Jun Kawakami

ORCID: 0000-0001-6941-2570
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Research Areas
  • Molecular Sensors and Ion Detection
  • Synthesis and Biological Evaluation
  • Synthesis and Properties of Aromatic Compounds
  • Quinazolinone synthesis and applications
  • X-ray Diffraction in Crystallography
  • Crystallization and Solubility Studies
  • Luminescence and Fluorescent Materials
  • Plant biochemistry and biosynthesis
  • Analytical Chemistry and Sensors
  • Photochemistry and Electron Transfer Studies
  • Phenothiazines and Benzothiazines Synthesis and Activities
  • Photochromic and Fluorescence Chemistry
  • Electrochemical Analysis and Applications
  • Microbial Natural Products and Biosynthesis
  • Conducting polymers and applications
  • Natural product bioactivities and synthesis
  • Crystallography and molecular interactions
  • Fullerene Chemistry and Applications
  • Porphyrin and Phthalocyanine Chemistry
  • Electrochemical sensors and biosensors
  • Dendrimers and Hyperbranched Polymers
  • Cyclization and Aryne Chemistry
  • Molecular spectroscopy and chirality
  • RNA and protein synthesis mechanisms
  • Organic Chemistry Cycloaddition Reactions

Hirosaki University
2015-2024

Tohoku University
2005-2008

Japan Science and Technology Agency
2008

Niigata University
2008

Yamagata University
2008

Niigata University of Pharmacy and Medical and Life Sciences
2006

Shinshu University
2005

Toho University
1992-2001

Hokkaido University
1995

[structure: see text] This paper describes the cyclotrimerization reaction of di(2-azulenyl)acetylenes (2a,b) catalyzed by Co2(CO)8 to produce hexa(2-azulenyl)benzene derivatives (1a,b). The cyclooligomerization 2a and 2b utilizing CpCo(CO)2 as a catalyst produced (eta5-cyclopentadienyl)[tetra(2-azulenyl)cyclobutadiene]cobalt complexes (3a,b). redox behavior hexakis(6-octyl-2-azulenyl)benzene (1b), bis(6-octyl-2-azulenyl)acetylene (2b), cobalt 3a 3b along with 6-octyl-2-phenylazulene (19)...

10.1021/jo0500986 article EN The Journal of Organic Chemistry 2005-04-09

Several azulene-substituted thioketones, 1-thiobenzoylazulene (1a) and di(1-azulenyl) thioketone (2a) their derivatives (1b 2b−d) with alkyl substituents on each azulene ring, were prepared intramolecular pericyclization reaction was examined. The thioketones a 3-alkyl substituent ring exhibited the presumed under thermal acid-catalyzed conditions, although cases of 1-azulenyl without afforded complex mixture similar conditions. following hydrogen transfer products 13b, 14b, 14c. 13b 14b...

10.1021/jo702309b article EN The Journal of Organic Chemistry 2008-02-16

Tryptanthrin (T) and 13 of its derivatives (T2NH 2 , T2Cl, T2Br, T2NO T8OMe, T8Me, T8F, T8Br, T8NO T2NH 8OMe, 8NO T2Br8Br, ) were synthesized, their antimicrobial activities against a gram-positive bacterium (methicillin-resistant Staphylococcus aureus, MRSA) fungus (Malassezia furfur) investigated.The antibacterial antifungal influenced by the substituents on tryptanthrin, with halogen-substituted tryptanthrin (T2Cl, T2Br8Br) showing highest potency MRSA M. furfur.

10.14723/tmrsj.36.603 article EN Transactions of the Materials Research Society of Japan 2011-01-01

Tryptanthrin (T) and eight of its monosubstituted derivatives (T2NH2, T2Cl, T2Br, T2NO2, T8OMe, T8Me, T8F, T8Br) were synthesized, their antimicrobial activities investigated against a fungus (Malassezia furfur) gram-positive bacterium (methicillin-resistant staphylococcus aureus, MRSA). Antimicrobial these influenced by the substituents on tryptanthrin, with halogen-substituted tryptanthrin (T2Cl, showing highest potency M. furfur MRSA. Therefore, semiempirical molecular orbital...

10.2477/jccj.2012-0026 article EN Journal of Computer Chemistry Japan 2013-01-01

N,N-Di(6-azulenyl)-p-toluidine (1a) and N,N,N',N'-tetra(6-azulenyl)-p-phenylenediamine (2a) their derivatives with 1,3-bis(ethoxycarbonyl) substituents on each 6-azulenyl group (1b 2b) were prepared by Pd-catalyzed amine azulenylation characterized as a study into new aromatic amines for multistage amphoteric redox materials. The behavior of compound was cyclic voltammetry. These compounds undergo facile reduction to stable anion radicals dianion diradicals owing the resonance stabilization...

10.1021/jo048489s article EN The Journal of Organic Chemistry 2005-02-16

Abstract Enediyne scaffolds connected by a 9,10‐anthracenediyl spacer as redox‐active substructure with 6‐azulenyl groups π‐electron‐accepting in their periphery ( 3a and 3b ) have been prepared one‐pot reaction involving repeated Pd‐catalyzed alkynylation of 6‐haloazulenes 7b 7c bis(enediyne) derivative 6 . The azulene‐substituted bis(enediyne)s exhibited two reversible one‐step, two‐electron reduction properties upon cyclic voltammetry (CV) attributable to the formation dianionic...

10.1002/ejoc.200900743 article EN European Journal of Organic Chemistry 2009-09-18

Tryptanthrin derivatives, which are known antimicrobial agents, were synthesized, and their absorption fluorescence spectral behaviors investigated. Our results showed that 2-aminotryptanthrin exhibits both a high quantum yield large positive fluorescent solvatochromism.

10.14723/tmrsj.38.123 article EN Transactions of the Materials Research Society of Japan 2013-01-01

This paper describes the preparation of two tetracations 4a(4+) and 4b(4+) composed di(1-azulenyl)methylium units based on a new structural principle cyanine-cyanine hybrid for design electrochromic materials with color changes. Di- monocations 5a(2+), 5b(2+) 6a+, 6b+ were also prepared purpose comparison. The pKR+ values are rather high despite their tetracationic structure, although stability these cations decreases increase number existing cation units. cyclic voltammetry (CV) revealed...

10.1021/jo0618324 article EN The Journal of Organic Chemistry 2006-12-09

We assayed biologically significant isoprenoids for antibacterial and antifungal activities. Isoprenoids varied widely with respect to their growth inhibitory activities towards Gram-positive Gram-negative bacteria fungal species. Of particular interest was the finding that geraniol acted as a broad spectrum of antibiotic, significantly inhibited Staphylococcus aureus 209P methicillin resistant S. 834, Escherichia coli IFO-3806, Shigella sonnei, well fungus Trichopyton sp. Farnesol strains...

10.14723/tmrsj.36.55 article EN Transactions of the Materials Research Society of Japan 2011-01-01

Enhancement of cardiac differentiation is critical to stem cell transplantation therapy for severe ischemic heart disease. The aim this study was investigate whether several derivatives tryptanthrin (1), extracted from the medicinal plant Polygonum tinctorium, induce P19CL6 mouse embryonal carcinoma cells into beating cardiomyocyte-like cells. were cultured in α-MEM supplemented with 10% FBS including a test compound or vehicle. Drug-induced assessed by measuring number and nonbeating...

10.1021/np500108r article EN Journal of Natural Products 2014-06-02

We previously reported that 2-aminotryptanthrin (T2NH2) possesses excellent photophysical properties such as wide-wavelength absorption and emission in the visible region a high fluorescence quantum yield. It also exhibits large positive fluorescent solvatochromism. In this study, we synthesized 2-(N,N-dimethylamino)tryptanthrin (T2NMe2), from which expected substantial bathochromic shift of band to near-infrared (NIR) by acceleration intramolecular charge transfer. As such, maxima (λf, max)...

10.14723/tmrsj.41.143 article EN Transactions of the Materials Research Society of Japan 2016-01-01

2-Hydroxytryptanthrin (T2OH) and its sodium salt (sodium tryptanthrin-2-olate, T2ONa) were synthesized as nearinfrared (NIR) dyes for fluorescent imaging. The absorption maxima (λa,max) of T2OH under a pH range from 1.3 to 7.2 8.5 10.6 ca. 410 nm 495 nm, respectively. Moreover, the fluorescence (λf,max) 660 regardless range. T2ONa was water soluble λf,max in both aprotic protic solvents.

10.2116/analsci.32.251 article EN Analytical Sciences 2016-02-01

1-(2-tryptanthrinylaminoacetoxy)-14-(1-pyrenecarboxy)-3,6,9,12-tetraoxatetradecane (T2NH-P5P) was synthesized as a fluorescent chemosensor for metal ions. We investigated the metal-ion recognition of T2NH-P5P by separately adding Mg2+, Ca2+, Ba2+, Fe2+, Fe3+, Co2+, Ni2+, Cu2+, Ag+, Zn2+, Cd2+, Hg2+, Al3+, and Pb2+ in an acetonitrile solution. When using excitation at 325 nm, which corresponds to absorption pyrene unit T2NH-P5P, emission 600 from 2-aminotryptanthrin unit, observed, indicating...

10.2116/analsci.30.949 article EN Analytical Sciences 2014-10-01

A highly flexible carbon nanohoop composed of HBC panels was prepared by connection together with biphenylene spacers.

10.1039/c9ob00763f article EN Organic & Biomolecular Chemistry 2019-01-01

Preparation of cyclic polyphenylene array 2, which corresponds to a complete carbon zigzag-type CNT segment with (18,0)-structure, has been established by Diels-Alder reaction biphenylylene-acetylene derivative 1 tetraphenylcyclopentadienone. The 2 excess FeCl3 realized presumed cyclodehydrogenation and elimination the alkyl chains that were introduced as measure counter low solubility problem, but this resulted in formation complicated mixture included mass region (18,0)-structure. rather...

10.1021/acs.joc.5b00485 article EN The Journal of Organic Chemistry 2015-04-21

2-Hydroxy-1-tryptanthrin (T2OH) and 1-formyl-2-hydroxytryptanthrin (T2OH1CHO) were synthesized as fluorescent metal-ion sensors near-infrared labeling reagents. T2OH was well suited for use a chemosensor Cu2+ Al3+ in an acetonitrile solution, (λf, max > 650 nm) reagent. However, it unable to detect changes surrounding aqueous environment (DMSO/H2O = 1/9, v/v). Meanwhile, T2OH1CHO solutions.

10.14723/tmrsj.43.109 article EN Transactions of the Materials Research Society of Japan 2018-01-01
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