ICHIKAWA Satoshi

Last updated: Oct 31, 2019 at 12:23

Name	ICHIKAWA Satoshi
Affiliation	Hokkaido University
Section	Faculty of Pharmaceutical Sciences　Division of Molecular Pharmceutical Sciences
Job title	Professor
Degree	Doctor (Pharmaceutical Science)(Hokkaido University)

Research Interests

Organic Chemistry(417) , Medicinal Chemistry(140)

Research Areas

Pharmacy / Chemical pharmacy /

Academic & Professional Experience

Plain Text

Postdoctoral Research Associate

Hokkaido University

1999

2001

Scripps Research Institute.

2001

2002

Graduate School of Pharmaceutical,

Education

Plain Text

1999

Medical Chemistry, Graduate School, Division of Pharmaceutical Sciences, Hokkaido University

1994

Pharmaceutical Science, Faculty of Pharmaceutical Science, Hokkaido University

Published Papers

Plain Text

Synthesis and biological evaluation of a MraY selective analogue of tunicamycins.

Yamamoto K, Sato T, Hikiji Y, Katsuyama A, Matsumaru T, Yakushiji F, Yokota SI, Ichikawa S

Nucleosides, nucleotides & nucleic acids 1-16 Sep 2019 [Refereed]

Chemical logic of MraY inhibition by antibacterial nucleoside natural products.

Mashalidis EH, Kaeser B, Terasawa Y, Katsuyama A, Kwon DY, Lee K, Hong J, Ichikawa S, Lee SY

Nature communications 10(1) 2917 Jul 2019 [Refereed]

Novel adenosine-derived inhibitors of Cryptosporidium parvum inosine 5'-monophosphate dehydrogenase.

Shigetomi K, Sarwono AEY, Ichikawa S, Ubukata M

The Journal of antibiotics Jul 2019 [Refereed]

Synthesis of All Stereoisomers of Monomeric Spectomycin A1/A2 and Evaluation of Their Protein SUMOylation-Inhibitory Activity.

Nomura Y, Thuaud F, Sekine D, Ito A, Maeda S, Koshino H, Hashizume D, Muranaka A, Cruchter T, Uchiyama M, Ichikawa S, Matsuda A, Yoshida M, Hirai G, Sodeoka M

Chemistry (Weinheim an der Bergstrasse, Germany) 25(35) 8387-8392 Jun 2019 [Refereed]

Tunicamycin: chemical synthesis and biosynthesis.

Yamamoto K, Ichikawa S

The Journal of antibiotics Jun 2019 [Refereed]

Structural requirement of tunicamycin V for MraY inhibition.

Yamamoto K, Katsuyama A, Ichikawa S

Bioorganic & medicinal chemistry 27(8) 1714-1719 Apr 2019 [Refereed]

Study of the structure-activity relationship of polymyxin analogues.

Kinoshita Y, Yakushiji F, Matsui H, Hanaki H, Ichikawa S

Bioorganic & medicinal chemistry letters 28(16) 2713-2716 Sep 2018 [Refereed]

Improvement of S_N Ar Reaction Rate by an Electron-Withdrawing Group in the Crosslinking of DNA Cytosine-5 Methyltransferase by a Covalent Oligodeoxyribonucleotide Inhibitor.

Kasai Y, Sato K, Utsumi S, Ichikawa S

Chembiochem : a European journal of chemical biology 19(17) 1866-1872 Sep 2018 [Refereed]

Total Synthesis of Plusbacin A₃ and Its Dideoxy Derivative Using a Solvent-Dependent Diastereodivergent Joullié-Ugi Three-Component Reaction.

Katsuyama A, Yakushiji F, Ichikawa S

The Journal of organic chemistry 83(13) 7085-7101 Jul 2018 [Refereed]

Development of a covalent proteasome inhibitor and kinetic analysis of its inhibitory mechanism

Kitahata Shun, Yakushiji Fumika, Ichikawa Satoshi

ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 256 Aug 2018 [Refereed]

Insight into the recognition mechanism of DNA cytosine-5 methyltransferases (DNMTs) by incorporation of acyclic 5-fluorocytosine (^FC) nucleosides into DNA.

Utsumi S, Sato K, Ichikawa S

Bioorganic & medicinal chemistry letters 28(12) 2189-2194 Jul 2018 [Refereed]

Total synthesis of plusbacin A3

Katsuyama Akira, Yakushiji Fumika, Ichikawa Satoshi

ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 256 Aug 2018 [Refereed]

Anindita PD, Sasaki M, Okada K, Ito N, Sugiyama M, Saito-Tarashima N, Minakawa N, Shuto S, Otsuguro S, Ichikawa S, Matsuda A, Maenaka K, Orba Y, Sawa H

Antiviral research 154 1-9 Jun 2018 [Refereed]

Mechanism-Based Inhibitor of DNA Cytosine-5 Methyltransferase by a S_N Ar Reaction with an Oligodeoxyribonucleotide Containing a 2-Amino-4-Halopyridine-C-Nucleoside.

Sato K, Kunitomo Y, Kasai Y, Utsumi S, Suetake I, Tajima S, Ichikawa S, Matsuda A

Chembiochem : a European journal of chemical biology 19(8) 865-872 Apr 2018 [Refereed]

GlcNAc-1-P-transferase-tunicamycin complex structure reveals basis for inhibition of N-glycosylation.

Yoo J, Mashalidis EH, Kuk ACY, Yamamoto K, Kaeser B, Ichikawa S, Lee SY

Nature structural & molecular biology 25(3) 217-224 Mar 2018 [Refereed]

Total Synthesis of Tunicamycin V.

Yamamoto K, Yakushiji F, Matsumaru T, Ichikawa S

Organic letters 20(1) 256-259 Jan 2018 [Refereed]

Solid-Phase Modular Synthesis of Park Nucleotide and Lipids I and II Analogues.

Katsuyama A, Sato K, Yakushiji F, Matsumaru T, Ichikawa S

Chemical & pharmaceutical bulletin 66(1) 84-95 Jan 2018 [Refereed]

Potent anti-tumor activity of a syringolin analog in multiple myeloma: a dual inhibitor of proteasome activity targeting β2 and β5 subunits.

Yoshida T, Ri M, Kanamori T, Aoki S, Ashour R, Kinoshita S, Narita T, Totani H, Masaki A, Ito A, Kusumoto S, Ishida T, Komatsu H, Kitahata S, Chiba T, Ichikawa S, Iida S

Oncotarget 9(11) 9975-9991 Feb 2018 [Refereed]

Synthesis and Medicinal Chemistry of Muraymycins, Nucleoside Antibiotics.

Katsuyama A, Ichikawa S

Chemical & pharmaceutical bulletin 66(2) 123-131 Feb 2018 [Refereed]

Total Synthesis and Antibacterial Investigation of Plusbacin A₃.

Katsuyama A, Paudel A, Panthee S, Hamamoto H, Kawakami T, Hojo H, Yakushiji F, Ichikawa S

Organic letters 19(14) 3771-3774 Jul 2017 [Refereed]

Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors.

Matsumaru T, Inai M, Ishigami K, Iwamatsu T, Maita H, Otsuguro S, Nomura T, Matsuda A, Ichikawa S, Sakaitani M, Shuto S, Maenaka K, Kan T

Bioorganic & medicinal chemistry letters 27(10) 2144-2147 May 2017 [Refereed]

An oligodeoxyribonucleotide containing 5-formyl-2'-deoxycytidine (fC) at the CpG site forms a covalent complex with DNA cytosine-5 methyltransferases (DNMTs).

Sato K, Kawamoto K, Shimamura S, Ichikawa S, Matsuda A

Bioorganic & medicinal chemistry letters 26(22) 5395-5398 Nov 2016 [Refereed]

Chemical Screening Identifies EUrd as a Novel Inhibitor Against Temozolomide-Resistant Glioblastoma-Initiating Cells.

Tsukamoto Y, Ohtsu N, Echizenya S, Otsuguro S, Ogura R, Natsumeda M, Isogawa M, Aoki H, Ichikawa S, Sakaitani M, Matsuda A, Maenaka K, Fujii Y, Kondo T

Stem cells (Dayton, Ohio) 34(8) 2016-2025 Aug 2016 [Refereed]

Function-Oriented Synthesis: How to Design Simplified Analogues of Antibacterial Nucleoside Natural Products?

Ichikawa S

Chemical record (New York, N.Y.) 16(3) 1106-1115 Jun 2016 [Refereed]

Anti-Myeloma Activity of a Syringolin Analog: A Dual 20S Proteasome Inhibitor of Beta 2 and 5 Subunits

Yoshida Takashi, Ri Masaki, Kinoshita Shiori, Narita Tomoko, Totani Haruhito, Ashour Reham, Masaki Ayako, Ito Asahi, Kusumoto Shigeru, Ishida Takashi, Komatsu Hirokazu, Ichikawa Satoshi, Iida Shinsuke

BLOOD 128(22) Dec 2016 [Refereed]

Revisited Mechanistic Implications of the Joullié-Ugi Three-Component Reaction.

Katsuyama A, Matsuda A, Ichikawa S

Organic letters 18(11) 2552-2555 Jun 2016 [Refereed]

Structural insights into inhibition of lipid I production in bacterial cell wall synthesis.

Chung BC, Mashalidis EH, Tanino T, Kim M, Matsuda A, Hong J, Ichikawa S, Lee SY

Nature 533(7604) 557-560 May 2016 [Refereed]

Design, Synthesis, and Biological Activity of Isosyringolin A.

Kitahata S, Chiba T, Yoshida T, Ri M, Iida S, Matsuda A, Ichikawa S

Organic letters 18(9) 2312-2315 May 2016 [Refereed]

Design, Synthesis and Biological Evaluation of a Structurally Simplified Syringolin A Analogues.

Chiba T, Kitahata S, Matsuda A, Ichikawa S

Chemical & pharmaceutical bulletin 64(7) 811-816 Jul 2016 [Refereed]

Structure-activity relationship study of syringolin A as a potential anticancer agent.

Chiba T, Matsuda A, Ichikawa S

Bioorganic & medicinal chemistry letters 25(21) 4872-4877 Nov 2015 [Refereed]

Carbacaprazamycins: Chemically Stable Analogues of the Caprazamycin Nucleoside Antibiotics.

Ichikawa S, Yamaguchi M, Hsuan LS, Kato Y, Matsuda A

ACS infectious diseases 1(4) 151-156 Apr 2015 [Refereed]

Synthesis of isoxazolidine-containing uridine derivatives as caprazamycin analogues.

Yamaguchi M, Matsuda A, Ichikawa S

Organic & biomolecular chemistry 13(4) 1187-1197 Jan 2015 [Refereed]

Design and synthesis of isoxazolidine-containing uridine derivatives as antibacterial agents

Yamaguchi Mayumi, Matsuda Akira, Ichikawa Satoshi

ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 248 Aug 2014 [Refereed]

Total synthesis of syringolin A and its structure-activity relationship study

Chiba Takuya, Matsuda Akira, Ichikawa Satoshi

ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 248 Aug 2014 [Refereed]

Synthesis of piperidine analogs of caprazamycins by aza-Prins-Ritter reaction

Nakaya Takeshi, Matsuda Akira, Ichikawa Satoshi

ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 248 Aug 2014 [Refereed]

Mechanistic analysis of muraymycin analogues: a guide to the design of MraY inhibitors.

Tanino T, Al-Dabbagh B, Mengin-Lecreulx D, Bouhss A, Oyama H, Ichikawa S, Matsuda A

Journal of medicinal chemistry 54(24) 8421-8439 Dec 2011 [Refereed]

Design, synthesis and biological evaluation of 5'-C-piperidinyl-5'-O-aminoribosyluridines as potential antibacterial agents.

Nakaya T, Matsuda A, Ichikawa S

Organic & biomolecular chemistry 13(28) 7720-7735 Jul 2015 [Refereed]

Development of the carboxamide protecting group, 4-(tert-butyldimethylsiloxy)-2-methoxybenzyl.

Muranaka K, Ichikawa S, Matsuda A

The Journal of organic chemistry 76(22) 9278-9293 Nov 2011 [Refereed]

Synthesis of L-epi-capreomycidine derivatives via C-H amination.

Tanino T, Ichikawa S, Matsuda A

Organic letters 13(15) 4028-4031 Aug 2011 [Refereed]

Total synthesis of syringolin A and improvement of its biological activity.

Chiba T, Hosono H, Nakagawa K, Asaka M, Takeda H, Matsuda A, Ichikawa S

Angewandte Chemie (International ed. in English) 53(19) 4836-4839 May 2014 [Refereed]

Synthesis and evaluation of 5-substituted 9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-diones as check point 1 kinase inhibitors.

Sako Y, Ichikawa S, Osada A, Matsuda A

Bioorganic & medicinal chemistry 18(22) 7878-7889 Nov 2010 [Refereed]

Expansion of Antibacterial Spectrum of Muraymycins toward Pseudomonas aeruginosa.

Takeoka Y, Tanino T, Sekiguchi M, Yonezawa S, Sakagami M, Takahashi F, Togame H, Tanaka Y, Takemoto H, Ichikawa S, Matsuda A

ACS medicinal chemistry letters 5(5) 556-560 May 2014 [Refereed]

Synthesis and Biological Evaluation of Muraymycin Analogues Active against Anti-Drug-Resistant Bacteria.

Tanino T, Ichikawa S, Al-Dabbagh B, Bouhss A, Oyama H, Matsuda A

ACS medicinal chemistry letters 1(6) 258-262 Sep 2010 [Refereed]

Synthesis and biological evaluation of quinaldopeptin.

Katayama K, Okamura T, Sunadome T, Nakagawa K, Takeda H, Shiro M, Matsuda A, Ichikawa S

The Journal of organic chemistry 79(6) 2580-2590 Mar 2014 [Refereed]

Efficient synthesis of Hsp90 inhibitor dimers as potential antitumor agents.

Sekiguchi H, Muranaka K, Osada A, Ichikawa S, Matsuda A

Bioorganic & medicinal chemistry 18(15) 5732-5737 Aug 2010 [Refereed]

Total synthesis of sandramycin and its analogues via a multicomponent assemblage.

Katayama K, Nakagawa K, Takeda H, Matsuda A, Ichikawa S

Organic letters 16(2) 428-431 Jan 2014 [Refereed]

Function-oriented synthesis of simplified caprazamycins: discovery of oxazolidine-containing uridine derivatives as antibacterial agents against drug-resistant bacteria.

Ii K, Ichikawa S, Al-Dabbagh B, Bouhss A, Matsuda A

Journal of medicinal chemistry 53(9) 3793-3813 May 2010 [Refereed]

Total synthesis of quinaldopeptin and its analogues.

Ichikawa S, Okamura T, Matsuda A

The Journal of organic chemistry 78(24) 12662-12670 Dec 2013 [Refereed]

Total synthesis of (-)-muraymycin D2 and its epimer.

Tanino T, Ichikawa S, Shiro M, Matsuda A

The Journal of organic chemistry 75(5) 1366-1377 Mar 2010 [Refereed]

Synthesis of C-glycosyl pyrrolo[3,4-c]carbazole-1,3(2H,6H)-diones as a scaffold for check point kinase 1 inhibitors.

Ichikawa S, Tatebayashi N, Matsuda A

The Journal of organic chemistry 78(23) 12065-12075 Dec 2013 [Refereed]

Tris(azidoethyl)amine hydrochloride; a versatile reagent for synthesis of functionalized dumbbell oligodeoxynucleotides.

Ichikawa S, Ueno H, Sunadome T, Sato K, Matsuda A

Organic letters 15(3) 694-697 Feb 2013 [Refereed]

Synthesis of pacidamycin analogues via an Ugi-multicomponent reaction.

Okamoto K, Sakagami M, Feng F, Takahashi F, Uotani K, Togame H, Takemoto H, Ichikawa S, Matsuda A

Bioorganic & medicinal chemistry letters 22(14) 4810-4815 Jul 2012 [Refereed]

Total synthesis and biological evaluation of pacidamycin D and its 3'-hydroxy analogue.

Okamoto K, Sakagami M, Feng F, Togame H, Takemoto H, Ichikawa S, Matsuda A

The Journal of organic chemistry 77(3) 1367-1377 Feb 2012 [Refereed]

Total synthesis of pacidamycin D by Cu(I)-catalyzed oxy enamide formation.

Okamoto K, Sakagami M, Feng F, Togame H, Takemoto H, Ichikawa S, Matsuda A

Organic letters 13(19) 5240-5243 Oct 2011 [Refereed]

Structural feature of bent DNA recognized by HMGB1.

Furuita K, Murata S, Jee JG, Ichikawa S, Matsuda A, Kojima C

Journal of the American Chemical Society 133(15) 5788-5790 Apr 2011 [Refereed]

[Comprehensive synthetic study of muraymycins toward the development of novel antibacterial agents].

Tanino T, Ichikawa S, Uotani K, Oyama H, Matsuda A

Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 131(3) 335-346 Mar 2011 [Refereed]

A new arylsulfate sulfotransferase involved in liponucleoside antibiotic biosynthesis in streptomycetes.

Kaysser L, Eitel K, Tanino T, Siebenberg S, Matsuda A, Ichikawa S, Gust B

The Journal of biological chemistry 285(17) 12684-12694 Apr 2010 [Refereed]

Rational design and synthesis of ansa-adenosines as potential antitumor agents.

Muranaka K, Ichikawa S, Matsuda A

Nucleic acids symposium series (2004) (53) 5-6 2009 [Refereed]

9-(2-C-Cyano-2-deoxy-beta-D-arabino-pentofuranosyl)guanine, a potential antitumor agent against B-lymphoma infected with Kaposi's sarcoma-associated herpesvirus.

Ichikawa S, Otawa M, Teishikata Y, Yamada K, Fujimuro M, Yokosawa H, Matsuda A

Nucleic acids symposium series (2004) (53) 95-96 2009 [Refereed]

Highly beta-selective C-allylation of a ribofuranoside controlling steric hindrance in the transition state.

Ichikawa S, Hayashi R, Hirano S, Matsuda A

Organic letters 10(22) 5107-5110 Nov 2008 [Refereed]

Fine synthetic nucleoside chemistry based on nucleoside natural products synthesis.

Ichikawa S

Chemical & pharmaceutical bulletin 56(8) 1059-1072 Aug 2008 [Refereed]

Synthesis of Hsp90 inhibitor dimers as potential antitumor agents.

Muranaka K, Sano A, Ichikawa S, Matsuda A

Bioorganic & medicinal chemistry 16(11) 5862-5870 Jun 2008 [Refereed]

Structure-activity relationship of truncated analogs of caprazamycins as potential anti-tuberculosis agents.

Hirano S, Ichikawa S, Matsuda A

Bioorganic & medicinal chemistry 16(9) 5123-5133 May 2008 [Refereed]

Triazole-linked dumbbell oligodeoxynucleotides with NF-kappaB binding ability as potential decoy molecules.

Nakane M, Ichikawa S, Matsuda A

The Journal of organic chemistry 73(5) 1842-1851 Mar 2008 [Refereed]

Synthesis of caprazamycin analogues and their structure - Activity relationship for antibacterial activity

Hirano Shinpei, Ichikawa Satoshi, Matsuda Akira

JOURNAL OF ORGANIC CHEMISTRY 73(2) 569-577 Jan 2008 [Refereed]

Design and synthesis of diketopiperazine and acyclic analogs related to the caprazamycins and liposidomycins as potential antibacterial agents

Hirano Shinpel, Ichikawa Satoshi, Matsuda Akira

BIOORGANIC & MEDICINAL CHEMISTRY 16(1) 428-436 Jan 2008 [Refereed]

Chemistry and structure-activity relationship of antibacterial nucleoside natural products.

Ichikawa S, Matsuda A

Nucleic acids symposium series (2004) (52) 77-78 2008 [Refereed]

Synthetic study of muraymycins using Ugi-four component reaction.

Tanino T, Hirano S, Ichikawa S, Matsuda A

Nucleic acids symposium series (2004) (52) 557-558 2008 [Refereed]

Development of a highly beta-selective ribosylation reaction without using neighboring group participation: Total synthesis of (+)-caprazol, a core structure of caprazamycins

Hirano Shinpei, Ichikawa Satoshi, Matsuda Akira

JOURNAL OF ORGANIC CHEMISTRY 72(26) 9936-9946 Dec 2007 [Refereed]

Modular bent DNAs: A new class of artificial DNAs with a protein binding ability

Murata Shunpei, Mizumura Youko, Hino Kaori, Ueno Yoshihito, Ichikawa Satoshi, Matsuda Akira

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 129(34) 10300-+ Aug 2007 [Refereed]

9-(2-C-cyano-2-deoxy-beta-(D)-arabino-pentofuranosyl)guanine, a potential antitumor agent against B-lymphoma infected with Kaposi's sarcoma-associated herpesvirus

Ohtawa Masaki, Ichikawa Satoshi, Teishikata Yasuhiro, Fujimuro Masahiro, Yokosawa Hideyoshi, Matsuda Akira

JOURNAL OF MEDICINAL CHEMISTRY 50(9) 2007-2010 May 2007 [Refereed]

Nucleoside natural products and related analogs with potential therapeutic properties as antibacterial and antiviral agents

Ichikawa Satoshi, Matsuda Akira

EXPERT OPINION ON THERAPEUTIC PATENTS 17(5) 487-498 May 2007 [Refereed]

Total synthesis of (+)-FR-900493 and establishment of its absolute stereochemistry

Hirano Shinpei, Ichikawa Satoshi, Matsuda Akira

TETRAHEDRON 63(13) 2798-2804 Mar 2007 [Refereed]

Misc

Plain Text1 2 3 >

Natural Product Synthesis by Multicomponent Reaction and Structure-activity Relationship Study

Chiba Takuya, Nakaya Takeshi, Katayama Katsushi, Matsuda Akira, Ichikawa Satoshi

Journal of Synthetic Organic Chemistry, Japan 74(5) 426-440 2016

Multicomponent reaction represented by Mannich reaction, Strecker reaction and Biginelli reaction has been applied to several natural product synthesis because a complexed framework of the natural product can be constructed by assembling more than...

P-57 Study for Total Synthesis of Syringolin A(Poster Presentation)

Chiba Takuya, Ichikawa Satoshi, Matsuda Akira

天然有機化合物討論会講演要旨集 54(54) 435-440 Sep 2012

Syringolin A (1), which was isolated from strains of the plant pathogen Pseudomonas synringae pv Syringae (Pss), possesses a 12-membered dipeptide ring structure containing two (E)-configured double bonds and a urea side chain. In 2008, syringolin...

P-57 Study for Total Synthesis of Syringolin A(Poster Presentation)

Chiba Takuya, Ichikawa Satoshi, Matsuda Akira

Symposium on the Chemistry of Natural Products, symposium papers 54(0) 435-440 2012

P-50 Synthetic Study of Sandramycin(Poster Presentation)

Katayama K., Ichikawa S., Matsuda A.

天然有機化合物討論会講演要旨集 53(53) 631-636 Sep 2011

Sandramycin (1), which was isolated from the culture broth of Norcardioides sp. (ATCC 39419), constitutes one of the members of class of C2-symmetric cyclic decadepsipeptide. It binds to the minor groove of double-strand DNA (dsDNA) with bisinterc...

Development of Antibacterial Agents Active against Drug-resistant Bacterial Pathogens Based on Total Synthesis of Nucleoside Natural Products

ICHIKAWA Satoshi, TANINO Tetsuya, II Kensuke, MATSUDA Akira

J. Synth. Org. Chem. Jpn. 69(9) 1020-1033 Sep 2011

Natural products are a rich source for drug development. However, some biologically relevant natural products possess rather large, complex or labile chemical structures compared to synthetic drugs, which limits chemical modification in a process ...

Association Memberships

THE PHARMACEUTICAL SOCIETY OF JAPAN(1988)