Matsushita Norikazu Tamura Ryogo HAYASHI

In an effort to find potent antifungal agents, optically active sulfur-containing triazole derivatives, sulfides (3) and sulfonamides (4), were prepared and evaluated for antifungal activity against Candida albicans in vitro and in vivo. The sulfides (3) were prepared by the reaction of (2R, 3R)-2-(2, 4-difluorophenyl)-3-mercapto-1-(1H, 1, 2, 4-triazol-1-yl)-2-butanol (1) with various heteroarylmethyl chlorides in the presence of sodium methoxide. The sulfonamides (4) were synthesized starting from the disulfide (15) in three steps including oxidation of the corresponding sulfenamides (17). Some of the sulfur-containing triazole derivatives (3, 4) showed strong protective effects against candidosis in mice.

Sulfonamide

1,2,4-Triazole

Triazole

Sodium methoxide

10.1248/cpb.42.85

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Citations (16)

Involvement of the protein kinase Cγ isoform in development of tolerance to nitrous oxide–induced antinociception in mice

Neuroscience (2007)

Yoshihiro Matsushita Masago Ishikawa Kenji Abe Iku Utsunomiya Toshiyuki Chikuma

Chelerythrine

Drug tolerance

10.1016/j.neuroscience.2007.06.019

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Citations (9)

ChemInform Abstract: STUDIES ON PYRIMIDINE DERIVATIVES AND RELATED COMPOUNDS. PART XCIII. ON THE REACTION OF DIALKYL ACYLPHOSPHONATE WITH 2‐METHYL‐1,3,4‐THIADIAZOLIUM SALTS

Chemischer Informationsdienst (1980)

Akira Takamizawa Yoshihiro Matsushita H. HARADA

Abstract Benzoylphosphonsäurediethylester (I) ist ein wirksames Benzoylierungsmittel.

10.1002/chin.198029236

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Citations (0)

ChemInform Abstract: Optically Active Antifungal Azoles. Part 7. Synthesis and Antifungal Activity of Stereoisomers of 2‐((1R,2R)‐2‐(2,4‐Difluorophenyl)‐2‐ hydroxy‐1‐methyl‐3‐(1H‐1,2,4‐triazol‐1‐yl)propyl)‐4‐(4‐(2,2,3,3‐ tetrafluoropropoxy)phenyl)‐3(2H,4H)‐1,2,4‐triazolone (TAK‐187).

ChemInform (1997)

Akihiro Tasaka Tomoyuki Kitazaki Noboru Tsuchimori Yoshihiro Matsushita R Hayashi

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

10.1002/chin.199737151

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Citations (0)

Synthesis and structure-activity relationships of 7.BETA.-[2-(2-aminothiazol-4-yl)acetamido]-cephalosporin derivatives. I. Synthesis and antibacterial activity of 7.BETA.-[2-alkyl-and 2-hydroxy-2-(2-aminothiazol-4-yl)-acetamido]cephalosporins.

The Journal of Antibiotics (1980)

Michihiko Ochiai Akira Morimoto Yoshihiro Matsushita TATSUHIKO KANEKO Makoto Kida

Enterobacter cloacae

Derivative (finance)

10.7164/antibiotics.33.1005

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Citations (3)

CCR5 antagonists as anti-HIV-1 agents. Part 3: Synthesis and biological evaluation of piperidine-4-carboxamide derivatives

Bioorganic & Medicinal Chemistry (2004)

Shinichi Imamura Youichi Nishikawa Takashi Ichikawa Taeko Hattori Yoshihiro Matsushita

CCR5 receptor antagonist

Piperidine

Carboxamide

Lead compound

10.1016/j.bmc.2004.10.013

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Citations (45)

Selection of diverse and clinically relevant integrase inhibitor-resistant human immunodeficiency virus type 1 mutants

Antiviral Research (2008)

Masanori Kobayashi Koichiro Nakahara Takahiro Seki Shigeru Miki Shinobu Kawauchi

Raltegravir

Elvitegravir

Integrase inhibitor

Wild type

10.1016/j.antiviral.2008.06.012

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Citations (105)

Optically Active Antifungal Azoles. VIII. Synthesis and Antifungal Activity of 1-((1R,2R)-2-(2,4-Difluoro- and 2-Fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl)-3-(4-substituted phenyl)-2(1H,3H)-imidazolones and 2-Imidazolidinones.

Chemical and Pharmaceutical Bulletin (1999)

Tomoyuki Kitazaki Akihiro Tasaka Norikazu Tamura Yoshihiro Matsushita Hiroshi Hosono

New optically active antifungal azoles, 1-[(1R,2R)-2-(2,4-difluoro- and 2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl ]-3-(4- substituted phenyl)-2(1H,3H)-imidazolones (1,2) and 2-imidazolidinones (3,4), were prepared in a stereocontrolled manner from (1S)-1-[(2R)-2-(2,4- difluoro- and 2-fluorophenyl)-2-oxiranyl]ethanols (15, 16). Compounds 1-4 showed potent antifungal activity against Candida albicans in vitro and in vivo, as well as a broad antifungal spectrum for various fungi in vitro. Furthermore, the imidazolidinones, 3b--e and 4d, e, were found to exert extremely strong growth-inhibitory activity against Aspergillus fumigatus.

Triazole

10.1248/cpb.47.351

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Citations (4)

Guest-binding behavior of peptide nanocapsules self-assembled from viral peptide fragments

Polymer Journal (2013)

Kazunori Matsuura K. Watanabe Yoshihiro Matsushita Nobuo Kimizuka

Nanocapsules

10.1038/pj.2012.235

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Citations (46)