
庄司 満
Shoji Mitsuru
薬科学科/天然有機化学研究室、創薬研究センター長
【教授】
SDGsへの取り組み
最終学歴
東北大学大学院理学研究科博士課程修了
取得学位
博士(理学)
所属学会
有機合成化学協会、日本薬学会、日本化学会、日本プロセス化学会
現在の専門分野
機合成化学、天然物化学
最近の研究業績
(英文、全て査読あり)
1. Hirofumi Shimomura, Kiyofumi Wanibuchi, Kouichi Hosoda, Avarzed Amgalanbaatar, Mitsuru Shoji, Shunji Hayashi
Biomembranal Myristoyl-phosphatidylcholine as a Potential Target on the Cell Injury Activity of Vitamin D Decomposition Products to Eukaryotic Cells. Front. Biosci. (Landmark Ed), 2025, 38(8), 45142.
2. Hirofumi Shimomura, Kiyofumi Wanibuchi, Kouich Hosoda, Avarzed Amgalanbaatar, Mitsuru Shoji, Shunji Hayashi
A short review: The Biological Activity of Vitamin D and Its Decomposition Products. Molecular Biology Reports 2025, 52(1), 214.
3. Kiyofumi Wanibuchi, Kouichi Hosoda, Avarzed Amgalanbaatar, Masato Ihara, Motoki Takezawa, Yuki Sakai, Hisashi Masui, Mitsuru Shoji, Shunji Hayashi, Hirofumi Shimomura
Aspects for Development of Novel Antibacterial Medicines Using a Vitamin D3 Decomposition Product in Helicobacter pylori infection. J. Antibiot. 2023, 76(11), 665–672.
4. Misaki Umezawa, Shoji Aoki, Yoshinori Okuno, Yasuo Sato, Kiyofumi Wanibuchi, Mitsuru Shoji
Development of Polymer-immobilised Acridinium Catalyst and Its Application in Photoinduced 1,4-Addition to α,β-Unsaturated Carbonyl Compounds. Tetrahedron Lett. 2023, 128, 154698.
5. Kouichi Hosoda, Kiyofumi Wanibuchi, Avarzed Amgalanbaatar, Mitsuru Shoji, Shunji Hayashi, Hirofumi Shimomura
A Novel Role of Catalase in Cholesterol Uptake of Helicobacter pylori. Steroids 2023, 191, 109158.
6. Hisashi Masui, Kohei Naito, Mai Minoshima, Akira Kusayanagi, Sae Yosugi, Mitsuru Shoji, Takashi Takahashi
Efficient Synthesis of 5-(Hydroxymethyl)piperazin-2-ones Using Automatically Prepared Chiral Bromocarboxylic Acid and Garner’s Aldehyde as Versatile Building Blocks. Bioorg. Med. Chem. Lett. 2021, 40, 127961.
7. Kiyofumi Wanibuchi, Kouichi Hosoda, Avarzed Amgalanbaatar, Yoshikazu Hirai, Mitsuru Shoji, Hirofumi Shimomura
A Short Review, Effect of Dimethyl-β-cyclodextrin on the Interaction between Helicobacter pylori and Steroidal Compounds. Heliyon 2021, 7(4), e06767.
8. Toshiya Hirahama, Misaki Umezawa, Mitsuru Shoji
Photoredox Michael Addition of Phenylmalononitrile onto α,β-Unsaturated Carboxylic Acid. Tetrahedron Lett. 2020, 61(18), 151824.
9. Kiyofumi Wanibuchi, Motoki Takezawa, Kouichi Hosoda, Avarzed Amgalanbaatar, Kentaro Tajiri, Yuki Koizumi, Sakura Niitsu, Hisashi Masui, Yuki Sakai, Mitsuru Shoji, Takashi Takahashi, Yoshikazu Hirai, Hirofumi Shimomura
Antibacterial Effect of Indene on Helicobacter pylori Correlates with Specific Interaction between Its Compound and Dimyristoyl-phosphatidylethanolamine. Chem. Phys. Lipids 2020, 227, 104871.
10. Shuichi Hagihara, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
Syntheses of Englerin A, a Potent Renal Cancer Inhibitor. Asian J. Org. Chem. 2019, 8(1), 48–62.
11. Toshiya Nagai, Kengo Hanaya, Shuhei Higashibayashi, Mitsuru Shoji, Takeshi Sugai
Synthesis of 3β-tert-Butyldimethylsiloxy-22-phenylthio-23,24-bisnorchola-5,9(11)-diene and Reductive Nucleophilic Attack to a Branched Aliphatic Aldehyde. Chem. Pharm. Bull. 2018, 66(3), 334–338.
12. Toshiya Nagai, Saki Sakurai, Naoki Natori, Manaka Hataoka, Takako Kinoshita, Hiroyoshi Inoue, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
Synthesis of Enantiomerically Enriched Drug Precursors and an Insect Pheromone via the Reduction of Ketones Using the Commercially Available Carbonyl Reductase Screening Kit “Chiralscreen® OH”. Bioorg. Med. Chem. 2018, 26(7), 1304–1313.
13. Ryuji Tsunekawa, Kengo Hanaya, Shuhei Higashibayashi, Mitsuru Shoji, Takeshi Sugai
Chemoenzymatic Approaches to the Synthesis of the (1S,2R)-Isomer of Benzyl 2-Hydroxycyclohexanecarboxylate. Molecular Catalysis 2018, 444, 84–89.
14. Shuichi Hagihara, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
Formal Synthesis of Englerin A Utilizing Regio- and Diastereoselective [4 + 3] Cycloaddition. J. Antibiot. 2018, 71(2), 257–262 (Invited for special issue).
15. Hisashi Masui, Masaru Takizawa, Yuki Sakai, Yasuhiro Kajiwara, Kiyofumi Wanibuchi, Mitsuru Shoji, Takashi Takahashi
Selective Monoprotection of Symmetrical Diols in a Flow Reactor. Int. J. Org. Chem. 2018, 8(2), 264–271.
16. Hisashi Masui, Eiki Honda, Sakura Niitsu, Mitsuru Shoji, Takashi Takahashi
Safe Hydroformylation of Aliphatic Alkene in a Flow Reactor. Int. J. Org. Chem. 2018, 8(1), 135–141.
17. Ban Fujitani, Kengo Hanaya, Shuhei Higashibayashi, Mitsuru Shoji, Takeshi Sugai
Construction of 2,6,9,11-Tetraoxatricyclo[6.2.1.03,8]undecane Containing 4-Keto-D-glucose Skeleton. Tetrahedron 2017, 73(51), 7217–7222.
18. Kazuaki Kuwata, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
Chemo-enzymatic Synthesis of (R)-5-Hydroxymethyl-2-isopropyl-5-methylcyclopent-1-en-1-yl Trifluoromethylsulfonate, a Potential Chiral Building Block for Multicyclic Terpenoids. Tetrahedron: Asymmetry 2017, 28(7), 964–968.
19. Kazuaki Kuwata, Kengo Hanaya, Shuhei Higashibayashi, Takeshi Sugai, Mitsuru Shoji
Synthesis of the 1,2-Seco Fusicoccane Diterpene Skeleton by Stille Coupling Reaction between the Highly Functionalized A and C Ring Segments of Cotylenin A. Tetrahedron 2017, 73(41), 6039–6045.
20. Hayato Okazaki, Yuji Ueda, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
Synthesis of Benzyl Tetra-O-acetyl-α-L-glucopyranoside from Benzyl 2,3-Dideoxy-β-D-erythro-hex-2-enopyranoside. Heterocycles 2017, 95(2), 862–871.
21. Yasunobu Yamashita, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
Preparation of (R)-3-Hydroxy-N-methylpiperidine, a Synthetic Key Intermediate of (R)-Mepenzolate, Based on the Lipase-catalyzed Resolution of the Racemic Form. Heterocycles 2017, 95(1), 370–379.
22. Yasunobu Yamashita, Alan Biard, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
Short-step Syntheses of Naturally Occurring Polyoxygenated Aromatics Based on Site-Selective Transformation. Biosci. Biotech. Biochem. 2017, 81(7), 1279–1284.
23. Miyu Furuta, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
Synthesis of trans,trans,cis-Fused Tetracyclic Skeleton via Radical Domino Cyclization. Tetrahedron 2017, 73(16), 2316–2322.
24. Kengo Hanaya, Kazuaki Matsumoto, Yuta Yokoyama, Mitsuru Shoji, Junko Kizu, Takeshi Sugai
Synthesis of Linezolid Metabolites PNU-142300 and PNU-142586 toward the Exploration of Metabolite-related Events. Chem. Pharm. Bull. 2017, 65(2), 194–199.
25. Yasunobu Yamashita, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
Simple Synthesis of Sakuranetin and Selinone via a Common Intermediate, Utilizing Complementary Regioselectivity in the Deacetylation of Naringenin Triacetate. Chem. Pharm. Bull. 2016, 64(7), 961–965.
26. Yasunobu Yamashita, Tohru Kurihara, Takanobu Horiguchi, Atsushi Miki, Mitsuru Shoji, Takeshi Sugai, Kengo Hanaya
Ex Situ Enantioconvergent Approaches for the Effective Use of UndesiredIsomers: Stereochemical Convergence of a Substrate with Multiple Chiral Centers and Recycling of a Decarboxylated Byproduct. Synthesis 2016, 48(14), 2191–2200.
27. Shun Hanamura, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
Synthesis of Acacetin and Resveratrol 3,5-Di-O-β-glucopyranoside Based on the Lipase-catalyzed Regioselective Deacetylation on Polyphenol Glycoside Peracetates as the Key Step. J. Mol. Catal. B: Enz. 2016, 128, 19–26.
28. Kengo Hanaya, Shohei Yoshioka, Shinya Ariyasu, Shin Aoki, Mitsuru Shoji, Takeshi Sugai
Development of a Novel Sulfonate Ester-based Prodrugs Strategy. Bioorg. Med. Chem. Lett. 2016, 26(2), 545–550.
29. Kazuki Yashiro, Mitsuru Shoji, Takeshi Sugai, Kengo Hanaya
New Synthesis of Artepillin C, a Prenylated Phenol, Utilizing Lipase-catalyzed Regioselective Deacetylation as the Key Step. Biosci. Biotechnol. Biochem. 2015, 79(12), 1926–1930.
30. Naoki Natori, Kaoruko Nakagawara, Mitsuru Shoji, Takeshi Sugai, Kengo Hanaya
Recognition of the Remote Chiral Center in Lipase-catalyzed Kinetic Resolution of [2-Methyl-2-(2’-naphthyl)-1,3-benzodioxol-4-yl]methyl Acetate, the Precursor of 2-Methyl-2-(2’-naphthyl)-1,3-benzodioxole-4-carboxylic Acid (MNB Carboxylic Acid). J. Mol. Catal. B: Enz. 2014, 109, 130–135.
31. Yasunobu Yamashita, Ken-Ichiro Tanaka, Teita Asano, Naoki Yamakawa, Daisuke Kobayashi, Tomoaki Ishihara, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai, Mitsuhito Wada, Tadaaki Mashimo, Yoshifumi Fukunishi, Tohru Mizushima
Synthesis and Biological Comparison of Enantiomers of Mepenzolate Bromide, a Muscarinic Receptor Antagonist with Bronchodilatory and Anti-inflammatory Activities. Bioorg. Med. Chem. 2014, 22(13), 3488–3497.
32. Miyu Furuta, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
Divergent Synthesis of Pseudoenantiomers for ABC-ring Moiety of Steroids. Tetrahedron Lett. 2014, 55(20), 3189–3191.
33. Kazuaki Kuwata, Masashi Suzuki, Yoshikazu Inami, Kengo Hanaya, Takeshi Sugai, Mitsuru Shoji
Stereoselective Synthesis of Scyphostatin Hydrophilic Moiety. Tetrahedron Lett. 2014, 55(17), 2856–2858.
34. Naoki Yamakawa, Koichiro Suzuki, Yasunobu Yamashita, Takashi Katsu, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai, Tohru Mizushima
Structure-activity Relationship of Celecoxib and Rofecoxib for the Membrane Permeabilizing Activity. Bioorg. Med. Chem. 2014, 22(8), 2529–2534.
35. Shigeru Ohba, Hayato Okazaki, Yuji Ueda, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
(–)-Benzyl 2,3-Dideoxy-β-D-erythro-hex-2-enopyranoside. Acta Cryst. Sect. E 2013, 69, o1811.
36. Kento Asami, Takuya Machida, Sonna Jung, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
Synthesis of (R)-Bambuterol Based on Asymmetric Reduction of 1-[3,5-Bis(dimethylcarbamoyloxy)phenyl]-2-chloroethanone with Incubated Whole Cells of W. californica. J. Mol. Catal. B: Enz. 2013, 97, 106–109.
37. Daisuke Tokoshima, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
Whole-cell Yeast-mediated Preparation of (R)-2-Chloro-1-(3-nitrophenyl)ethanol as a Synthetic Precursor for (R)-Phenylephrine. J. Mol. Catal. B: Enz. 2013, 97, 95–99.
38. Sho Inomata, Minoru Ueda, Takeshi Sugai, Mitsuru Shoji
Synthesis of Methyl epi-Anhydroquinate Utilizing [2,3]-Sigmatropic Rearrangment of Iodosoalkene. Chem. Lett. 2013, 42(10), 1273–1275.
39. Hayato Okazaki, Kengo Hanaya, Mitsuru Shoji, Noriyasu Hada, Takeshi Sugai
A New Route toward 2-Acetamido-4-O-methyl-2-deoxy-D-mannopyranose from a Ferrier Derivative of tri-O-Acetyl-D-glucal, Which Contributes to Aldolase-catalyzed Synthesis of Laninamivir (CS-8958). Tetrahedron 2013, 69(37), 7931–7935.
40. Yasunobu Yamashita, Kengo Hanaya, Takeshi Sugai, Tohru Mizushima, Mitsuru Shoji
Chemo-enzymatic Enantioconvergent Approach toward Ethyl Shikimate from Ethyl 5-Hydroxy-3,4-isopropylidenedioxycyclohex-1-enecarboxylate. Tetrahedron 2013, 69(31), 6527–6532.
41. Ryohei Kobayashi, Takasi Itou, Kengo Hanaya, Mitsuru Shoji, Noriyasu Hada, Takeshi Sugai
Chemo-enzymatic Transformation of Naturally Abundant Naringin to Luteolin, a Flavonoid with Various Biological Effects. J. Mol. Catal. B: Enz. 2013, 92, 14–18.
42. Ken-ichi Shimizu, Mina Tomita, Ken-ichi Fuhshuku, Takeshi Sugai, Mitsuru Shoji
Formal Synthesis of (+)-Madindoline A, a Potent IL-6 Inhibitor, Utilizing Enzymatic Discrimination of Quaternary Carbon. Nat. Prod. Commun. 2013, 8(7), 897–901 (Invited for special issue).
43. Eriko Suzuki, Minoru Ueda, Shigeru Ohba, Takeshi Sugai, Mitsuru Shoji
Stereoselective Construction of cis-Decalin Framework via Radical Domino Cyclization. Tetrahedron Lett. 2013, 54(12), 1589–1592.
44. Satoru Tamura, Sho Inomata, Makoto Ebine, Takahisa Genji, Izumi Iwakura, Makoto Mukai, Mitsuru Shoji, Takeshi Sugai, Minoru Ueda
Triazoyl-phenyl Linker System Enhancing the Aqueous Solubility of a Molecular Probe and its Efficiency in Affinity Labeling of a Target Protein for Jasmonate Glucoside. Bioorg. Med. Chem. Lett. 2013, 23(1), 188–193.
45. Shohei Taketomi, Masayoshi Asano, Toshinori Higashi, Mitsuru Shoji, Takeshi Sugai
Chemo-enzymatic Route for (R)-Terbutaline Hydrochloride Based on Microbial Asymmetric Reduction of a Substituted α-Chloroacetophenone Derivative. J. Mol. Catal. B: Enz. 2012, 84, 83–88.
46. Hitoshi Kasai, Tatsuya Murakami, Yoshikazu Ikuta, Yoshitaka Koseki, Koichi Baba, Hidetoshi Oikawa, Hachiro Nakanishi, Masahiro Okada, Mitsuru Shoji, Minoru Ueda, Hiroshi Imahori, Mitsuru Hashida
Creation of Pure Nanodrugs and Their Anticancer Properties. Angew. Chem. Int. Ed. 2012, 51(41), 10315–10318.
47. Ryohei Kobayashi, Kengo Hanaya, Mitsuru Shoji, Kazuo Umezawa, Takeshi Sugai
A Chemo-enzymatic Expeditious Route to Racemic Dihexanoyl (2R*,3R*,4R*)- Dehydroxymethylepoxyquinomycin (DHMEQ), the Precursor for Lipase-catalyzed Synthesis of the Potent NF-κB Inhibitor, (2S,3S,4S)-DHMEQ, Chem. Pharm. Bull. 2012, 60(9), 1220–1223.
48. Chika Abe, Takahiro Sugawara, Takuya Machida, Toshinori Higashi, Kengo Hanaya, Mitsuru Shoji, Chen Cao, Takuro Yamamoto, Tomoko Matsuda, Takeshi Sugai
Reduction of Acetophenones with Methyl Fluorines and a Bulky Group on the Aromatic Ring Using Microorganisms and Related Enzymes. J. Mol. Catal. B: Enz. 2012, 82, 86–91.
49. Miyu Furuta, Takeshi Sugai, Mitsuru Shoji
Stereoselective Approach to (2R,3S)- and (2R,3R)-1,2-(Cyclohexylidenedioxy)hept-6-en-3-ol by Microbial Reduction. J. Mol. Catal. B: Enz. 2012, 82, 8–11.
50. Hirokazu Shiheido, Fukiko Terada, Noriko Tabata, Ichigo Hayakawa, Nobutaka Matsumura, Hideaki Takashima, Yoko Ogawa, Wenlin Du, Taketo Yamada, Mitsuru Shoji, Takeshi Sugai, Nobuhide Doi, Shiro Iijima, Yutaka Hattori, Hiroshi Yanagawa
A Phthalimide Derivative that Inhibits Centrosomal Clustering is Effective on Multiple Myeloma. PLOS ONE 2012, 7(6), e38878.
51. Ryohei Kobayashi, Hanghang Huang, Manabu Hamada, Toshinori Higashi, Mitsuru Shoji, Takeshi Sugai
Examination of Spacer Effects on Stereochemical Recognition of a Remote Sterically Hindered Chiral Center in Lipase-catalyzed Acylation. J. Mol. Catal. B: Enz. 2012, 81, 52–57.
52. Minoru Ueda, Gangqiang Yang, Yasuhiro Ishimaru, Tetsuya Itabashi, Satoru Tamura, Hiromasa Kiyota, Shigefumi Kuwahara, Sho Inomata, Mitsuru Shoji, Takeshi Sugai
Hybrid Stereoisomers of a Compact Molecular Probe Based on a Jasmonic Acid Glucoside: Syntheses and Biological Evaluations. Bioorg. Med. Chem. 2012, 20(19), 5832–5843.
53. Yukihiro Niitsu, Masatoshi Hakamata, Yuko Goto, Toshinori Higashi, Mitsuru Shoji, Takeshi Sugai, Kazuo Umezawa
Chemoenzymatic Synthesis of (2R,3R,4R)-Dehydroxymethylepoxyquinomicin (DHMEQ), a New Activator of Antioxidant Transcription Factor Nrf2. Org. Biomol. Chem. 2011, 9(12), 4635–4641.
54. Toshinori Higashi, Chika Abe, Keiko Ninomiya, Takuya Machida, Nobuyuki Chishima, Shohei Taketomi, Miyu Furuta, Yoko Komaki, Yoshihiko Senba, Taeko Tokuda, Mitsuru Shoji, Takeshi Sugai
Chemo-enzymatic Synthesis of Both Enantiomers of 2-tert-Butyl-2-methyl-1,3-benzodioxole- 4-carboxylic (TBMB) Acid. Adv. Synth. Catal. 2010, 352(14-15), 2549–2558.
55. Manabu Hamada, Toshinori Higashi, Mitsuru Shoji, Kazuo Umezawa, Takeshi Sugai
Lipase-catalyzed Enantio- and Regioselective Transformation of 3-epi-Shikimic Acid Derivatives as the Key Step for the Entry of Polyoxygenated Carbacycles. J. Mol. Catal. B: Enz. 2010, 67(1–2), 78–84.
56. Yujiro Hayashi, Hirofumi Yamaguchi, Maya Toyoshima, Kotaro Okado, Takumi Toyo, Mitsuru Shoji
Formal Total Synthesis of Fostriecin by 1,4-Asymmetric Induction with an Alkyne-cobalt Complex. Chem. Eur. J. 2010, 16(33), 10150–10159.
57. Ken-ichi Shimizu, Maki Sakamoto, Manabu Hamada, Toshinori Higashi, Takeshi Sugai, Mitsuru Shoji
The Scope and Limitation of the Regio- and Enantioselective Hydrolysis of Aliphatic Epoxides Using Bacillus subtilis Epoxide Hydrolase, and Exploration toward Chirally Differentiated Tris(hydroxymethyl)methanol. Tetrahedron: Asymmetry 2010, 21(16), 2043–2049.
58. Manabu Hamada, Yukihiro Niitsu, Chihiro Hiraoka, Ikuko Kozawa, Toshinori Higashi, Mitsuru Shoji, Kazuo Umezawa, Takeshi Sugai
Chemoenzymatic Synthesis of (2S,3S,4S)-Form, the Physiologically Active Stereoisomer of Dehydroxymethylepoxyquinomicin (DHMEQ), a Potent Inhibitor on NF-B. Tetrahedron 2010, 66(35), 7083–7087.
59. Jordi Calveras, Yasuhito Nagai, Israt Sultana, Yuji Ueda, Toshinori Higashi, Mitsuru Shoji, Takeshi Sugai
New Chemo-enzymatic Route towards N-Acetylneuraminic Acid Derivatives with Alkyl Groups at C-7 Hydroxyl Group. Tetrahedron 2010, 66(24), 4284–4291.
60. Maki Sakamoto, Manabu Hamada, Toshinori Higashi, Mitsuru Shoji, Takeshi Sugai
Elaboration on the Access to (S)-4-(4-Methylbenzyl)oxy-3-hydroxybutanenitrile, a Key Intermediate for Statins, by Combining the Kinetic Resolution of Racemate and the Recycle of Undesired Enantiomer. J. Mol. Catal. B: Enz. 2010, 64(1), 96–100.
61. Manabu Hamada, Yoshikazu Inami, Yasuhito Nagai, Toshinori Higashi, Mitsuru Shoji, Seiichiro Ogawa, Kazuo Umezawa, Takeshi Sugai
Enzyme-catalyzed Resolution of 3,8-Dioxatricyclo[3.2.1.02,4]octane-6-carboxylic Esters and the Application to the Synthesis of 3-epi-Shikimic Acid. Tetrahedron: Asymmetry 2009, 20(18), 2105–2111.
62. Mitsuru Shoji, Eriko Suzuki, Minoru Ueda
Total Synthesis of (±)-5-Deoxystrigol via Reductive Carbon-carbon Bond Formation. J. Org. Chem. 2009, 74(10), 3966–3969.
63. Yujiro Hayashi, Mitsuru Shoji, Hayato Ishikawa, Junichiro Yamaguchi, Tomohiro Tamura, Hiroki Imai, Yosuke Nishigaya, Kenichi Takabe, Hideaki Kakeya, Hiroyuki Osada
The Asymmetric Total Synthesis of (+)-Cytotrienin A, an Ansamycin-type Anticancer Drug. Angew. Chem. Int. Ed. 2008, 47(35), 6657–6660.
64. Hiroshi Kamiyama, Takeo Usui, Hiroaki Sakurai, Mitsuru Shoji, Yujiro Hayashi, Hideaki Kakeya, Hiroyuki Osada
Epoxyquinol B, a Naturally Occurring Pentaketide Dimer, Inhibits NF-B Signaling by Crosslinking TAK1. Biosci. Biotech. Biochem. 2008, 72(7), 1894–1900.
65. Hiroshi Kamiyama, Takeo Usui, Masakazu Uramoto, Hiroshi Takagi, Mitsuru Shoji, Yujiro Hayashi, Hideaki Kakeya, Hiroyuki Osada
A Fungal Metabolite, Epoxyquinol B, Crosslinks Proteins by Epoxy-thiol Conjugation. J. Antibiot. 2008, 61(2), 94–97.
66. Yujiro Hayashi, Hirofumi Yamaguchi, Maya Toyoshima, Kotaro Okado, Takumi Toyo, Mitsuru Shoji
Formal Total Synthesis of Fostriecin via 1,4-Asymmetric Induction Using a Cobalt Alkyne Complex. Org. Lett. 2008, 10(7), 1405–1408.
67. Yujiro Hayashi, Hirofumi Yamaguchi, Maya Toyoshima, Satoshi Nasu, Koji Ochiai, Mitsuru Shoji
1,4-Asymmetric Induction Using a Cobalt Alkyne Complex. Organometallics 2008, 27(2), 163–165.
68. Hiroshi Kamiyama, Hideaki Kakeya, Takeo Usui, Kiyohiro Nishikawa, Mitsuru Shoji, Yujiro Hayashi, Hiroyuki Osada
Epoxyquinol B Shows Antiangiogenic and Antitumor Effects by Inhibiting VEGFR2, EGFR, FGFR, and PDGFR. Oncology Research 2008, 17(1), 11–21.
69. Nobuki Kato, Masayoshi Inada, Hirotaka Sato, Satoko Ito, Mitsuru Shoji, Minoru Ueda
Enantio-differential Approach Using Fluorescence-labeled Phyllanthurinolactone, a Leaf-closing Factor of Phyllanthus urinaria L. Tetrahedron Lett. 2007, 48(43), 7702–7705.
70. Seiji Aratake, Takahiko Itoh, Tsubasa Okano, Norio Nagae, Tatsunobu Sumiya, Mitsuru Shoji, Yujiro Hayashi
Highly Diastereo- and Enantioselective Direct Aldol Reactions of Aldehydes and Ketones Catalyzed by Siloxyproline in the Presence of Water. Chem. Eur. J. 2007, 13(36), 10246–10256.
71. Mitsuru Shoji
Total Synthesis of Epoxyquinonoid Natural Products. Bull. Chem. Soc. Jpn. 2007, 80(9), 1672–1690.
72. Mitsuru Shoji, Yujiro Hayashi
Chemistry of Epoxyquinols A, B, and C and Epoxytwinol A. Eur. J. Org. Chem. 2007, (23), 3783–3800.
73. Seiji Aratake, Takahiko Itoh, Tsubasa Okano, Takahiro Usui, Mitsuru Shoji, Yujiro Hayashi
Small Organic Molecule in Enantioselective, Direct Aldol Reaction "In Water". Chem. Commun. 2007, (24), 2524–2526.
74. Yujiro Hayashi, Tatsuya Urushima, Wataru Tsuboi, Mitsuru Shoji
L-Proline-catalyzed Enantioselective One-pot Cross-Mannich Reaction of Aldehydes. Nature Protocols 2007, 2(1), 113–118.
75. Yujiro Hayashi, Mitsuhiro Takeda, Mitsuru Shoji, Masataka Morita
Ultracentrifuge-mediated Diels–Alder Reaction in a Two-phase System of Water and Chloroform. Chem. Lett. 2007, 36(1), 68–69.
76. Yujiro Hayashi, Seiji Aratake, Takahiko Itoh, Tatsunobu Sumiya, Mitsuru Shoji
Dry and Wet Prolines for Asymmetric Organic Solvent-free Aldehyde-aldehyde and Aldehyde-ketone Aldol Reactions. Chem. Commun. 2007, (9), 957–959.
77. Mitsuru Shoji, Eisuke Kato, Yoko Nakamura, Tomohiko Fujii, Yoshiyuki Manabe, Minoru Ueda
Bioorganic Studies on Plant Movement, from Natural Products to Its Receptor. Chem. Rec. 2006, 6(6), 344–355.
78. Hiroaki Gotoh, Ryouhei Masui, Hiroshi Ogino, Mitsuru Shoji, Yujiro Hayashi
Enantioselective Ene Reaction of Cyclopentadiene and α,β-Enals Catalyzed by Diphenylprolinol Silyl Ether. Angew. Chem. Int. Ed. 2006, 45(41), 6853–6856.
79. Masayoshi Matsuzawa, Hideaki Kakeya, Junichiro Yamaguchi, Mitsuru Shoji, Rie Onose, Hiroyuki Osada, Yujiro Hayashi
Enantio- and Diastereoselective Total Synthesis of (+)-Panepophenanthrin, an Ubiquitin-activating Enzyme Inhibitor, and Biological Properties of Its New Derivatives. Chem. Asian J. 2006, 1(6), 845–851.
80. Yujiro Hayashi, Seiji Aratake, Tsubasa Okano, Junichi Takahashi, Tatsunobu Sumiya, Mitsuru Shoji
Combined Proline-Surfactant Organocatalyst for the Highly Diastereo- and Enantioselective Aqueous Direct Cross-Aldol Reaction of Aldehydes. Angew. Chem. Int. Ed. 2006, 45(33), 5527–5529.
81. Yujiro Hayashi, Masayoshi Matsuzawa, Junichiro Yamaguchi, Sayaka Yonehara, Yasunobu Matsumoto, Mitsuru Shoji, Daisuke Hashizume, Hiroyuki Koshino
Large Nonlinear Effect in the Enantiomeric Excess of Proline in Solution and in the Solid State. Angew. Chem. Int. Ed. 2006, 45(28), 4593–4597.
82. Isamu Shiina, Tadafumi Uchimaru, Mitsuru Shoji, Hideaki Kakeya, Hiroyuki Osada, Yujiro Hayashi
Computational Study on the Reaction Mechanism of the Key Thermal [4+4] Cycloaddition Reaction in the Biosynthesis of Epoxytwinol A. Org. Lett. 2006, 8(6), 1041–1044.
83. Yujiro Hayashi, Tatsunobu Sumiya, Junichi Takahashi, Hiroaki Gotoh, Tatsuya Urushima, Mitsuru Shoji
Highly Diastereo- and Enantioselective Direct Aldol Reactions in Water. Angew. Chem. Int. Ed. 2006, 45(6), 958–961.
84. Junichiro Yamaguchi, Maya Toyoshima, Mitsuru Shoji, Hideaki Kakeya, Hiroyuki Osada, Yujiro Hayashi
Concise, Enantio- and Diastereo-selective Total Synthesis of Fumagillol, RK-805, FR65814, Ovalicin and 5-Demethylovalicin, Using the Proline-mediated, Catalytic, Asymmetric α-aminoxylation. Angew. Chem. Int. Ed. 2006, 45(5), 789–793.
85. Yujiro Hayashi, Hiroaki Gotoh, Tomohiro Tamura, Hirofumi Yamaguchi, Ryouhei Masui, Mitsuru Shoji
Cysteine-Derived Organocatalyst in a Highly Enantioselective Intramolecular Michael Reaction. J. Am. Chem. Soc. 2005, 127(46), 16028–16029.
86. Mitsuru Shoji, Takao Uno, Hideaki Kakeya, Rie Onose, Hiroyuki Osada, Yujiro Hayashi
Enantio- and Diastereo-selective Total Synthesis of EI-1941–1, –2, and –3, Inhibitors of Interleukin-1β Converting Enzyme and Biological Properties of Their Derivatives. J. Org. Chem. 2005, 70(24), 9905–9915.
87. Yujiro Hayashi, Tatsuya Urushima, Mitsuru Shoji, Tadafumi Uchimaru, Isamu Shiina
The Direct, Enantioselective, One-pot, Three-component, Cross-Mannich Reaction of Aldehydes: The Reason for the Higher Reactivity of Aldimine versus Aldehyde in Proline-mediated Mannich and Aldol Reactions. Adv. Synth. Catal. 2005, 347(11–13), 1595–1604 (Invited for special issue dedicated to catalytic C-C bond formation).
88. Yujiro Hayashi, Tatsuya Urushima, Makoto Shin, Mitsuru Shoji
The Stereoselective Synthesis of α-Substituted β-Amino Secondary Alcohols Based on the Proline-Mediated, Asymmetric, Three-Component Mannich Reaction and Its Application to the Formal Total Synthesis of Nikkomycins B and Bx. Tetrahedron 2005, 61(48), 11393–11404 (Invited for special issue dedicated to multicomponent reactions).
89. Yujiro Hayashi, Mitsuru Shoji, Takasuke Mukaiyama Hiroaki Gotoh, Shinpei Yamaguchi, Munetaka Nakata, Hideaki Kakeya, Hiroyuki Osada
The First Asymmetric Total Synthesis of Synerazol, an Antifungal Antibiotic, and Determination of Its Absolute Stereochemistry. J. Org. Chem. 2005, 70(14), 5643–5644.
90. Yujiro Hayashi, Hiroaki Gotoh, Takaaki Hayashi, Mitsuru Shoji
Diphenylprolinol Silyl Ethers as Efficient Organocatalysts for the Asymmetric Michael Reaction of Aldehydes and Nitroalkenes. Angew. Chem. Int. Ed. 2005, 44(27), 4212–4215.
91. Junichiro Yamaguchi, Hideaki Kakeya, Takao Uno, Mitsuru Shoji, Hiroyuki Osada, Yujiro Hayashi
Determination by Asymmetric Total Synthesis of the Absolute Configuration of Lucilactaene, a Cell Cycle Inhibitor in p53-Transfected Cancer Cells. Angew. Chem. Int. Ed. 2005, 44(20), 3110–3115.
92. Yoko Nagumo, Hideaki Kakeya, Mitsuru Shoji, Yujiro Hayashi, Naoshi Dohmae, Hiroyuki Osada
Epolactaene Binds Human Hsp60 Cys442 Resulting in the Inhibition of Chaperone Activity. Biochem. J. 2005, 387(3), 835–840.
93. Yujiro Hayashi, Mitsuru Shoji, Satoshi Kishida
Synthesis of α- and/or γ-Benzoyloxy-α,β-enones from α-Iodo-α,β-enones. Tetrahedron Lett. 2005, 46(4), 681–685.
94. Mitsuru Shoji, Hiroki Imai, Makoto Mukaida, Ken Sakai, Hideaki Kakeya, Hiroyuki Osada, Yujiro Hayashi
Total Synthesis of Epoxyquinols A, B, and C and Epoxytwinol A and the Reactivity of a 2H-Pyran Derivative as the Diene Component in the Diels–Alder Reaction. J. Org. Chem. 2005, 70(1), 79–91.
95. Mitsuru Shoji, Takao Uno, Yujiro Hayashi
Stereoselective Total Synthesis of ent-EI-1941–2 and epi-ent-EI-1941–2. Org. Lett. 2004, 6(24), 4535–4538.
96. Yujiro Hayashi, Junichiro Yamaguchi, Kazuhiro Hibino, Tatsunobu Sumiya, Tatsuya Urushima, Mitsuru Shoji, Daisuke Hashizume, Hiroyuki Koshino
A Highly Active 4-Siloxyproline Catalyst for Asymmetric Synthesis. Adv. Synth. Catal. 2004, 346(12), 1435–1439.
97. Yujiro Hayashi, Tomohiro Tamura, Mitsuru Shoji
The Chiral Diamine Mediated Asymmetric Baylis–Hillman Reaction. Adv. Synth. Catal. 2004, 346(9–10), 1106–1110.
98. Yujiro Hayashi, Junichiro Yamaguchi, Tatsunobu Sumiya, Kazuhiro Hibino, Mitsuru Shoji
Direct Proline-Catalyzed Asymmetric α-Aminoxylation of Aldehydes and Ketones. J. Org. Chem. 2004, 69(18), 5966–5973.
99. Yoko Nagumo, Hideaki Kakeya, Junichiro Yamaguchi, Takao Uno, Mitsuru Shoji, Yujiro Hayashi, Hiroyuki Osada
Structure-Activity Relationships of Epolactaene Derivatives: Structural Requirements for Inhibition of Hsp60 Chaperon Activity. Bioorg. Med. Chem. Lett. 2004, 14(17), 4425–4429.
100. Yujiro Hayashi, Wataru Tsuboi, Mitsuru Shoji, Noriyuki Suzuki
Application of High Pressure, Induced by Water-Freezing, to the Direct Asymmetric Aldol Reaction. Tetrahedron Lett. 2004, 45(22), 4353–4356.
101. Mitsuru Shoji, Hiroki Imai, Isamu Shiina, Hideaki Kakeya, Hiroyuki Osada, Yujiro Hayashi
Different Reaction Modes for the Oxidative Dimerization of Epoxyquinols and Epoxyquinones. Importance of Intermolecular Hydrogen-Bonding. J. Org. Chem. 2004, 69(5), 1548–1556.
102. Yujiro Hayashi, Junichiro Yamaguchi, Tatsunobu Sumiya, Mitsuru Shoji
Direct Proline-Catalyzed Asymmetric α-Aminooxylation of Ketones. Angew. Chem. Int. Ed. 2004, 43(9), 1112–1115.
103. Yujiro Hayashi, Junichiro Yamaguchi, Kazuhiro Hibino, Mitsuru Shoji
Direct Proline Catalyzed Asymmetric α-Aminooxylation of Aldehydes. Tetrahedron Lett. 2003, 44(45), 8293–8296.
104. Yujiro Hayashi, Wataru Tsuboi, Itaru Ashimine, Tatsuya Urushima, Mitsuru Shoji, Ken Sakai
The Direct and Enantioselective, One-pot, Three-Component, Cross-Mannich reaction of Aldehydes. Angew. Chem. Int. Ed. 2003, 42(31), 3677–3680.
105. Hideaki Kakeya, Yasunobu Miyake, Mitsuru Shoji, Satoshi Kishida, Yujiro Hayashi, Takao Kataoka, Hiroyuki Osada
Novel Non-Peptide Inhibitors Targeting Death Receptor-Mediated Apoptosis. Bioorg. Med. Chem. Lett. 2003, 13(21), 3743–3746.
106. Mitsuru Shoji, Satoshi Kishida, Yusuke Kodera, Isamu Shiina, Hideaki Kakeya, Hiroyuki Osada, Yujiro Hayashi
Reaction Modes of Oxidative Dimerization of Epoxycyclohexenols. Tetrahedron Lett. 2003, 44(38), 7205–7207.
107. Yujiro Hayashi, Wataru Tsuboi, Mitsuru Shoji, Noriyuki Suzuki
Application of High Pressure Induced by Water-Freezing to the Direct Catalytic Asymmetric Three-Component List–Barbas–Mannich Reaction. J. Am. Chem. Soc. 2003, 125(37), 11208–11209.
108. Yujiro Hayashi, Mitsuru Shoji, Shinpei Yamaguchi, Takasuke Mukaiyama, Junichiro Yamaguchi, Hideaki Kakeya, Hiroyuki Osada
Asymmetric Total Synthesis of Pseurotin A. Org. Lett. 2003, 5(13), 2287–2290.
109. Yujiro Hayashi, Jun Kanayama, Junichiro Yamaguchi, Mitsuru Shoji
Diastereoselective Total Synthesis of Both Enantiomers of Epolactaene. J. Org. Chem. 2002, 67(26), 9443–9448.
110. Yujiro Hayashi, Masahiko Nakamura, Shigehiro Nakao, Tae Inoue, Mitsuru Shoji
The HfCl4 Mediated Diels–Alder Reaction of Furan. Angew. Chem. Int. Ed. 2002, 41(21), 4079–4082.
111. Yujiro Hayashi, Junichiro Yamaguchi, Mitsuru Shoji
The Diastereoelective Asymmetric Total Synthesis of NG-391, a Neuronal Cell-Protecting Molecule. Tetrahedron 2002, 58(49), 9839–9846.
112. Mitsuru Shoji, Satoshi Kishida, Mitsuhiro Takeda, Hideaki Kakeya, Hiroyuki Osada, Yujiro Hayashi
A Practical Total Synthesis of Both Enantiomers of Epoxyquinols A and B. Tetrahedron Lett. 2002, 43(50), 9155–9158.
113. Yujiro Hayashi, Kotaro Okado, Itaru Ashimine, Mitsuru Shoji
The Baylis-Hillman Reaction under High Pressure Induced by Water-Freezing. Tetrahedron Lett. 2002, 43(48), 8683–8686.
114. Mitsuru Shoji, Junichiro Yamaguchi, Hideaki Kakeya, Hiroyuki Osada, Yujiro Hayashi
Total Synthesis of (+)-Epoxyquinols A and B. Angew. Chem. Int. Ed. 2002, 41(17), 3192–3194.
115. Yujiro Hayashi, Mitsuru Shoji, Junichiro Yamaguchi, Kenji Sato, Shinpei Yamaguchi, Takasuke Mukaiyama, Ken Sakai, Yukihiro Asami, Hideaki Kakeya, Hiroyuki Osada
Asymmetric Total Synthesis of (–)-Azaspirene, a Novel Angiogenesis Inhibitor. J. Am. Chem. Soc. 2002, 124(41), 12078–12079.
116. Hisatoshi Uehara, Tohru Oishi, Masayuki Inoue, Mitsuru Shoji, Yoko Nagumo, Masashi Kosaka, Jean-Yves Le Brazidec, Masahiro Hirama
Convergent Synthesis of the HIJKLM Ring Fragment of Ciguatoxin CTX3C. Tetrahedron 2002, 58(32), 6493–6512.
117. Yujiro Hayashi, Yuji Miyamoto, Mitsuru Shoji
β-Ketothioester as a reactive Knoevenagel donor. Tetrahedron Lett. 2002, 43(22), 4079–4082.
118. Yujiro Hayashi, Mitsuhiro Takeda, Yuji Miyamoto, Mitsuru Shoji
Oxidative Double Bond Cleavage of α-Substituted Styrenes with Molecular Oxygen. Chem. Lett. 2002, (3), 414–415.
119. K. C. Nicolaou, Kenji Namoto, Andreas Ritzen, Trond Ulven, Mitsuru Shoji, Jim Li, Gina D’Amico, Dennis Liotta, Christopher T. French, Markus Wartmann, Karl-Heintz Altmann, Paraskevi Giannakakou
Chemical Synthesis and Biological Evaluation of cis- and trans-12,13-Cyclopropyl and 12,13-Cyclobutyl Epothilones and Related Pyridine Side Chain Analogues. J. Am. Chem. Soc. 2001, 123(38), 9313–9323.
120. Tohru Oishi, Hisatoshi Uehara, Yoko Nagumo, Mitsuru Shoji, Jean-Yves Le Brazidec, Masashi Kosaka, Masahiro Hirama
Practical Entry into the HIJKLM Ring Segment of Ciguatoxin CTX3C. Chem. Commun. 2001, (4), 381–382.
121. K. C. Nicolaou, Kenji Namoto, Jim Li, Andreas Ritzen, Trond Ulven, Mitsuru Shoji, Dan Zaharevitz, Rick Gussio, Dan L. Sackett, Rita D. Ward, Anne Hensler, Tito Fojo, Paraskevi Giannakakou
Synthesis and Biological Evaluation of 12,13-Cyclopropyl and 12,13-Cyclobutyl Epothilones. ChemBioChem 2001, 2(1), 69–75.
122. Tohru Oishi, Yoko Nagumo, Mitsuru Shoji, Jean-Yves Le Brazidec, Hisatoshi Uehara, Masahiro Hirama
Convergent Synthesis of the IJKLM Ring Fragment of Ciguatoxin CTX3C. Chem. Commun. 1999, (20), 2035–2036.
123. Tohru Oishi, Megumi Maruyama, Mitsuru Shoji, Kenji Maeda, Naomi Kumahara, Shin-ichiro Tanaka, Masahiro Hirama
Enantioselective Synthesis of the Medium Ring Ethers, Tetrahydrooxepin, Oxocane and Hexahydrooxonin, of Ciguatoxin. Extensive Ring-Expansion and Chemoenzymatic Desymmetrization Strategy. Tetrahedron 1999, 55(24), 7471–7498.
124. Tohru Oishi, Mitsuru Shoji, Naomi Kumahara, Masahiro Hirama
Stereoselective Synthesis of the LM Ring Moiety of Ciguatoxin: Reagent Control of Asymmetric Dihydroxylation. Chem. Lett. 1997, (9), 845–846.
125. Tohru Oishi, Mitsuru Shoji, Kenji Maeda, Naomi Kumahara, Masahiro Hirama
Extensive Ring-Expansion Strategy for the Enantioselective Synthesis of the Medium Ring Ethers, Oxepene, Oxocane, and Oxonene of Ciguatoxin. Synlett 1996, (12), 1165–1167.
(邦文)
126. 萩原秀一、花屋賢悟、須貝 威、庄司 満、「[4 + 3]付加環化を鍵反応とするエングレリンAの全合成」、化学工業、2020, 11(2), 79–82.
127. 古田未有、花屋賢悟、庄司 満、須貝 威、「微生物酵素触媒を高度に活用する—合成経路デザインにおける、基質分子工学と触媒探索の重要性—」、有機合成化学協会誌、2013, 71(3), 237–246.
128. 清水賢一、坂本真希、濱田 学、東 利則、庄司 満、須貝 威、「微生物酵素反応を活用するスタチン中間体の合成研究」、化学工業、2010, 61(6), 17–22.
129. 庄司 満、林 雄二郎、「エポキシキノール類の全合成:酸化的二量化反応と計算化学を利用した反応解析」、有機合成化学協会誌、2009, 67(2), 102–113.
130. 庄司 満、「生合成経路を模倣した血管新生阻害剤 epoxyquinol A, Bの全合成」、化学と工業、2004, 57(2), 111–114.
131. 庄司 満、「血管新生阻害剤 エポキシキノールA, Bの全合成」、理大 科学フォーラム、2004, 21(7), 25–31.
受賞
1. 第3回天然物化学談話会奨励賞
「生合成経路を模倣した血管新生阻害剤 epoxyquinol A, Bの全合成」
2. (山之内製薬)有機合成化学協会研究企画賞
「効率的3連続不斉中心構築法の開発と生物活性天然物への展開」
3. 第55回日本化学会進歩賞
「生合成経路を模倣した血管新生阻害活性を有する天然有機化合物の効率的全合成」
4. 16th Tetrahedron Symposium Elsevier Best Poster Prize
Formal synthesis of madindoline A utilizing enzymatic discrimination of quaternary carbon
著書及び総説
1. Yujiro Hayashi, Mitsuru Shoji
Catalysts for Fine Chemical Synthesis; Volume 5: Regio- and Stereo-controlled Oxidations and Reductions (Eds. S. M. Roberts and J. Whittall): John Wiley & Sons Ltd., Chichester 2007 (pp. 194–199).
2. Mitsuru Shoji, Yujiro Hayashi
Hydrogen Bonding in Organic Synthesis (Ed. P. M Pihko): Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 2009 (pp. 353–371).
3. Rakesh Kumar Parashar 著、柴田高範・小笠原正道・鹿又宣弘・斎藤慎一・庄司 満 訳
「合成有機化学—反応機構によるアプローチ」東京化学同人、2011年3月1日(pp. 1–128)
4. 有機合成化学協会 編
「天然物合成で活躍した反応—実験のコツとポイント」化学同人、2011年10月20日(執筆および査読)
5. 清水功雄・只野金一 共編
「ベーシックマスター有機化学」オーム社、2011年11月15日(pp.97–149)
6. 日本薬学会 編
「薬学用語辞典」東京化学同人、2012年3月23日
7. Mitsuru Shoji, Yujiro Hayashi
Modern Tools for the Synthesis of Complex Bioactive Molecules (Eds. J. Cossy and S. Arseniyadis): John Wiley & Sons Inc., Hoboken, New Jersey 2012 (pp. 189–212).
8. 久保陽徳・小島周二・増野匡彦 監修
「薬学生のための実習実験安全ガイド」東京化学同人、2013年10月25日(pp.98–103, 122–133)
9. Kazuaki Kuwata, Yasunobu Yamashita, Kengo Hanaya, Takeshi Sugai, Tohru Mizushima, Mitsuru Shoji
Studies in Natural Products Chemistry Volume 47 (Ed. Atta-ur-Rahman): Elsevier, Amsterdam, Netherlands 2016 (pp. 387–403).


