研究業績

2021

  • Sulfoquinovosylglyceryl ether, a new group of ether lipids from lake ball-forming green alga Aegagropilopsis moravica (family Pithophoraceae)
    Oku, N.; Hasada, A.; Kimura, K.; Honoki, H.; Katsuta, R.; Yajima, A.; Nukada, T.; Ishigami, K.; Igarashi, Y.
    Chem. Asian J. 16, 1493-1498 (2021).
    doi:10.1002/asia.202100278
  • Efficient solvent-free synthesis of N-unsubstituted ketimines from ketones and ammonia on porous solid acids
    Shibata, S.; Masui, Y.; Onaka, M.
    Tetrahedron Lett. 67, 152840 (2021).
    doi:10.1016/j.tetlet.2021.152840
  • 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, 495-502 (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

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  • 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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