富山大学薬学部／大学院医学薬学研究部
薬品製造学研究室
Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama
Laboratory of Synthetic and Medicinal Chemistry

Home > Publications > Sugimoto

Publication List (Sugimoto)

  1. Controllable conformation and reactivity of bicyclic α-methylene cyclopentanones and their NF-κB pathway inhibitory activity
    Kohyama, A.; Shiuchi, A.; Zhou, Y.; Tanioka, M.; Sugimoto, K.: Sakurai, H.; Matsuya, Y.
    Org. Biomol. Chem. 2023, 21, 4656-4660 (doi: 10.1039/D3OB00357D).
  2. One-Pot Synthesis of Pentasubstituted Pyridines following the Gold(I)-Catalyzed Aza–Enyne Metathesis/6π-Electrocyclization–Aromatization Sequence
    Kosuge, S.; Araki, Y.; Tsuge, K.; Sugimoto, K.; Matsuya, Y.
    J. Org. Chem. 2023, 88, 6973–6986 (doi: 10.1021/acs.joc.3c00270).
  3. Acceleration effect of mild organocatalytic system 2,2´-Biphenol/B(OH)3 for 2-aza-Cope rearrangement
    Sugimoto, K.; Yoshida, R.; Matsuya, Y.
    Tetrahedron Lett. 2022, 102, 153922 (doi:10.1016/j.tetlet.2022.153922).
  4. Inhibition of gastric H+,K+-ATPase by new dihydropyrazole derivative KYY-008
    Fujii, T.; Sugimoto, K.; Noda, T.; Shimizu, T.; Matsuya, Y.; Sakai, H.
    Biochem. Biophys. Res. Commun. 2021, 567, 177-182 (doi: org/10.1016/j.bbrc.2021.06.056)
  5. Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization
    Sugimoto, K.; Kosuge, S.; Sugita, T.; Miura, Y.; Tsuge, K.; Matsuya, Y.
    Org. Lett. 2021, 23, 3981-3985 (doi: 10.1021/acs.orglett.1c01171)
  6. Divinylcarbinol Desymmetrization Strategy: A Concise and Reliable Approach to Chiral Hydroxylated Fatty Acid Derivatives.
    Sugimoto, K.; Kobayashi, A.; Kohyama, A.; Sakai, H.; Matsuya, Y.
    J. Org. Chem. 2021, 86, 3970-3980 (doi: org/10.1021/acs.joc.0c02821)
  7. De Novo Approach to Izidines via a Gold-Catalyzed Hydroamination–N-acyliminium Ion Cyclization of Acyclic Ynamides.
    Sugimoto, K.; Mizuno, S.; Shirato, M.; Tanabe, K.; Matsuya, Y.
    Heterocycles 2020, 103, 526-543. (doi: 10.3987/COM-20-S(K)38)
  8. 2,2 -Biphenol/B(OH)3 Catalyst System for Nazarov Cyclization.
    Sugimoto, K.; Oshiro, M.; Hada, R.; Matsuya, Y.
    Chem. Pharm. Bull. 2019, 67, 1019-1022.
  9. An Improved Synthesis of a Salicylated Divinylcarbinol Derivative as a Part of Salicylic Macrolides.
    Kohyama, A.; Oguma, Y.; Yamagishi, T.; Sugimoto, K.; Matsuya, Y.
    Heterocycles, 2020, 100, 137-140, doi:10.3987/COM-19-14120.
  10. Synthetic Studies on Pyrroloindolizidine Skeleton Based on Gold—Catalyzed Hydroamination—Enamine Cyclization—Ring—Closing Metathesis Strategy.
    Sugimoto, K.; Matsuo, N.; Tominaga, D.; Matsuya, Y.
    Heterocycles 2019, 99, 875-890. (DOI:10.3987/COM-18-S(F)56).
  11. Synthetic Studies Toward Isoschizogamine: Construction of Pentacyclic Core Structure.
    Sugimoto, K.; Fujiwara, H.; Takada, A.; Kim, D.-G.; Ueda, H.; Tokuyama, H.
    Heterocycles, 2018, 97, 1028-1049.
  12. Acetic Acid, 2-[(1,1-Dimethylethyl)dimethylsilyl]-2-oxo-, Phenylmethyl ester.
    Sugimoto, K.; Matsuya, Y.
    eEROS, 2018. doi.org/10.1002/047084289X.rn02232.
  13. Stereoselective Synthesis of a Pivotal Chiral Intermediate for Natural Salicylic Macrolides.
    Oguma, Y.; Yamamoto, N.; Sugimoto, K.; Matsuya, Y.
    Heterocycles, 2018, 97, 283-291.
  14. Recent Applications of Gold-catalyzed Cascade Reactions in Total Synthesis of Natural Product.
    Sugimoto, K.; Matsuya, Y.
    Tetrahedron Lett. 2017, 58, 4420-4426.
    (Most Downloaded Tetrahedron Letters Articles. 2018. 01)
  15. Synthetic Study towards Construction of Potential Scaffold of Antitumor Agents Andrastins.
    Yin, S.; Sugimoto, K.; Nemoto, H.; Matsuya, Y.
    Heterocycles, 2017, 95, 187-199.
  16. Construction of cis-Fused Hydrindane Skeleton with a Lactone Tether Utilizing Intramolecular Diels-Alder Reaction.
    Yin, S.; Takai, K.; Minato, D.; Sugimoto, K.; Ohtsu, H.; Tsuge, K.; Matsuya, Y.
    Heterocycles, 2016, 93, 783-791.
  17. A Macrosphelide as the Unexpected Product of a Pleurotus Ostreatus Strain-mediated Biotransformation of Halolactones containing the gem-dimethylcyclohexane Ring. Part 1
    Wińska, K.; Mączka, W.; Grabarczyk, M.; Sugimoto, K.; Matsuya, Y.; Szumny, A.; Aniol, M.
    Molecules, 2016, 21, 859.
  18. Highly Efficient Access to Both Geometric Isomers of Silyl Enol Ethers: Sequential 1,2-Brook/Wittig Reactions.
    Matsuya, Y.; Wada, K.; Minato, D.; Sugimoto, K.
    Angew. Chem. Int. Ed. 2016, 55, 10079-10082.
  19. Synthesis of Substituted Pyrrolo[2,1-a]isoquinolines by Gold-catalyzed Domino Cyclization of Alkynyl Iminoesters.
    Sugimoto, K.; Hoshiba, Y.; Tsuge, K.; Matsuya, Y.
    Synthesis, 2016, 48, 1855-1864.
  20. Synthesis of Substituted Quinolizidines via Gold-Catalyzed Double Cyclization Cascade.
    Nonaka, S.; Sugimoto, K.; Ueda, H.; Tokuyama, H.
    Adv. Synth. Catal. 2016, 358, 380-385 (VIP article), Selected as Inside Cover
  21. In vitro and in vivo Antiherpetic Effects of (1R,2R)-1-(5'-methylful-3'-yl)propane-1,2,3-triol.
    Sasaki, K.; Hayashi, K.; Matsuya, Y.; Sugimoto, K.; Lee, J.-B.; Kurosaki, F.; Hayashi, T.
    J. Nat. Med. 2016, 70, 217-224.
  22. Total Synthesis of (—)-Isoschizogamine.
    Takada, A.; Fujiwara, H.; Sugimoto, K.; Ueda, H.; Tokuyama, H.
    Chem. Eur. J. 2015, 21, 16400-16403.
  23. Synthesis of Denosomin&mdashVitamin D3 Hybrids and Evaluation of their Anti-Alzheimer's Disease Activities.
    Sugimoto, K.; Yajima, H.; Hayashi, Y.; Minato, D.; Terasaki, S.; Tohda, C.; Matsuya, Y.
    Org. Lett. 2015, 17, 5910-5913.
  24. Three-Component Domino Process for Pyrrolizine Skeleton via [3+2]-Cycloaddition—Enamine Cyclization Triggered by Gold Catalyst.
    Sugimoto, K.; Yamamoto, N.; Tominaga, D.; Matsuya, Y.
    Org. Lett. 2015, 17, 1320-1323.
  25. Total Synthesis of (—)-Rhazinilam using 1,3-Dipolar Cycloaddition of Optically Active Munchnone Intermediate.
    Sugimoto, K.; Miyakawa, Y.; Tokuyama, H.
    Tetrahedron 2015, 71, 3619-3624.
  26. Preparation of (2R,4S)/(2S,4S)-4-Hydroxypipecolinic Acid Derivatives from L-(—)-Malic Acid.
    Yin, S.; Taneda, H.; Li, B.; Zhou, D.; Minato, D.; Sugimoto, K.; Matsuya, Y.
    Heterocycles 2015, 90, 928-938.
  27. Synthesis and Evaluations of GLP-1 Secretion and Anti-Diabetic Effect in KKAy Mice of New Tricyclic Compounds.
    Minehira, D.; Takeda, D.; Miyawaki, S.; Kato, A.; Adachi, I.; Miyazaki, A.; Miyatake, R.; Umezaki, M.; Miura, K.; Kitahara, Y.; Sugimoto, K.; Matsuya, Y.; Toyooka N.
    Heterocycles 2015, 90, 372-404.
  28. Auto Tandem Catalysis: Synthesis of Pyrroles by Gold-Catalyzed Reaction.
    Ueda, H.; Yamaguchi, M.; Kameya, H.; Sugimoto, K.; Tokuyama, H.
    Org. Lett. 2014, 16, 4948-4951.
  29. Total Synthesis (?)-Haouamine B pentaacetate and Structural Revision of Haouamine B.
    Momoi, Y.; Okuyama, K.; Toya, H.; Sugimoto, K.; Okano, K.; Tokuyama, H.
    Angew. Chem. Int. Ed. 2014, 53, 13215-13219.
  30. Stereoselective approach to potential scaffold of A-nor B-aromatic OSW-1 analogues via [4+2] cycloaddition of o-quinodimethane.
    Li, B.; Masuda, S.; Minato, D.; Zhou, D.; Sugimoto, K.; Nemoto, H.; Matsuya, Y.
    Tetrahedron 2014, 70, 3981-3987.
  31. Synthesis of 8-Amino-(dihydrofuran-fused perhydrophenanthrene) via Copper-Mediated Amination Reaction.
    Sugimoto, K.; Tamura, K.; Toyooka, N.; Matsuya, Y.
    Heterocycles 2014, 88, 755-763. (Victor Snieckus's Special Issue)
  32. Synthesis of phenylalkyl-substituted polyhydroxypiperidines as potent inhibitors for α-L-fucosidase.
    Saka, T.; Okaki, T.; Ifuku, S.; Yamashita, Y.; Sato, K.; Miyawaki, S.; Kamori, A.; Kato, A.; Adachi, I.; Tezuka, Y.; Kiria, P. G.; Onomura, O.; Minato, D.; Sugimoto, K.; Matsuya, Y.; Toyooka N.
    Tetrahedron 2013, 69, 10653-10661.
  33. Synthesis and Structure-activity Relationship of 2-Phenyliminochromene Derivatives as Inhibitors for Aldo-keto Reductase (AKR) 1B10.
    Endo, S.; Hu, D.; Suyama, M.; Matsunaga, T.; Sugimoto, K.; Matsuya, Y.; El-Kabbani, O.; Kuwata, K.; Hara, A.; Kitade, Y.; Toyooka, N.
    Bioorg. Med. Chem. 2013, 21, 6378-6384.
  34. Synthesis and biological evaluation of N-(2-fluorophenyl)-2β-deoxyfuconojirimycin acetamide as a potent inhibitor for α-L-fucosidases.
    Kato, A.; Okaki, T.; Ifuku, S.; Sato, K.; Hirokami, Y.; Iwaki, R.; Kamori, A.; Nakazawa, S.; Adachi, I.; Kirira, P.G.; Onomura, O.; Minato, D.; Sugimoto, K.; Matsuya, Y.; Toyaoka, N.
    Bioorg. Med. Chem. 2013, 21, 6565-6573.
  35. Synthesis and antitumor activity of des-AB analogue of steroidal saponin OSW-1.
    Minato, D.; Li, B.; Zhou, D.; Shigeta, Y.; Toyooka, N.; Sakurai, H.; Sugimoto, K.; Matsuya, Y.
    Tetrahedron 2013, 69, 8019-8024.
  36. Search for a Novel SIRT1 Activator: Structural Modification of SRT1720 and Biological Evaluation.
    Matsuya, Y.; Kobayashi, Y.; Uchida, S.; Itoh, Y.; Sawada, H.; Suzuki, T.; Miyata, N.; Sugimoto, K.; Toyooka, N.
    Bioorg. Med. Chem. Lett. 2013, 23, 4907-4901.
  37. Structure-activity-relationship Studies on Dihydrofuran-fused Perhydrophenanthrenes as an Anti-Alzheimer's Disease Agent.
    Sugimoto, K.; Tamura, K.; Tohda, C.; Toyooka, N.; Nemoto, H.; Matsuya, Y.
    Bioorg. Med. Chem. 2013, 21, 4459-4471.
  38. Protecting-Group-Free Total Synthesis of (?)-Rhazinilam and (?)-Rhazinicine using a Gold-Catalyzed Cascade Cyclization.
    Sugimoto, K.; Toyoshima, K.; Nonaka, S.; Kotaki, K.; Ueda, H.; Tokuyama, H.
    Angew. Chem. Int. Ed. 2013, 52, 7168-7171. (Highlighted in Synfacts 2013)
  39. Enantiocontrolled Total Synthesis of (?)-Mersicarpine.
    Iwama, Y.; Okano, K.; Sugimoto, K.; Tokuyama, H.
    Chem. Eur. J. 2013, 19, 9325-9334.
  40. Stereoselective Total Synthesis of (-)-Batzellasides A, B, and C.
    Okaki, T.; Fujimura, R.; Sekiguchi, M.; Zhou, D.; Sugimoto, K.; Minato, D.; Matsuya, Y.; Kato, A.; Adachi, I.; Tezuka, Y.; Saporito, R. A.; Toyooka, N.
    Eur. J. Org. Chem. 2013, 2841-2848.
  41. Rational Design and Synthesis of 4-Substituted 2-Pyridin-2-ylamides with Inhibitory Effects on SH2 Domain-containing Inositol 5'-Phosphatase 2 (SHIP2).
    Ichihara, Y.; Fujimura, R.; Tsuneki, H.; Wada, T.; Okamoto, K.; Gouda, H.; Hirono, S.; Sugimoto, K.; Matsuya, Y.; Sasaoka, T.; Toyooka, N.
    Eur. J. Med. Chem. 2013, 62, 649-668.
  42. Synthesis and Antitumor Evaluation of Arctigenin Derivatives Based on Antiausterity Strategy.
    Kudou, N.; Taniguchi, A.; Sugimoto, K.; Matsuya, Y.; Kawasaki, M.; Toyooka, N.; Miyoshi, C.; Suresh, A.; Dya, F. D.; Esumi, H.; Kadota, S.; Tezuka, Y.
    Eur. J. Med. Chem. 2013, 60, 76-88.
  43. A Novel Compound, Denosomin Ameliorates Spinal Cord Injury via Axonal Growth Associated with Astrocyte-secreted Vimentin.
    Teshigawara, K.; Kuboyama, T.; Shigyo, M.; Nagata, A.; Sugimoto, K.; Matsuya, Y.; Tohda, C.
    Br. J. Pharmacol. 2013, 168, 903-919.
  44. Novel Sequential 1,4-Brook Rearrangement?Wittig Reaction: New One-pot Approach for Silyl Dienol Ethers.
    Matsuya, Y.; Koiwai, A.; Minato, D.; Sugimoto, K.; Toyooka, N.
    Tetrahedron Lett. 2012, 53, 5955-5957.
  45. Efficient Approach to 1,2-Diazepines via Formal Diazomethylene Insertion into the C?C Bond of Cyclobutenones.
    Sugimoto, K.; Hayashi, R.; Nemoto, H.; Toyooka, N.; Matsuya, Y.
    Org. Lett. 2012, 14, 3510-3513.
  46. Ring-Expansion Reaction of Oximes with Aluminum Reductants.
    Cho, H.; Iwama, Y.; Mitsuhashi, N.; Sugimoto, K.; Okano, K.; Tokuyama, H.
    Molecules, 2012, 17, 7348-7355.
  47. Synthesis and Biological Evaluation of Optically Active Ki16425.
    Sato, T.; Sugimoto, K.; Inoue, A.; Okudaira, S.; Aoki, J.; Tokuyama, H.
    Bioorg. Med. Chem. Lett. 2012, 22, 4323-4326.
  48. Concise Total Synthesis of (?)-Mersicarpine.
    Iwama, Y.; Okano, K.; Sugimoto, K.; Tokuyama, H.
    Org. Lett. 2012, 14, 2320-2322. (Highlighted in Synfacts 2012)
  49. Synthesis of Dihydrofuran-fused Perhydrophenanthrenes Having a Phenolic Hydroxyl Group as a Novel Anti-Alzheimer's Disease Agent.
    Sugimoto, K.; Tamura, K.; Ohta, N.; Tohda, C.; Toyooka, N.; Nemoto, H.; Matsuya, Y.
    Bioorg. Med. Chem. Lett. 2012, 22, 449-452.
  50. Design, Synthesis, and Biological Evaluation of Novel (1-Thioxo-1,2,3,4-tetrahydro-β-carbolin-9-yl)acetic Acids as Selective Inhibitors for AKR1B1.
    Minehira, D.; Takeda, D.; Urata, H.; Kato, A.; Adachi, I.; Wang, X.; Matsuya, Y.; Sugimoto, K.; Takemura, M.; Endo, S.; Matsunaga, T.; Hara, A.; Koseki, J.; Narukawa, K.; Hirono, S.; Toyooka, N.
    Bioorg. Med. Chem. 2012, 20, 356-367.
  51. Dihydroazamacrosphelides: Syntheses and Apoptosis Inducing Activities.
    Sugimoto, K.; Kobayashi, Y.; Kondo, T.; Toyooka, N.; Nemoto, H.; Matsuya, Y.
    Heterocycles 2011, 83, 2823-2835.
  52. Synthesis of Aza-analogues of Macrosphelides via RCM Strategy and Their Biological Evaluation.
    Sugimoto, K.; Kobayashi, Y.; Hori, A.; Kondo, T.; Toyooka, N.; Nemoto, H.; Matsuya, Y.
    Tetrahedron 2011, 67, 7681-7685.
  53. Synthetic Studies toward Haouamine B: Construction of Indenotetrahydropyridone Skeleton.
    Okuyama, K.; Momoi, Y.; Sugimoto, K.; Okano, K.; Tokuyama, H.
    Synlett, 2011, 73?76.
  54. Regiospecific Rearrangement of Hydroxylamines to Secondary Amines using Diisobutylaluminum Hydride.
    Cho, H.; Sugimoto, K.; Iwama, Y.; Mitsuhashi, N.; Okano, K.; Tokuyama, H.
    Heterocycles, 2011, 82, 1633?1644.
  55. Regioselective Synthesis of Heterocycles containing Nitrogen Neighboring an Aromatic Ring by the Reductive Ring Expansion using Diisobutylaluminum Hydride (DIBALH) and Studies on the Reaction Mechanism.
    Cho, H.; Iwama, Y.; Sugimoto, K.; Mori, S.; Tokuyama, H.
    J. Org. Chem., 2010, 75, 627?636.
  56. Total Synthesis of (+)-Haplophytine.
    Ueda, H.; Satoh, H.; Matsumoto, K.; Sugimoto, K.; Fukuyama, T.; Tokuyama, H.
    Angew. Chem. Int. Ed., 2009, 48, 7600?7603. (Highlighted in Synfacts 2010)
  57. Regiospecific Synthesis of Unsubsituted Basic Skeletons of Heterocycles Containing Nitrogen Neighboring an Aromatic Ring by the Reductive Ring Expansion Reaction using Diisobutylaluminum Hydride.
    Cho, H.; Iwama, Y.; Sugimoto, K.; Kwon, E.; Tokuyama, H.
    Heterocycles, 2009, 78, 1183?1190.
  58. Synthesis of Vinyloxazolidinones by Palladium-catalyzed CO2-recycling Reaction of 4-(Benzylamino)-2-butenyl Carbonates.
    Yoshida, M.; Ohsawa, Y.; Sugimoto, K.; Tokuyama, H.; Ihara, M.
    Tetrahedron Lett., 2007, 48, 8678?8682.
  59. Palladium-catalyzed Three-component Coupling of Propargylic Oxiranes, Phenols and Carbon Dioxide.
    Yoshida, M.; Murao, T.; Sugimoto, K.; Ihara, M.
    Synlett, 2007, 575?578.
  60. Ruthenium-catalyzed Ring Expansion Reaction of 1-Acetylenylcyclobutanols with Methyl Vinyl Ketone.
    Sugimoto, K.; Yoshida, M.; Ihara, M.
    Synlett, 2006, 1923?1927.
  61. Palladium-catalyzed Ring Expansion Reaction of (Z)-1-(1,3-butadienyl)cyclobutanols with Aryl Iodides. Stereospecific Synthesis of (Z)-2-(3-Aryl-1-propenyl)cyclopentanones.
    Yoshida, M.; Sugimoto, K.; Ihara, M.
    Org. Lett., 2004, 6, 1979?1982.
  62. Ruthenium Catalyzed Dimerization-Ring Expansion Reaction of Acetylenylcyclobutanols.
    Yoshida, M.; Sugimoto, K.; Ihara, M.
    ARKIVOC, 2003, xiii, 35?44.
  63. Stereoselective Synthesis of a-Disubstituted Cyclopentanones by Palladium-catalyzed Rearrangement of Allenylcyclobutanols with Aryl Halides.
    Yoshida, M.; Sugimoto, K.; Ihara, M.
    Tetrahedron, 2002, 58, 7839?7846.
  64. Ruthenium-catalyzed Ring Expansion Reaction of Allenylcyclobutanols.
    Yoshida, M.; Sugimoto, K.; Ihara, M.
    Tetrahedron Lett., 2001, 42, 3877?3888.
  65. Palladium-catalyzed Stereospecific Ring Expansion Reaction of Allenylcyclobutanols with Aryl Iodides: A Novel Route to the a-substituted Cyclopentanones with Quaternary Carbon Stereocenters.
    Yoshida, M.; Sugimoto, K.; Ihara, M.
    Tetrahedron Lett., 2000, 41, 5089?5092.

Reviews and Accounts (Sugimoto)

  1. 連続反応を基盤とした含窒素複素環の新規構築法の開発
    （平成29年度日本薬学会北陸支部学術奨励賞受賞記念総説）
    杉本健士
    薬学雑誌　2018, 138, 1151?1161.
  2. つくってみたらこんなことが見えてきた　—多環式アルカロイドの不斉全合成—
    杉本健士、松谷裕二
    化学 2017, 72, 64-65.
  3. 最小の芳香環が大きな後押し！新たな有機超塩基・シクロプロペンイミン
    杉本健士
    ファルマシア、2013, 49, 65.
  4. 転位反応を基盤とした連続反応の開発研究
    （平成22年度日本薬学会東北支部奨励賞受賞記念総説）
    杉本健士
    薬学雑誌、 2011, 131, 1563-1573.
  5. ついに合成！難攻不落のアザジラクチン
    杉本健士、徳山英利
    化学、 2007, 62, 70-71.
ページトップ