研究業績

2021

  • Disproof of the proposed structures of bradyoxetin a putative Bradyrhizobium japonicum signaling molecule and HMCP, a putative Ralstonia solanacearum quorum-sensing molecule
    Yajima, A.; Katsuta, R.; Shimura, M.; Yoshihara, A.; Saito, T.; Ishigami, K.; Kai, K.
    J. Nat. Prod. 84, (2021).
    doi:10.1021/acs.jnatprod.0c01369
  • Synthesis and determination of absolute configuration of zealexin A1, a sesquiterpenoid phytoalexin from Zea mays
    Yajima, A.; Shimura, M.; Saito, T.; Katsuta, R.; Ishigami, K.; Huffaker, A.; Schmelz, E. A.
    Eur. J. Org. Chem. 2021, 1174-1178 (2021).
    doi:10.1002/ejoc.202001596

    Highlighted by ChemistryViews! Link
    • Synthesis of both enantiomers of lycoperdic acid, an unusual mushroom-derived amino acid
      Katsuta, R.; Ishiuchi, R.; Kunisawa, M.; Yajima, A.; Ishigami, K.; Nukada, T.
      Biosci. Biotechnol. Biochem. 85, 154-159 (2021).
      doi:10.1093/bbb/zbaa027
    • Enantioselective synthesis and stereochemical determination of the highly reduced polyketide ishigamide
      Seo, M.; Du, D.; Katsuyama, Y.; Katsuta, R.; Yajima, A.; Nukada, T.; Ohnishi, Y.; Ishigami, K.
      Biosci. Biotechnol. Biochem. 85, 148-153 (2021).
      doi:10.1093/bbb/zbaa023

    2020

    • Formal synthesis of cochlearol A, a meroterpenoid with renoprotective activity
      Naruse, K.; Katsuta, R.; Yajima, A.; Nukada, T.; Watanabe, H.; Ishigami, K.
      Tetrahedron Lett. 61, 151845 (2020).
      doi:10.1016/j.tetlet.2020.151845
    • Synthesis and odour evaluation of double-bond isomers of DAMASCENOLIDE, 4-(4-methylpent-3-en-1-yl)-2(5H)-furanone, which has a citrus-like odour
      Miyazawa, Y.; Ohashi, T.; Kawaguchi, K.; Tanaka, N.; Katsuta, R.; Yajima, A.; Nukada, T.; Ishigami, K.
      Flavor Fragra. J. 35, 341-349 (2020).
      doi:10.1002/ffj.3568
    • Synthesis and stereochemistry of (−)-FE399
      Katsuta, R.; Masada, N.; Kimura, K.; Yajima, A.; Ishigami, K.; Nukada, T.
      Tetrahedron Lett. 61, 151783 (2020).
      doi:10.1016/j.tetlet.2020.151783
    • Synthesis of anti-Helicobacter pylori sesquiterpene employing tandem radical cyclization, and determination of the absolute configuration of the natural product
      Ishigami, K.; Kadowaki, K.; Yamada, S.; Aiba, S.; Kawasaki, T.; Katsuta, R.; Yajima, A.; Nukada, T.; Takikawa, H.; Watanabe, H.
      Tetrahedron 76, 130834 (2020).
      doi:10.1016/j.tet.2019.130834
    • Coordination behaviors of diphenylketene adsorbed in the nanocages of zeolite NaY and AgY
      Shibata, S.; Masui, Y.; Onaka, M.
      Bull. Chem. Soc. Jpn. 93, 663-670 (2020).
      doi:10.1246/bcsj.20200039

    2019

    • Synthetic and biological studies of juglorubin and related naphthoquinones
      Kamo, S.; Saito, T.; Kusakabe, Y.; Tomoshige, S.; Uchiyama, M.; Tsubaki, K.; Kuramochi, K.
      J. Org. Chem. 84, 13967-13974 (2019).
      doi:10.1021/acs.joc.9b02119
    • ゼオライトのナノ空間反応場に配置したナトリウムイオンが示すルイス酸特性−不安定カルボニル化合物への高い配位能, 安定化能, 活性化能−
      尾中篤; 増井洋一; 柴田真太郎
      化学工業, 70, 393-401, (2019).

    2018

    • Discovery of a small molecule to increase cardiomyocytes and protect the heart after ischemic injury
      Hara, H.; Takeda, N.; Kondo, M.; Kubota, M.; Saito, T.; Maruyama, J.; Fujiwara, T.; Maemura, S.; Ito, M.; Naito, A. T.; Harada, M.; Toko, H.; Nomura, S.; Kumagai, H.; Ikeda, Y.; Ueno, H.; Takimoto, E.; Akazawa, H.; Morita, H.; Aburatani, H.; Hata, Y.; Uchiyama, M.; Komuro, I.
      J. Am. Coll. Cardiol. Basic Trans. Science 3, 639-653 (2018).
      doi:10.1016/j.jacbts.2018.07.005
    • Direct synthesis of aryl-annulated [c]carbazoles by gold(I)-catalysed cascade reaction of azide-diynes and arenes
      Kawada, Y.; Ohmura, S.; Kobayashi, M.; Nojo, W.; Kondo, M.; Matsuda, Y.; Matsuoka, J.; Inuki, S.; Oishi, S.; Wang, C.; Saito, T.; Uchiyama, M.; Suzuki, T.; Ohno, H.
      Chem. Sci. 9, 8416-8425 (2018).
      doi:10.1039/C8SC03525C
    • Nitro-Mannich reaction and intramolecular 1,3-dipolar cycloaddition route to acylpyrrolidinones: Synthesis of a tetramic acid and (+)-laccarin
      Katsuta, R.; Ichijo, H.; Oouchi, G.; Yajima, A.; Ishigami, K.; Nukada, T.
      Tetrahedron Lett. 59, 2352-2355 (2018).
      doi:10.1016/j.tetlet.2018.05.014
    • In planta functions of cytochrome P450 monooxygenase genes in the phytocassane biosynthetic gene cluster on rice chromosome 2
      Ye, Z.; Yamazaki, K.; Minoda, H.; Miyamoto, K.; Miyazaki, S.; Kawaide, H.; Yajima, A.; Nojiri, H.; Yamane, H.; Okada, K.
      Biosci. Biotechnol. Biochem. 82, 1021-1030 (2018).
      doi:10.1080/09168451.2017.1398067
    • Synthesis and stereochemistry of JBIR-81, a peptide enamide derived from aspergilli
      Katsuta, R.; Toyoda, M.; Yajima, A.; Ishigami, K.; Nukada, T.
      Tetrahedron Lett. 59, 1010-1013 (2018).
      doi:10.1016/j.tetlet.2018.01.080
    • Mechanistic study on aryl exchange reaction of diaryl-λ3-iodane with aryl iodide
      Masumoto, Y.; Miyamoto, K.; Iuchi, T.; Ochiai, M.; Hirano, K.; Saito, T.; Wang, C.; Uchiyama, M.
      J. Org. Chem. 83, 289-295 (2018).
      doi:10.1021/acs.joc.7b02701
    • (Review Article) 元素の特性を活用した反応開発と天然物合成への応用
      斉藤竜男
      Yakugaku Zasshi 138, 1335-1344 (2018).
      doi:10.1248/yakushi.18-00126
    • (Review Article) 水酸化スズナノ粒子を包含するデラミネート化粘土鉱物の開発, その特異な多孔質構造および酸触媒能の解明
      尾中篤, 増井洋一, 竹平悟市
      触媒, 60, 40-46 (2018).

    2017

    • Transition metal-free trans-selective alkynylboration of alkynes
      Nogami, M.; Hirano, K.; Kanai, M.; Wang, C.; Saito, T.; Miyamoto, K.; Muranaka, A.; Uchiyama, M.
      J. Am. Chem. Soc. 139, 12358-12361 (2017).
      doi:10.1021/jacs.7b06212
    • Stabilization and activation of unstable propynal in the zeolite nanospace and its application to addition reactions.
      Hayashi, D.; Igura, Y.; Masui, Y.; Onaka, M.
      Catal. Sci. Technol. 7, 4422-4430 (2017).
      doi:10.1039/C7CY01161J
    • Reversible generation of labile secondary carbocations from alcohols in the nanospace of H-Mordenite and their long-lasting preservation at ambient temperature
      Masui, Y.; Hattori, T.; Onaka, M.
      J. Am. Chem. Soc. 139, 8612-8620 (2017).
      doi:10.1021/jacs.7b03336
    • Iodoarene-catalyzed oxidative transformations using molecular oxygen
      Miyamoto, K.; Yamashita, J.; Narita, S.; Hirano, K.; Saito, T.; Wang, C.; Ochiai, M.; Uchiyama, M.
      Chem. Commun. 53, 9781-9784 (2017).
      doi:10.1039/C7CC05160C
    • Convergent synthesis of the ent-ZA’B’C’D’-ring system of maitotoxin
      Saito, T.; Morita, M.; Koshino, H.; Sodeoka, M.; Nakata, T.
      Org. Lett. 19, 3203-3206 (2017).
      doi:10.1021/acs.orglett.7b01301
    • Revisitation of organoaluminum reagents affords a versatile protocol for C–X (X = N, O, F) bond-cleavage cross-coupling: A systematic study
      Ogawa, H.; Yang, Z.-K.; Minami, H.; Kojima, K.; Saito, T.; Wang, C.; Uchiyama, M.
      ACS Catal. 7, 3988-3994 (2017).
      doi:10.1021/acscatal.7b01058

    <Selected Paper>

    • Molecular behaviors of formaldehyde encapsulated in supercages of zeolite NaY with different loadings and its intrinsic reactivity for the carbonyl-ene reaction with α-methylstyrene
      Sato, K.; Masui, Y.; Onaka, M.
      Bull. Chem. Soc. Jpn. 90, 1318-1324 (2017).
      doi:10.1246/bcsj.20170252
    • Unprecedented alkylation of silicon enolates with alcohols via carbenium ion formations catalyzed by tin hydroxide-embedded montmorillonite
      Tandiary, M. A.; Asano, M.; Hattori, T.; Takehira, S.; Masui, Y.; Onaka, M.
      Tetrahedron Lett. 58, 1925-1928 (2017).
      doi:10.1016/j.tetlet.2017.03.073
    • Synthesis and stereochemistry of decarestrictines H and J
      Katsuta, R.; Masada, N.; Shimodaira, Y.; Ueda, S.; Yajima, A.; Nukada, T.
      Tetrahedron 73, 1733-1739 (2017).
      doi:10.1016/j.tet.2017.02.023

    2016

    • Cross‐Coupling of Organolithium with Ethers or Aryl Ammonium Salts by C−O or C−N Bond Cleavage
      Yang, Z.-K.; Wang, D.-Y.; Ogawa, H.; Minami, H.; Ozaki, T.; Saito, T.; Miyamoto, K.; Wang, C.; Uchiyama, M.
      Chem. Eur. J. 22, 15693-15699 (2016).
      doi:10.1002/chem.201603436
    • Rhodium-catalyzed (perfluoroalkyl)olefination of acetanilides leading to perfluoroalkylated aromatics
      Harada, K.; Tezuka, N.; Hirano, K.; Miyamoto, K.; Saito, T.; Uchiyama, M.
      Chem. Pharm. Bull. 64, 1442-1444 (2016).
      doi:10.1248/cpb.c16-00588
    • Direct hydroxylation and amination of arenes via deprotonative cupration
      Tezuka, N.; Shimojo, K.; Hirano, K.; Komagawa, S.; Yoshida, K.; Wang, C.; Miyamoto, K.; Saito, T.; Takita, R.; Uchiyama, M.
      J. Am. Chem. Soc. 138, 9166-9171 (2016).
      doi:10.1021/jacs.6b03855

    <BCSJ Award Article>

    • H-type zeolite-catalyzed 1,4-addition of benzene derivatives to labile acrolein
      Hayashi, D.; Narisawa, T.; Masui, Y.; Onaka, M.
      Bull. Chem. Soc. Jpn. 89, 460-471 (2016).
      doi:10.1246/bcsj.20150387
    • Gold-catalyzed cyclization of alkyne alcohols: regioselective construction of functionalized 6,6- and 6,7-bicyclic ethers
      Kubota, M.; Saito, T.; Miyamoto, K.; Hirano, K.; Wang, C.; Uchiyama, M.
      Chem. Pharm. Bull. 64, 845-855 (2016).
      doi:10.1248/cpb.c16-00204
    • Synthesis and absolute configuration of formosusin A, a specific inhibitor of mammalian DNA polymerase β
      Yajima, A.; Iizuka, Y.; Katsuta, R.; Nukada, T.
      Tetrahedron Lett. 57, 2012-2015 (2016).
      doi:10.1016/j.tetlet.2016.03.094
    • The Phytophthora mating hormone α2 is an antagonist of the counter hormone α1
      Zhang, L.; Yajima, A.; Ojika, M.
      Biosci. Biotechnol. Biochem. 80, 1062-1065 (2016).
      doi:10.1080/09168451.2016.1146071
    • Allylic borylation of tertiary allylic alcohols: A divergent and straightforward access to allylic boronates
      Harada, K.; Nogami, M.; Hirano, K.; Kurauchi, D.; Kato, H.; Miyamoto, K.; Saito, T.; Uchiyama, M.
      Org. Chem. Front. 3, 565-569 (2016).
      doi:10.1039/C6QO00009F

    2015

    • A combination of trimethylsilyl chloride and hydrous natural montmorillonite clay: An efficient solid acid catalyst for the azidation of benzylic and allylic alcohols with trimethylsilyl azide
      Tandiary, M. A.; Masui, Y.; Onaka, M.
      RSC Adv. 5, 15736-15739 (2015).
      doi:10.1039/c4ra13238f
    • Dialkylzinc-mediated allylic polyfluoroarylation reaction
      Kurauchi, D.; Hirano, K.; Kato, H.; Saito, T.; Miyamoto, K.; Uchiyama, M.
      Tetrahedron 71, 5849-5857 (2015).
      doi:10.1016/j.tet.2015.05.107
    • Stereoselective synthesis of (-)-decarestrictine G
      Katsuta, R.; Fujikawa, S.; Yajima, A.; Nukada, T.
      Tetrahedron 71, 3428-3432 (2015).
      doi:10.1016/j.tet.2015.03.082
    • Direct construction of fused indoles by gold-catalyzed cascade cyclization of conjugated diynes
      Naoe, S.; Saito, T.; Uchiyama, M.; Oishi, S.; Fujii, N.; Ohno, H.
      Org. Lett. 17, 1774-1777 (2015).
      doi:10.1021/acs.orglett.5b00550

    <Very Important Paper>

    • Organoaluminum-mediated direct cross-coupling reaction
      Minami, H.; Saito, T.; Wang, C.; Uchiyama, M.
      Angew. Chem. Int. Ed. 54, 4665-4668 (2015).
      doi:10.1002/anie.201412249
    • 水酸化スズ含有モンモリロナイト (Sn-Mont) のユニークな多孔質構造・性質とその固体酸触媒作用
      増井洋一, 竹平悟市, 尾中 篤, ゼオライト, 32, 2-9 (2015).

    2014

    • How to calculate the number of stereoisomers of inositol homologs
      Yajima, A.
      Bull. Chem. Soc. Jpn. 87, 1260-1264 (2014).
      doi:10.1246/bcsj.20140204
    • Total synthesis of epicoccamides A and D via olefin cross-methathesis
      Yajima, A.; Kawajiri, A.; Mori, A.; Katsuta, R.; Nukada, T.
      Tetrahedron Lett. 55, 4350-4354 (2014).
      doi:10.1016/j.tetlet.2014.06.040
    • (Review article) Recent progress in the chemistry and chemical biology of microbial signaling molecules: quorum-sensing pheromones and microbial hormones
      Yajima, A.
      Tetrahedron Lett. 55, 2773-2780 (2014).
      doi:10.1016/j.tetlet.2014.03.051
    • Concise syntheses and biological activities of ganomycin I and fornicin A
      Yajima, A.; Urao, S.; Katsuta, R.; Nukada, T.
      Eur. J. Org. Chem. 2014, 731-738 (2014).
      doi:10.1002/ejoc.201301269

    2013

    • Ubiquitin-specific peptidase 5, a target molecule of vialinin A, is a key molecule of TNF-a production in RBL-2H3 cells
      Yoshioka, Y.; Ye, Y. Q.; Okada, K.; Taniguchi, K.; Yoshida, A.; Sugaya, K.; Onose, J.; Koshino, H.; Takahashi, S.; Yajima, A.; Yajima, S.; Abe, N.
      PLoS ONE 8, e80931
      doi:10.1371/journal.pone.0080931
    • Syntheses of 5′-O-desmethylterphenyllin and related p-terphenyls and their inhibitory activity of TNF-α release from RBL-2H3 cells
      Yajima, A.; Urao, S.; Yoshioka, S.; Abe, N.; Katsuta, R.; Nukada, T.
      Tetrahedron Lett. 54, 4986-4989 (2013).
      doi:10.1016/j.tetlet.2013.07.062
    • Vialinin A is a ubiquitin-specific peptidase inhibitor
      Okada, K.; Ye, Y. Q.; Taniguchi, K.; Yoshida, A.; Akiyama, T.; Yoshioka, Y.; Onose, J.; Koshino, H.; Takahashi, S.; Yajima, A.; Abe, N.; Yajima, S.
      Bioorg. Med. Chem. Lett. 23, 4328-4331 (2013).
      doi:10.1016/j.bmcl.2013.05.093
    • Total synthesis of virgineone aglycone and stereochemical assignment of natural virgineone
      Yajima, A.; Ida, C.; Taniguchi, K.; Murata, S.; Katsuta, R.; Nukada, T.
      Tetrahedron Lett. 54, 2497-2501 (2013).
      doi:10.1016/j.tetlet.2013.03.006
    • Synthesis of the core framework of the proposed structure of sargafuran
      Katsuta, R.; Aoki, K.; Yajima, A.; Nukada, T.
      Tetrahedron Lett. 54,v 347-350 (2013).
      doi:10.1016/j.tetlet.2012.11.052

    2012

    • Inhibitory effects of vialinin A and its analog on tumor necrosis factor-α release and production from RBL-2H3 cells
      Onose, J.; Yoshioka, Y.; Ye, Q.; Sugaya, K.; Yajima, A.; Taniguchi, K.; Okada, K.; Yajima, S.; Takahashi, S.; Koshino, H.; Abe, N.
      Cell. Immunol. 279, 140-144 (2012).
      doi:10.1016/j.cellimm.2012.10.008
    • Synthetic study of versipelostatin A: Synthesis of the spirotetronate unit starting from pulegone
      Katsuta, R.; Arai, K.; Yajima, A.; Nukada, T.
      Synlett 23, 397-400 (2012).
      doi:10.1055/s-0031-1290204
    • Structure-activity relationship of a hormones, the mating factors of phytopathogen Phytophthora
      Molli, S. D., Qi, J.; Yajima, A.; Shikai, K.; Imaoka, T.; Nukada, T.; Yabuta, G.; Ojika, M.
      Bioorg. Med. Chem. 20, 681-686 (2012).
      doi:10.1016/j.bmc.2011.12.015
    • Synthesis of two osteoclast-forming suppressors, demethylincisterol A3 and chaxine A
      Yajima, A.; Kagohara, Y.; Shikai, K.; Katsuta, R.; Nukada, T.
      Tetrahedron 68, 1729-1735 (2012).
      doi:10.1016/10.1016/j.tet.2011.12.057

    2011

    • Synthesis of the four stereoisomers of Phytophthora mating hormone a2 and a concise synthesis of mating hormone a1
      Yajima, A.; Toda, K.; Molli, S. D.; Ojika, M.; Nukada, T.
      Tetrahedron 67, 8887-8894 (2011).
      doi:10.1016/10.1016/j.tet.2011.09.066
    • Synthesis of (±)-cyclic dehypoxanthine futalosine, the biosynthetic intermediate in an alternative biosynthetic pathway for menaquinones
      Yajima, A.; Kouno, S.; Dairi, T.; Mogi, M.; Katsuta, R.; Seto, H.; Nukada, T.
      Tetrahedron Lett. 52, 4934-4937 (2011).
      doi:10.1016/j.tetlet.2011.07.061
    • The second Phytophthora mating hormone defines interspecies biosynthetic crosstalk
      Ojika, M.; Molli, S. D.; Kanazawa, H.; Yajima, A.; Toda, K.; Nukada, T.; Mao, H.; Murata, R.; Asano, T.; Qi, J.; Sakagami, Y.
      Nat. Chem. Biol. 7, 591-593 (2011).
      doi:10.1038/nchembio.617
    • Stereocontrolled total synthesis of (±)-3b-hydroxy-9b-pimara-7,15-diene, a putative biosynthetic intermediate of momilactones
      Yajima, A.; Toda, K.; Okada, K.; Yamane, H.; Yamamoto, M.; Hasegawa, M.; Katsuta, R.; Nukada, T.
      Tetrahedron Lett. 52, 3212-3215 (2011).
      doi:10.1016/j.tetlet.2011.04.044
    • (Review article) Approaches to dihydrooxazine ring systems and application in the synthesis of bioactive natural products
      Gu, Z.; Saito, T.; Zakarian, A.
      Chem. Heterocycl. Com. 48, 11-16 (2011).
      doi:10.1007/s10593-012-0961-y
    • (Review article) Synthesis of microbial signaling molecules and their stereochemistry-activity relationship
      Yajima, A.
      Biosci. Biotechnol. Biochem. 75, 1418-1429 (2011).
      doi:10.1271/bbb.110283

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