The Arimoto Group,Tohoku University

Hirokazu Arimoto
Publications (1990-2014)



1990 1993 1994 1995 1996 1997 2000 2001
2002 2003 2004 2005 2006 2007 2008 2009 2010

1990:

1) "Synthetic Studies on Fully Substituted g-Pyrone-containing Natural Products: Synthesis of g- Pyrone

  Derivatives Obtained by Decomposition of Peroniatriols"  

  Arimoto, H.; Nishiyama, S.; Yamamura, S. Tetrahedron Lett. 1990, 31, 5491-5494.

2) "Mild Conditions for Cyclization of b-Triketides to the Corresponding g-Pyrones Carrying Adjacent

  Chiral Centers toward Biomimetic Synthesis of Fully Substituted g-Pyrone-containing Natural Products"

  Arimoto, H.; Nishiyama, S.; Yamamura, S. Tetrahedron Lett. 1990, 31, 5619-5620.

1993:

3) "Synthetic Studies on Fully Substituted g-Pyrone-containing Natural Products: The Absolute

  Configurations of Ilikonapyrone and Peroniatriols I and II"

Arimoto, H.; Chen, J.-F.; Nishiyama, S.; Yamamura, S. Tetrahedron Lett. 1993, 34, 5781-5784.

1994:

  4) "Chemical Properties of b-Triketones: Reexamination of Albizati's Tandem Aldol Process"

  Arimoto, H.; Ohba, S.; Nishiyama, S.; Yamamura, S. Tetrahedron Lett. 1994, 35, 4581-4584.

1995:

6) "Synthetic Studies on Fully Substituted g-Pyrone-containing Natural Products: Total Synthesis and

  Structural Revision of Onchitriol I"

  Arimoto, H.; Okumura, Y.; Nishiyama, S.; Yamamura, S. Tetrahedron Lett. 1995, 36, 5357-5358.

7) "Two New 7-Geranyloxycoumarins from the Bark of Aegle Marmelos, an Indonesian Medicinal Plant"

Ohashi, K.; Watanabe, H.; Ohi, K.; Arimoto, H.; Okumura, Y. Chem. Lett. 1995, 881-882

1996:

8) "Preparation and Properties of 1, 1'-Disubstituted Trichotomine Derivatives with a Twisted C=C Bond"

  Irikawa, H.; Kanke, S.; Mito, K.; Kobayashi, Y.; Akasaka, T., Atsumi, T.; Arimoto, H.; Okumura, Y.

  Bull. Chem. Soc. Jpn. 1996, 69, 1673-1677.

9) "Synthesis and Revised Structure of Vallartanone B"

  Arimoto, H.; Yokoyama, R.; Okumura, Y. Tetrahedron Lett. 1996, 37, 4749-4750.

10) "Vallartanone B; Synthesis and Related Studies"

Arimoto, H.; Yokoyama, R.; Nakamura, K.; Okumura, Y.; Uemura, D. Tetrahedron 1996, 44, 13901-13908.

.

1997:

11) "Tanzawaic Acids A, B, C, and D: Inhibitors of Superoxide Anion Production from Penicillium

  citrinum"

  Kuramoto, M.; Yamada, K.; Shikano, M.; Yazawa, K.; Arimoto, H.; Okamura, T.; Uemura, D.

  Chem. Lett. 1997, 885-886.

12)"Total Synthesis of Allixin; An Anti-tumor promoter from Garlic"

Arimoto, H.; Asano, S.; Uemura, D. Tetrahedron Lett. 1997, 38, 7761-7762.

1998:

13)"Absolute Stereochemistry of Halichlorine; A potent inhibitor of VCAM-1 Induction"

  Arimoto, H.; Hayakawa, I.; Kuramoto, M.; Uemura, D. Tetrahedron Lett. 1998, 39, 861-862.

14)"Anomalous Epoxide Formation Upon Wittig Olefination With 1-Iodoethyl Triphenylphosphonium

  Ylide"

  Arimoto, H.; Kaufman, M. D.; Kobayashi, K.; Qiu, Y.; Smith, III, A. B. Synlett 1998, 7, 765-768.

15)"Synthesis and Absolute Stereochemistry of Tanzawaic Acid(GS-1302)"

Arimoto, H.; Nishimura, K.; Kuramoto, M.; Uemura, D. Tetrahedron Lett. 1998, 39, 9513-9516.

1999:

16)"Synthesis of Pinnaic acid; Asymmetric Construction of Spirocyclic Core"

  Arimoto, H.; Asano, S.; Uemura, D. Tetrahedron Lett. 1999, 40, 3583-3586.

17)"Multi-valent polymer of vancomycin: Enhanced antibacterial activity against VRE"

  Arimoto, H.; Nishimura, K.; Kinumi, T.; Hayakawa, I.; Uemura, D. J. Chem. Soc., Chem. Commun.,

  1999, 1361-1362.

18) "Isolation and Structures of Haterumalides NA, NB, NC, ND, and NE, Novel Macrolides from an

   Okinawan Sponge Ircinia sp."

  Takada, N.; Sato, H.; Suenaga, K.; Arimoto, H.; Yamada, K.; Ueda, K.; Uemura, D. Tetrahedron Lett.

  1999, 40, 6309-6312.

19)  "Gram-Scale Synthesis of (+)-Discodermolide"

  Smith, A. B., III; Kaufman, M. D.; Beauchamp, T. J.; LaMarche, M. J.; Arimoto, H. Org. Lett. 1999,

2000:

20) "Isolation and Structure of Kasarin, a Novel Azetinone Compound, Isolated from a Marine

  Microoorganism"

Suenaga, K.; Aoyama, S.; Wang, X.; Arimoto, H.; Yamaguchi, K.; Yamada, K.; Tsuji, T.;

Yamada, A.; Uemura, D. Heterocycles 2000(3), 1033-1036.

21) "Taxol and discodermolide represent a synergistic drug combination in human carcinoma cell lines" 

  Martello, L. A.; McDaid, H. M.; Regl, D. L.; Yang, C.-P. H.; Meng, D.; Pettus, T. R. R.;

  Kaufman, M. D.; Arimoto, H.; Danishefsky, S. J.; Smith, A. B., III; Horwitz, S. B.

Clin Cancer Res., 2000, May 6(5), 1978-87.

22) "Evolution of a gram-scale synthesis of (+)-discodermolide"


  Smith, A. B., III; Beauchamp, T. J.; LaMarche, M. J.; Kaufman, M. D.; Qiu, Y.; Arimoto, H.; Jones, D. R.; Kobayashi, K. J. Am. Chem. Soc. 2000, 122, 8654-8664.


2001:

23) "Affinity of a Vancomycin-polymer with Bacterial Surface Models"

Arimoto, H.; Oishi, T.; Nishijima, M.; Kinumi, T. Tetrahedron Lett. 2001, 42, 3347-3350.

24) "Liver Injury Suppressing Compounds from Avocado (Persea americana)"


  Kawagishi, H.; Fukumoto, Y.; Hatakeyama, M.; He, P.; Arimoto, H.; Matsuzawa, T.; Arimoto, Y.; Suganuma, H.; Inakuma, T.; Sugiyama, K. J. Agric. Food Chem.; 2001, 49, 2215-2221.

2003:

25) "Synthesis of (±)-Pinnaic acid"

Hayakawa, I.; Arimoto, H.; Uemura, D. Heterocycles, 2003, 59, 441-444.

26) "Effects of b-Sheet breaker peptides polymers on scrapie-infected mouse neuroblastoma cells and their affinities to prion protein fragment PrP(81-145)"


 
Oishi, T.; Hagiwara, K; Kinumi, T.; Yamakawa, Y.; Nishijima, M., Nakamura, K.; Arimoto, H. Org. Biomol. Chem. 2003, 1, 2626-2629.

2004:

27) "Enantioselective Synthesis of Spirotetracyclic Carbon Core on Mangicols by Stereoselective Transannular Diels-Alder Strategy"

Araki, K.; Saito, K.; Arimoto, H.; Uemura, D. Angew. Chem., Int. Ed. 2004, 43, 81-84.

28) "Synthetic Approach to Kendomycin: Preparation of the C-Glycosidic Core"

Sengoku, T.; Arimoto, H.; Uemura, D. Chem. Commun. 2004, 1220-1221.

29) "Synthesis of the tricyclic core of halichlorine"

      Hayakawa, I.; Arimoto, H.; Uemura, D. Chem. Commun. 2004, 1222-1223.

30) "Nakiterpiosin and Nakiterpiosinone, Novel Cytotoxic C-nor-D-homosteroids from the Okinawan Sponge Terpios hoshinota"

Teruya, T.; Nakagawa, S.; Koyama, T.; Arimoto, H.; Kita, M.; Uemura, D. Tetrahedron, 2004, 60, 6989-6993.

 

2005:

31) "Concise synthesis of a plant growth regulator theobroxide"

Arimoto, H.; Shimano, T.; Uemura, D. Agric. Food Chem. 2005, 53, 3863-3866. 

32) "Synthetic Studies on Sugar-fused Erinacines"
   Sato, A.; Masuda, T.; Arimoto, H.; Uemura, D. Org. Biomol. Chem. 2005, 3, 2231-2233.

2006:

33) "Effect of Ascorbic Acid on Chemiluminescence of Polyphenols"

Inoue, N.; Akasaka, K.; Arimoto, H.; Ohrui, H. Biosci. Biotechnol. Biochem. 2006, 1517-1520.

34) "Possibility of a non-amino acid pathway in the biosynthesis of marine-derived oxazoles"

Ichino, T.; Arimoto, H.; Uemura, D. Chem. Commun. 2006, 1742-1774.

2007: 

35) "Synthesis of rigidly-linked vancomycin dimers and their in vivo efficacy against resistant bacteria"

Lu, J.; Yoshida, O.; Hayashi, S.; Arimoto, H. Chem. Commun. 2007, 251-253.

This paper received a press coverage in Chemical Biology (2006.11.27; a News magazine from RSC).

36) "Identification of proteins from venom of the paralytic spider wasp, Cyphononyx dorsalis"

Yamamoto, T.; Arimoto, H.; Kinumi, T.; Oba, Y.; Uemura, D. Insect Biochem. Mol. Biol. 2007, 278-286.

37) "Molecular Shape of Palytoxin in Aqueous Solution"


   Inuzuka, T.; Fujisawa, T.; Arimoto, H.; Uemura, D. Org. Biomol. Chem. 2007, 5, 897-899.

This paper was selected as the inside front cover of OBC, 2007, issue 6.

38) "Ring-closing Metathesis Approach to a 16-Memberd Macrocycle of Kendomycin"

Sengoku, T.; Uemura, D.; Arimoto, H. Chem. Lett. 2007, 726-717.

39) "Asymmetric Total Synthesis of Pinnaic Acid"

Xu, S.; Arimoto, H.; Uemura, D. Angew. Chem.Int. Ed. 2007,  46, 5746-5749.

40) "Studies toward the total synthesis of nakiterpiosin: Construction of the CDE ring system by a transannular Diels-Alder strategy"

Ito, T.; Ito, M.; Arimoto, H.; Takamura, H.; Uemura, D. Tetrahedron Lett. 2007, 48, 5465-5469.

41) "Protein S- guanylation by the biological signal 8-nitroguanosine 3',5'-cyclic monophosphate"

Sawa, T.; Zaki, M. H.; Okamoto, T.; Akuta, T.;Tokutomi, Y.; Mitsuyama, S. K.-; Ihara, H.;

    Kobayashi, A.; Yamamoto, M.; Fujii, S.; Arimoto, H.; Akaike T. Nat. Chem. Biol. 2007, 3, 727-735.

This paper was selected as the front cover of Nat. Chem. Biol.

This paper received press coverages in Nature and Chemical & Engineering News.

2008: 

42) "The conformational features of palytoxin in aqueous solution"

Inuzuka, T.; Uemura, D.; Arimoto, H. Tetrahedron, 2008, 64,7718-7723.

43) "8-Nitroguanosines as chemical probes of the protein S-guanylation"

Saito, Y.; Taguchi, H.; Fujii, S.; Sawa, T.; Kida, E.; Kabuto, C.; Akaike, T.*; Arimoto, H.*

Chemical Communications, 2008, 5984-5986.

2009:

44) "A Transannular Diels-Alder Strategy to the Construction of the CDE Ring System of Nakiterpiosin"

Takamura, H.; Yamagami, Y.; Ito, T.; Ito, M.; Arimoto, H.; Kadota, I.; Uemura, D.

Heterocycles 2009, 77, 351-364.

2010:

45) "Mode of Action of Van-M-02, a Novel Glycopeptide Inhibitor of Peptidoglycan Synthesis, in Vancomycin-resistant Bacteria"

Miura, K.; Yamashiro, H.; Uotani, K.; Kojima, S.; Yutsudo, T.; Lu, J.; Yoshida, O.; Yamano, Y.; Maki, H.; Arimoto, H.

Antimicrob. Agents Chemother. 2010, 54, 960-962.

46) "Discovery of a novel series of semi-synthetic vancomycin derivatives effective against vancomycin-resistant bacteria"

Nakama,Y.; Yoshida,O.; Yoda, M.; Araki,K.; Sawada, Y.; Nakamura, J.; Xu, S.; Miura, K.; Maki, H.; Arimoto, H.*

J. Med. Chem. 2010, 53, 2528-2533.

 (It was taken up in the news article: Science-Business exchange (SciBX) vol. 3 (11), 12 (18 March 2010), doi:10.1038/scibx.2010.345)

47) "One-pot reductive cleavage of exo-olefin to methylene with a mild ozonolysis-Clemmensen reduction sequence"

Xu, S.; Toyama, T.; Nakamura, J.; Arimoto, H.*

Tetrahedron Lett. 2010, 51, 4534-4537.

48) "Traceable Amino Acid Analysis of Protein and Peptide by Isotope-Dilution Mass Spectrometry using Pre-column Derivatization Reagent"

Kinumi, T.*; Ichikawa, R.; Arimoto, H.; Takatsu, A.

Anal. Sci. 2010, 26(9), 1007-1010.

2011:

49) "New Insight into the Mode of Action of Vancomycin dimers in Bacterial Cell Wall Synthesis"

Yoshida, O.; Nakamura, J.; Yamashiro, H.; Miura, K.; Hayashi, S.; Umetsu, K.; Xu, S.; Maki, H.*; Arimoto, H.*

Med. Chem. Commun. 2011, 2, 278-282.

50) "Pinnarine, Another Member of the Halichlorine Family. Isolation and Preparation from Pinnaic Acid"

Xu, S.; Yoshimura, H.; Maru, N.; Ohno, O.; Arimoto, H.*; Uemura, D. J. Nat. Prod.. 2011,74, 1323-1326.

2012:

51) "Mapping of a lipoglycopeptide antibiotic binding site on Staphylococcus aureus penicillin-binding protein 2 using a vancomycin photoaffinity analogue"

Nakamura, J.; Ichikawa, R.; Yamashiro, H.; Takasawa, T.; Wang, X.; Kawai, Y.; Xu, S.; Maki, H.; Arimoto, H.* Med. Chem. Commun. 2012, 3, 691-695.

52) "Elucidation of the active conformation of vancomycin dimers with antibacterial activity against vancomycin-resistant bacteria"

Nakamura, J.; Yamashiro, H.; Hayashi, S.; Yamamoto, M.; Miura, K.; Xu, S.; Doi, T.; Maki, H.; Yoshida, O.; Arimoto, H.* Chem. Eur. J. 2012, 18, 12681-12689.

53) "Nitric oxide promotes recycling of 8-nitro-cGMP, a cytoprotective mediator, into intact cGMP in cells"

Saito, Y.; Sawa, T.; Yoshitake, J.; Ito, C.; Fujii, S.; Akaike, T.; Arimoto, H.* Mol. BioSyst. 2012, 8, 2909-2915.

2013:

54) "Simultaneous Imaging of an Enantiomer Pair by Electron Paramagnetic Resonance Using Isotopic Nitrogen Labeling"

Miyake, Y.; Wang, X.; Amasaka, M.; Itto, K.; Xu, S.; Arimoto, H.; Fujii, H.; Hirata, H. Anal. Chem. 2013, 85, 985-990.

55) "Fluorescent probes for live cell imaging of endogenous guanine nitration"

Saito, Y.; Ito, C.; Fujii, S.; Sawa, T.; Akaike, T.; Arimoto, H.* ChemBioChem 2013, 14, 1068-1071. (DOI: 10.1002/cbic.201300129)

56) "Staphylococcus aureus Penicillin-Binding Protein 2 Can Use Depsi-Lipid II Derived from Vancomycin-Resistant Strains for Cell Wall Synthesis"

Nakamura, J.; Yamashiro, H.; Miya, H.; Nishiguchi, K.; Maki, H.*; Arimoto, H.* Chem. Eur. J. 2013, 19, 12104-12112 ( OPEN ACCESS).

57) "Endogenous Nitrated Nucleotide Is a Key Mediator of Autophagy and Innate Defense against Bacteria"

Ito, C.; Saito, Y.; Nozawa, T.; Fujii, S.; Sawa, T.; Inoue, H.; Matsunaga, T.; Khan S.; Akashi, S.; Hashimoto, R.; Aikawa, C.; Takahashi, E.; Sagara, H.; Komatsu, M.; Tanaka, K.; Akaike, T.; Nakagawa, I.; Arimoto, H.* Molecular Cell, 2013, 52, 794-804.

http://dx.doi.org/10.1016/j.molcel.2013.10.024

東北大からのプレスリリース http://www.tohoku.ac.jp/japanese/2013/11/press20131115-01.html

2014:

58) "Enantioselective Total Synthesis of Pinnaic Acid and Halichlorine"

Xu, S.; Unabara, D.; Uemura, D.; Arimoto, H.* Chem. Asian J. 2014, 9, 367-375.

59) "Unexpected dehomologation of primary alcohols to one-carbon shorter carboxylic acids using o-iodoxybenzoic acid (IBX)"

Xu, S.; Itto, K.; Satoh, M.; Arimoto, H.* Chem. Commun.2014, 50, 2758-2761.

60) "Total Synthesis of Antibiotic Kendomycin: a Macrocyclization Using Tsuji-Trost Etherification/Claisen Rearrangement Sequence"

Sengoku, T.; Xu, S.; Ogura, K.; Emori, Y.; Kitada, K.; Uemura, D.; Arimoto, H.* Angew. Chem. Int. Ed. 2014, 53 4213-4216.

61) "Binding Properties of Antimicrobial Agents to Dipeptide Terminal of Lipid II Using Surface Plasmon Resonance"

Kinouchi, H.; Arimoto, H.; Nishiguchi, K.; Oka, M.; Maki, H.; Kitagawa, H.; Kamimori, H. Anal. Biochem.2014, 452, 67-75.

62) "Synthesis of 15N-labeled 4-oxo-2,2,6,6-tetraethylpiperidine nitroxide for EPR brain imaging"

Wang, X.; Emoto, M.; Sugimoto, A.; Miyake, Y.; Itto, K.; Amasaka, M.; Xu, S.; Hirata, H.; Fujii, H.; Arimoto, H. Tetrahedron Lett. 2014, 55, 2146-2149.

63) "Binding Properties of Antimicrobial Agents to Lipid Membranes Using Surface Plasmon Resonance"

Kinouchi, H.*; Arimoto, H.; Nishiguchi, K.; Oka, M.; Maki, H.; Kitagawa, H.; Kamimori, H. Biol. Pharm. Bull. 2014, 37, 1383-1389.