Papers - YAMAMURA Hatsuo
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Synthesis of antimicrobial cyclodextrins bearing polyarylamino and polyalkylamino groups via click chemistry for bacterial membrane disruption Reviewed
Hatsuo Yamamura, Yuuki Sugiyama, Kensuke Murata, Takanori Yokoi, Ryuji Kurata, Atsushi Miyagawa, Kenji Sakamoto, Keiko Komagoe, Tsuyoshi Inoue, Takashi Katsu
CHEMICAL COMMUNICATIONS 50 ( 41 ) 5444 - 5446 2014
Language：English Publishing type：Research paper (scientific journal) Publisher：ROYAL SOC CHEMISTRY
Cyclodextrin derivatives are synthesized as membrane-disrupting agents via a microwave-assisted Huisgen reaction. Their ability to permeabilize bacterial membranes depends on the amino substituents and an appropriate balance of hydrophobicity and hydrophilicity, thus enabling the preparation of derivatives with selective toxicity against bacteria.
DOI： 10.1039/c3cc49543d
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Unique, Fast, and All-or-none Click Reaction on Cyclodextrin and Amylose Reviewed
Yamamura Hatsuo, Miyagawa Atsushi
Chemistry Letters ( 6 ) 643 - 645 2013.06
Authorship：Lead author Language：English Publishing type：Research paper (scientific journal)
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Unique, Fast, and All-or-none Click Reaction on Cyclodextrin and Amylose Reviewed
Hatsuo Yamamura, Kyohei Shimohara, Ryuji Kurata, Yusuke Fujita, Kensuke Murata, Takaaki Hayashi, Atsushi Miyagawa
CHEMISTRY LETTERS 42 ( 6 ) 643 - 645 2013.06
Language：English Publishing type：Research paper (scientific journal) Publisher：CHEMICAL SOC JAPAN
The chemical polymodification of cyclodextrins and amyloses proceeded quickly with use of the microwave-assisted Huisgen reaction in an all-or-none fashion without the formation of less-modified by-products.
DOI： 10.1246/cl.130095
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Mimicking an antimicrobial peptide polymyxin B by use of cyclodextrin Reviewed
Hatsuo Yamamura, Ken Suzuki, Kazuma Uchibori, Atsushi Miyagawa, Masao Kawai, Chie Ohmizo, Takashi Katsu
CHEMICAL COMMUNICATIONS 48 ( 6 ) 892 - 894 2012.01
Language：English Publishing type：Research paper (scientific journal) Publisher：ROYAL SOC CHEMISTRY
Cyclodextrin derivatives prepared to mimic a membrane active antibacterial peptide polymyxin B strongly permeabilized bacterial membrane and inhibited bacterial proliferation.
DOI： 10.1039/c1cc16369h
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Mimicking an Antimicrobial Peptide Polymyxin B by Use of Cyclodextrin Reviewed
Hatsuo Yamamura, Atsushi Miyagawa,他
Chem. Commun. 48 ( 6 ) 892 - 894 2012
Authorship：Lead author Language：English Publishing type：Research paper (scientific journal)
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gamma-Cyclodextrins possessing an azido group and a triisopropylbenzenesulfonyl group as useful synthetic and authentic intermediates for unsymmetrically functionalized derivatives Reviewed
Yoshihide Himeno, Atsushi Miyagawa, Masao Kawai, Hatsuo Yamamura
TETRAHEDRON 65 ( 45 ) 9474 - 9480 2009.11
Language：English Publishing type：Research paper (scientific journal) Publisher：PERGAMON-ELSEVIER SCIENCE LTD
Seven isomers of cyclomaltooctaose (gamma-cyclodextrin) whose C6s were unsymmetrically disubstituted with both an azido group and an arenesulfonyloxy group were prepared and each of them was isolated by reversed phase chromatography. The assignment of the modified positions in each regioisomers was unambiguously performed by chemical correlation with the authentic compounds and chemical conversion to the 3,6-anhydro derivatives followed by high-resolution 2D-(1)H NMR (COSY, TOCSY, and HO-HAHA) analyses. The compounds are versatile synthetic and authentic intermediates to prepare sophisticated derivatives with two different functionalities at desired positions on the molecule for supramolecular chemistry. (C) 2009 Elsevier Ltd. All rights reserved.
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Preparation of a cyclodextrin dimer linked with a bis(picolinyl)cystine moiety and its intra- and intermolecular inclusion behavior Reviewed
Hatsuo Yamamura, Kousuke Satake, Rieko Hirasawa, Shinichi Yamada, Masao Kawai
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY 57 ( 1-4 ) 261 - 264 2007.04
Language：English Publishing type：Research paper (scientific journal) Publisher：SPRINGER
A novel cyclodextrin (CD) dimer linked with a bis(picolinyl)cystine (Cys) moiety was prepared by the coupling of Boc-protected Cys with amino-modified CDs, followed by deprotection of the Boc groups and bispicolinylation. The dimer showed less affinity to an organic guest molecule compared to that of a native CD monomer. It was attributed to an intramolecular inclusion of the pyridine moiety into CD cavity. The dimer caused significant increase of its organic guest affinity by an addition of a copper ion. The included pyridine group may come out of a CD cavity to bind the copper ion and the two CDs included cooperatively and intermolecularly a guest molecule with high affinity.
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Complexation and Chiral recognition Thermodynamics of g-Cyclodextrin with N-Acetyl- and N-Carbobenzyloxy-depetides Possessing Two Aromatic Rings Reviewed
Rekharsky, M. V.; Yamamura, H.; Kawai, M.; Inoue, Y.
J. Org. Chem 13 5228 - 5235 2003.04
Publishing type：Research paper (scientific journal)
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Preparation of Hexakis(6-O-mesitylsulfonyl)cyclomaltooctaoses and Structural Validation of the Four Isomers Using Heteronuclear Multiple Bond Correlation Spectroscopy Reviewed
Yamamura, H.; Miyachi, S.; Kano, K.; Araki, S.; Lee, K.; Kawai, M.; Ueyama, N.
Bull. Chem. Soc. Jpn 76 171 - 175 2003.04
Publishing type：Research paper (scientific journal)
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Preparation of b-Cyclodextrin Derivatives Possessing two Trimethylammonio Groups on Their Primary Hydroxy Sides as Chiral Selectors Reviewed
Yamamura , H.; Yamada, Y.; Mitagi, R.; Kano, K.; Araki, S.; Kawai, M.
J. Inclusion Phenom. Macrocyclic Chem 45 211 - 216 2003.04
Publishing type：Research paper (scientific journal)
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Extra Amino Group-containing Gramicidin S analogs PossessingOuter Membrane-permeabilizing Activ Reviewed
Kawai, M.; Tanaka, R.; Yamamura, H.; Yasuda, K.; Narita, S.; Umemoto, H.; Ando, S.; Katsu, T.
Chem. Commun 1264 - 1265 2003.04
Publishing type：Research paper (scientific journal)
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Cytotoxic Activity of Physalins Possessing modified Skeletal Structures against HeLa Cells Reviewed
Makino, B.; Ohya, J.; Yamamura, H.; Araki, S.; Butsugan, Y; Kawai, M.
Pharmazie 58 70 - 71 2003.04
Publishing type：Research paper (scientific journal)
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Preparation of beta-cyclodextrin derivatives possessing two trimethylammonio groups on their primary hydroxy sides as chiral guest selectors Reviewed
H Yamamura, Y Yamada, R Miyagi, K Kano, S Araki, M Kawai
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY 45 ( 3-4 ) 211 - 216 2003.04
Language：English Publishing type：Research paper (scientific journal) Publisher：SPRINGER
Three isomers of beta-cyclodextrin derivatives 2a-c possessing two trimethylammonio groups on their C(6) atoms were prepared by reaction of the corresponding regioisomers of diamino compounds with methyl iodide. These derivatives recognize chiral guests through three-point interactions composed of both Coulomb interactions by the two cationic moieties and hydrophobic interaction by the molecular cavity.
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Preparation of β-Cyclodextrin Derivatives Possessing Two Trimethylammonio Groups on Their Primary Hydroxy Sides as Chiral Guest Selectors Reviewed
Hatsuo Yamamura, Yuichi Yamada, Rie Miyagi, Kazuaki Kano, Shuki Araki, Masao Kawai
Journal of Inclusion Phenomena 45 ( 3-4 ) 211 - 216 2003.04
Language：English Publishing type：Research paper (scientific journal)
Three isomers of β-cyclodextrin derivatives 2a-c possessing two trimethylammonio groups on their C(6) atoms were prepared by reaction of the corresponding regioisomers of diamino compounds with methyl iodide. These derivatives recognize chiral guests through three-point interactions composed of both Coulomb interactions by the two cationic moieties and hydrophobic interaction by the molecular cavity.
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Extra amino group-containing gramicidin S analogs possessing outer membrane-permeabilizing activity Reviewed
M Kawai, R Tanaka, H Yamamura, K Yasuda, S Narita, H Umemoto, S Ando, T Katsu
CHEMICAL COMMUNICATIONS ( 11 ) 1264 - 1265 2003
Language：English Publishing type：Research paper (scientific journal) Publisher：ROYAL SOC CHEMISTRY
Novel (2S,4R)- and (2S,4S)-4-aminoproline residue-containing analogs of the cyclic decapeptide antibiotic gramicidin S were synthesized, which exhibited marked permeabilizing activity on the outer membrane of gram-negative bacteria.
DOI： 10.1039/b302351f
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Preparation of hexakis(6-O-mesitylsulfonyl)cyclomaltooctaoses and structural validation of the four isomers using heteronuclear multiple bond correlation spectroscopy Reviewed
Hatsuo Yamamura, Sadaichi Miyachi, Kazuaki Kano, Shuki Araki, Kenichi Lee, Masao Kawai, Norikazu Ueyama
Bulletin of the Chemical Society of Japan 76 ( 1 ) 171 - 175 2003
Language：English Publishing type：Research paper (scientific journal)
Four cyclomaltooctaose derivatives 1a-d, which possess six mesitylsulfonyloxy groups on their C(6) atoms, were prepared. The assignment of the regiosiomers was performed by observing the long-range coupling through a glycoside linkage between H(1′)-C(4) and C(1′)-H(4) using a heteronuclear multiple-bond correlation (HMBC) method.
DOI： 10.1246/bcsj.76.171
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Stereochemistry of Protected Ornithine Side Chains of Gramicidin S Derivatives: X-ray Crystal Structure of the Bis-Boc-tetra-N-methyl Derivative of Gramicidin S Reviewed
Yamada, K.; Unno, M.; Kobayashi, K.; Oku, H.; Yamamura, H.; Araki, S.; Matsumoto, H.; Katakai, R.; Kawai M.
J. Am. Chem. Soc 124 12684 - 12686 2002.04
Publishing type：Research paper (scientific journal)
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Cytotoxic Activity of Physalins and Related Compounds against HeLa Cells Reviewed
Kawai, M.; Makino, B.; Yamamura, H.; Araki, S.; Butsugan, Y.; Ohya, J.
Pharmazie 57 348 - 350 2002.04
Publishing type：Research paper (scientific journal)
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Tautomerism between Exomethylene Type Physalins and Oxymethylene-bridged Physalins Reviewed
Makino, B.; Kawai, M.; Yamamura, H.; Araki, B.; Butsugan, Y.
Pharmazie 57 215 - 216 2002.04
Publishing type：Research paper (scientific journal)
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Cytotoxic activity of physalins and related compounds against HeLa cells Reviewed
M. Kawali, B. Makino, H. Yamamura, S. Araki, Y. Butsugan, J. Ohya
Pharmazie 57 ( 5 ) 348 - 350 2002
