帝京大学薬学部 研究室ページ | English
創薬化学研究室

論文リスト
1.
Atropodiastereoselective 5N-Acylation of 1,5-Benzodiazepin-2-ones with (S)-2-Phenyl-propanoyl and -butanoyl Chlorides. Funaki, K.; Tabata, H.; Nakazato, Y.; Takahashi, Y.; Tasaka, T.; Takahashi, H.; Natsugari, H.; Oshitari, T. J. Org. Chem., 87, 15289-15300 (2022)
2.
Proteomics-Based Transporter Identification by the PICK Method: Involvement of TM7SF3 and LHFPL6 in Proton-Coupled Organic Cation Antiport at the Blood?Brain Barrier. Kurosawa, T.; Tega, Y.; Uchida, Y.; Higuchi, K.; Tabata, H.; Sumiyoshi, T.; Kubo, Y.; Terasaki, T.; Deguchi, Y. Pharmaceutics, 14(8), 1683-1683 (2022)
3.
Axial chirality and affinity at the GABAA receptor of triazolobenzodiazepines. Tanaka, R,; Makino, K,; Tabata, H.; Oshitari, T.; Natsugari, H.; Takahashi, H. Bioorganic & Medicinal Chemistry, 64(15), 116758-116758 (2022)
4.
Atropisomeric Properties of N-acyl/N-sulfonyl 5H-dibenzo[b,d]azepin-7(6H)-ones. Namba, T.; Hotta, M.; Tabata, H.; Makino, K.; Oshitari, T.; Natsugari, H.; Takahashi, H. J. Org. Chem., 86(11), 7563?7578 (2021)
5.
Atropisomeric Properties of 9-Methyl-1,4-benzodiazepin-2-ones. Tanaka, R.; Makino, K.; Tabata, H.; Oshitari, T.; Natsugari, H.; Takahashi, H. Synthesis, 53(2), 4682-4688 (2021)
6.
Elucidation of the Active Conformation of Antiproliferative Sulfonamides, 5N-Arylsulfonyl-1,5-benzodiazepin-2-ones.Tabata, H. ; Funaki, K.; Tasaka, T.; Oshitari, T.; Takahashi, H.; Natsugari, H. J. Org. Chem., 84, 16338-16345 (2019)
7.
Atropisomeric and Conformational Properties of 6N-benzoyl- and 6N-p-tosyl-1,6-benzodiazocines: Comparison with Those of 1,5-Benzodiazepines. Tabata, H.; Murai, K.; Funaki, K.; Takemae, C.; Tasaka, T.; Oshitari, T.; Takahashi, H.; Natsugari, H. Heterocycles, 99, 566-581(2019).
8.
Atropisomerism in the 1,5-benzodiazepine nucleus: Effects of central chirality at C3 on the 1N-mesylation reaction. Tabata, H.; Tsuji, Y.; Yoneda, T.; Tasaka, T.; Oshitari, T.; Takahashi, H.; Natsugari, H. Synlett, 29, 2141-2146 (2018).
9.
Synthesis of 3-Aroylindoles as Intermediates of Cannabimimetics and Elucidation of Their Physicochemical Properties. Araki, K.; Makino, K.; Tabata, H.; Nakayama, H.; Zaitsu, K.; Oshitari, T.; Natsugari, H.; Takahashi, H. Heterocycles, 96, 910-920 (2018).
10.
Tolvaptan-Type Vasopressin Receptor Ligands: Important Role of Axial Chirality in the Active Form. Tabata, H.; Yoneda, T.; Oshitari, T.; Takahashi, H.; Natsugari, H. J, Med, Chem., 60, 4503-4509 (2017).
11.
Elucidation of the E-Amide Preference of N-Acyl Azoles. Takahashi, Y.; Ikeda, H.; Kanase, Y.; Makino, K.; Tabata, H.; Oshitari, T.; Inagaki, S.; Otani, Y.; Natsugari, H.; Takahashi, H.; Tomohiko O. J. Org. Chem., 82, 11370-11382 (2017).
12.
Catalytic asymmetric S-oxidation of N-benzoyl-1,5-benzothiazepines. Makino, K.; Yoneda, T.; Ogawa, R.; Kanase, Y.; Tabata, H.; Oshitari, T.; Natsugari, H.; Takahashi, H. Tetrahedron Lett., 58, 2885-2888 (2017).
13.
Electronic effects on the amide E-/Z- preference of N-benzoyl-carbazole derivatives. Kayama, S.; Tani, N.; Tabata, H.; Oshitari, T.; Natsugari, H.; Takahashi, H. Tetrahedron Lett., 57(22), 2395-2398 (2016).
14.
Stereochemistry of N-benzoyl-5-substituted-1-benzazepines revisited: Synthesis of the conformationally biased derivatives and revision of the reported structures. Tabata, H.; Yoneda, T.; Tasaka, T.; Ito, S.; Oshitari, T., Takahashi, H.; Natsugari; H. J. Org. Chem., 81, 3136-3148 (2016).
15.
Axial chirality originating in amide and sulfonamide structures: flexible stereochemistry of benzo-fused seven-membered-ring heterocycles. Tabata, H.; Yoneda, T.; Takahashi, H.; Natsugari; H. 有機合成化学協会誌, 74, 56-58 (2016)
16.
Organic chemistry helpful to pharmaceutical scientists(4)?: active stereochemistry of drug molecule - axial chirality and drug discovery. Takahashi, H.; Natsugari, H. Pharm Tech Japan 31(16), 39-42 (2015)
17.
Freezing the butterfly motion of carbamazepine derivatives. Kanase, Y.; Kuniyoshi, M.; Tabata, H.; Takahashi, Y.; Kayama, S.; Wakamatasu, S.; Oshitari, T.; Natsugari, H.; Takahashi, H. Synthesis, 47, 3907-3913 (2015).
18.
Stereochemical properties of N-benzoylated carbazole derivatives. Kayama, S.; Tabata, H.; Takahashi, Y.; Tani, N.; Wakamatasu, S.; Oshitari, T.; Natsugari, H.; Takahashi, H. Tetrahedron, 71, 7046-7053 (2015)
19.
Isolation of atropisomers of N-benzoylated pyrroles and imidazoles. Takahashi, Y.; Wakamatsu, S.; Tabata, H.; Oshitari, T.; Natsugari, H.; Takahashi, H. Synthesis, 47, 2125-2128 (2015).
20.
Preparataion of apolyclonal antibody that recognizes a unique galactoseb1-4fucose disaccharide epitope. Takeuchi, T.; Nishiyama, K.; Saito, S.; Tamura, M.; Fuwa T. J., Nishihara, S.; Takahashi, H.; Natsugari, H.; Arata, Y.; Kasai, .K. Carbohydrate Research, 412, 50-55 (2015)
21.
N-Benzoyl-1,5-benzothiazepine and Its S-Oxide as Vasopressin Receptor Ligands: Insight into the Active Stereochemistry around the Seven-Membered Ring. T. Yoneda, H. Tabata, T. Tasaka, T. Oshitari, H. Takahashi, H. Natsugari. J. Med. Chem., 58, 3268-3273 (2015)
22.
Development of a Therapeutic Agent for MenkesDisease: Solubilization of a Copper-Disulfiram Complex. Y. Hoshi, N. Tani, H. Tabata, S. Wakamatsu, M. Munakata, K. Maruyama, H. Kodama, T. Oshitari, H. Natsugari, H. Takahashi. YAKUGAKU ZASSHI, 135, 493-499 (2015)
23.
Purification of galectin-1 mutants using an immobilized Galactoseβ1-4Fucose affinity adsorbent. T. Takeuchi, M. Tamura, N. Ishii, H. Ishikida, S. Sugimoto, D. Suzuki, K. Nishiyama, H. Takahashi, H. Natsugari, Y. Arata. Protein Expr. Purif., 111, 82-86 (2015)
24.
Development of fluorous lipid-based nanobubbles for efficiently containing perfluoropropane. Y. Oda, R. Suzuki, T. Mori, H. Takahashi, H. Natsugari, D. Omata, J. Unga, H. Uruga, M. Seki, S. Kawakami, Y. Higuchi, F. Yamashita, M. Hashida, K. Maruyama. Int. J. Pharm., 487, 64-71 (2015)
25.
A Complete Gear System in N-Benzoyl-Carbazole Derivatives. H. Tabata, S. Kayama, Y. Takahashi, N. Tani, S. Wakamatsu, T. Tasaka, T. Oshitari, H. Natsugari, H. Takahashi. Org. Lett., 16, 1514-1517 (2014)
26.
N-Benzoyl- and N-Sulfonyl-1,5-benzodiazepines: Comparison of Their Atropisomeric and Conformational Properties. T. Yoneda, H. Tabata, J. Nakagomi, T. Tasaka, T. Oshitari, H. Takahashi, H. Natsugari. J. Org. Chem., 79, 5717-5727 (2014)
27.
Crystallization-Induced Diastereomeric Transformation of N-2'-t-Butyl-6'-iodobenzoyl-3- Bromocarbazole. S. Kayama, N. Tani, Y. Takahashi, H. Tabata, S. WalamatsuT. Oshitari, H. Natsugari, H. Takahashi. Chem. Pharm. Bull. 62, 836-838 (2014)
28.
Stereochemistrey of 1,5-Benzothiazepin-4-one S-Oxide: Insight into the Stereogenic Elements at the Sulur Atom and Axis. H. Tabata, T. Yoneda, T. Oshitari, H. Takahashi, H. Natsugari. J. Org. Chem., 78, 6264-6270 (2013)
29.
Conformation and Atropisomeric Properties of Indometacin Derivatives. S. Wakamatsu, Y. Takahashi, H. Tabata, T.Oshitari, N. Tani, I. Azumaya, Y. Katsumoto, T. Tanaka, S. Hosoi, H. Natsugari, H. Takahashi: Chem. Eur. J., 19, 7056-7063 (2013)
30.
Synthesis of monofluoromethylcyclopropanes from alkenes without using freons: novel synthesis of chlorofluoromethyl phenyl sulfide and its application in cyclopropanation. M. Kirihara, T. Ogata, A. Itou, S. Naito, M. Kishida, K. Yamazaki, H. Tabata, H. Takahashi. Chem. Lett., 42, 1377-1379 (2013)
31.
Incompatibility between meropenem injection and amino acid infusions caused by L-cysteine. F. Itagaki, C. Kudo, S. Katagiri, T. Oshitari, H. Takahashi, H. Natsugari, M. Watanabe. Iryo Yakugaku, 39, 521-527 (2013)
32.
Mammalian galectins bind Galactoseβ1-4Fucose disaccharide, a unique structural component of protostomial N-type glycoproteins. T. Takeuchi, M. Tamura, K. Nishiyama, J. Iwaki, J. Hirabayashi, H. Takahashi, H. Natsugari, Y. Arata, K. Kasai. Biochem. Biophys. Res. Commun., 436, 509-513 (2013)
33.
Structural basis of preferential binding of fucose-containing saccharide by the Caenorhabditis elegans galectin LEC-6. H. Makyio, T. Takeuchi, M. Tamura, K. Nishiyama, H. Takahashi, H. Natsugari, Y. Arata, K. Kasai, Y. Yamada, S. Wakatsuki, R. Kato. Glycobiology, 23, 797-805 (2013)
34.
Polymethoxyflavones as agents that prevent formation of cataract: Nobiletin congeners show potent growth inhibitory effects in human lens epithelial cells. Y. Miyata, T. Oshitari, Y. Okuyama, A. Shimada, H. Takahashi, H. Natsugari, H. Kosano. Bioorg. Med. Chem. Lett., 23, 183-187 (2013)
35.
Active Conformation of Seven-Membered-Ring Benzolactams as New ACAT Inhibitors: Latent Chirality at N5 in the 1,5-Benzodiazepin-2-one Nucleus. H. Tabata, N. Wada, Y. Takada, J. Nakagomi, T. Miike, H. Shirahase, T. Oshitari, H. Takahashi, H. Natsugari, Chem. Eur. J., 18, 1572-1576 (2012).
36.
The DC2,3 gene in Caenorhabditis elegans encodes a galectin that recognizes the galactose b1→4 fucose disaccharide unit. Y. Nemoto-Sasaki, S. Takai, T. Takeuchi, Y. Arata, K. Nishiyama, A. Yamada, H. Takahashi, H. Natsugari, K. Kasai, Biol. Pharm. Bull., 34, 1635-1639 (2011)
37.
Synthesis of New Galβ1→4Fuc Segments Useful for Biological Investigations; K. Nishiyama, A. Yamada, T. Takeuchi , Y. Arata, K. Kasai, T. Oshitari, H. Natsugari, H. Takahashi, Chem. Pharm. Bull., 59, 1307-1310 (2011)
38.
B-Ring-modified and/or 5-demethylated nobiletin congeners: Inhibitory activity against pro-MMP-9 production; T. Oshitari, Y. Okuyama, Y. Miyata, H. Kosano, H. Takahashi, H. Natsugari, Bioorg. Med. Chem., 19, 7085-7092 (2011)
39.
Acetyl Tributyl Citrate, the Most Widely Used Phthalate Substitute Plasticizer, Induces Cytochrome P450 3A through Steroid and Xenobiotic Receptor; A. Takeshita, J. Igarashi-Migitaka, K. Nishiyama, H. Takahashi, Y. Takeuchi, N. Koibuchi, Toxicol. Sci., 123, 460-470 (2011)
40.
Sugar-Binding Properties of the Two Lectin Domains of LEC-1 with Respect to the Galβ1-4Fuc Disaccharide Unit Present in Protostomia Glycoconjugates; T. Takeuchi, K. Sugiura, K. Nishiyama, H. Takahashi, H. Natsugari, Y. Arata, K. Kasai,; Biol. Pharm. Bull., 34, 1134-1138 (2011)
41.
Caenorhabditis elegans proteins captured by immobilized Galb1-4Fuc disaccharide units: assignment of 3 annexins; T. Takeuchi, K. Nishiyama, A. Yamada, M. Tamura, H. Takahashi, H. Natsugari, J. Aikawa, K. Kojima-Aikawa, Y. Arata, K. Kasai, Carbohydr. Res., 346, 1837-1841 (2011)
42.
Nobiletin metabolites: Synthesis and inhibitory activity against matrix metalloproteinase-9 production. T. Oshitari, Y. Okuyama, Y. Miyata, H. Kosano, H. Takahashi, H. Natsugari, Bioorg. Med. Chem. Lett., 21, 4540-4544 (2011)
43.
Isolation and characterization of atropisomers of seven-membered-ring benzolactams. H. Tabata, N. Wada, Y. Takada, T. Oshitari, H. Takahashi, H. Natsugari, J. Org. Chem., 76, 5123-5131 (2011)
44.
Atropisomerism in the vaptan class of vasopressin receptor ligands: The active conformation recognized by the receptor. H. Tabata, J. Nakagomi, D. Morizono, T. Oshitari, H. Takahashi, H. Natsugari, Angew. Chem. Int. Ed., 50, 3075-3079 (2011)
45.
β-Galactosidases from Jack Bean and Streptococcus have different cleaving abilities towards fucose-containing sugars. T. Takeuchi, K. Sugiura, K. Nishiyama, H. Takahashi, H. Natsugari, Y. Arata, S.Natsuka, K. Kasai, Biol. Pharm. Bull., 34, 567-569 (2011)
46.
Atropisomerism observed in Indometacin derivatives. H. Takahashi, S. Wakamatsu, H. Tabata, T. Oshitari, A. Harada, K. Inoue, H. Natsugari, Org. Lett., 13, 760-763 (2011)
47.
Atropisomeric properties of 7-, 8-, and 9-membered-ring dibenzolactams: Conformation, thermal stability, and chemical reactivity. H. Tabata, H. Suzuki, K. Akiba, H. Takahashi, H. Natsugari, J. Org. Chem., 75, 5984-5993 (2010)
48.
Synthesis of fluorescence-labeled Gal?1-3Fuc and Gal?1-4Fuc as probes for the endogenous Glyco-Epitope recognized by Galectins in Caenorhabditis elegans. K. Nishiyama, A. Yamada, M. Takahashi, T. Takeuchi, K. Kasai, S. Kobayashi, H. Natsugari, H. Takahashi, Chem. Pharm. Bull., 58, 495-500 (2010)
49.
Novel glycosidation of a-D-altropyranosides. T. Nakayama, K. Nishiyama, H. Natsugari, H. Takahashi, Synthesis, 1, 43-48 (2010)
50.
Caenorhabditis elegans galectins LEC-6 and LEC-1 recognize a chemically synthesized Galβ1-4Fuc disaccharide unit which is present in Protostomia glycoconjugates. T. Takeuchi, K. Nishiyama, K. Sugiura, M. Takahashi, A. Yamada, S. Kobayashi, H. Takahashi, H. Natsugari, K. Kasai, Glycobiology, 19, 1503-1510 (2009)
51.
Azide-free synthesis of oseltamivir from L-methionine. T. Oshitari, T. Mandai, Synlett, 5, 787-789 (2009)
52.
Efficient asymmetric synthesis of oseltamivir from D-mannitol. T. Mandai, T. Oshitari, Synlett, 5, 783-786 (2009)
53.
Novel tryptamine-related substances, 5-sulphatoxydiacetyltryptamine, 5-hydroxydiacetyltryptamine, and reduced melatonin in human urine and the determination of those compounds, 6-sulphatoxymelatonin, and melatonin with fluorometric HPLC. M. Minami, H. Takahashi, H. Inagaki, Y. Yamano, S. Onoue, S. Matsumoto, T. Sasaki, K. Sakai, J. Chromato. B, 887, 814-822 (2009)
54.
Identification of trimannoside-recognizing peptide sequences from a T7 phage display screen using a QCM device. K. Nishiyama, Y. Takakusagi, T. Kusayanagi, Y. Matsumoto, S. Habu, K. Kuramochi, F. Sugawara, K. Sakaguchi, H. Takahashi, H. Natsugari, S. Kobayashi, Bioorg. Med. Chem., 17, 195-202 (2009)
55.
Leaching of the plasticizer, acetyl tributyl citrate: (ATBC) from plastic kitchen wrap. K. Nara, K. Nishiyama, H. Natsugari, A. Takeshita, H. Takahashi, J. Health Science, 55, 282-284 (2009)
56.
Novel synthesis of oligosaccharides linked with carbamate and urea bonds utilizing modified Curtius rearrangement. D. Sawada, S. Sasayama, H. Takahashi, S. Ikegami, Tetrahedron, 64, 8780-8788 (2008)
57.
Synthesis of ether-linked sugar by nucleophilic opening of carbohydrate oxiranes. K. Nishiyama, T. Nakayama, H. Natsugari and H. Takahashi, Synthesis, 23, 3761-3768 (2008)
58.
Atropisomeric properties of dibenzo[b,d]azepin-6-one nucleus. H. Tabata, K. Akiba, S. Lee, H. Takahashi, and H. Natsugari, Org. Lett., 10, 4871-4874 (2008)
59.
Axial chirality and affinity at the GABAA receptor of pyrimido[1,2-a][1,4]benzodiazepines and related compounds. S. Lee, T. Kamide, H. Tabata, H. Takahashi, and H. Natsugari, Bioorg. Med. Chem., 16, 9519-9523 (2008)
60.
Characterization of the reaction between sialic acid (N-acetylneuraminic acid) and hydrogen peroxide. R. Iijima, H. Takahashi, S. Ikegami, and M. Yamazaki, Bio. & Phar. Bull., 30, 580-583 (2007)
61.
Nobel synthesis of carbamate-linked oligosaccharides based on modified Curtius rearrangement. D. Sawada, S. Sasayama, H. Takahashi, and S. Ikegami, Euro. J. Org. Chem., 1064-1068 (2007)
62.
Diastereoselective synthesis of atropisomeric 3-(2-substituted -aryl)quinazolin-4-ones and their sstereochemical properties. T. Tokitoh, T. Kobayashi, E. Nakada, T. Inoue, S. Yokoshima, H. Takahashi, and H. Natsugari, Heterocycles. 70, 93-99 (2006)
63.
C-terminal fragment of presenilin is the molucular target of a dipeptidic γ-secretase-specific inhibitor DAPT(N-[N-(3,5-difluorophenacetyl)-L-alanyl]-S-phenylglycine t-butyl ester). Y. Morohashi, T. Kan, Y. Tominari, H. Fuwa, Y. Okamura, N. Watanabe, C. Sato, H. Natsugari, T. Fukuyama, T. Iwatsubo, and T. Tomita, J. Bio. Chem., 281, 14670-14676 (2006).
64.
Novel γ-secretase inhibitors discovered by library screening of in-house synthetic natural product intermediates. Y. Takahashi, H. Fuwa, A. Kaneko, M. Sasaki, S. Yokoshima, H. Koizumi, T. Takebe, T. Kan, T. Iwatsubo, T. Tomita, H. Natsugari, and T. Fukuyama. Bioorg. Med. Chem. Lett., 16, 3813-3816 (2006).
65.
Synthesis of biotinylated photoaffinity probes based on arylsulfonamide γ-secretase inhibitors. H. Fuwa, K. Hiromoto, Y. Takahashi, S. Yokoshima, T. Kqan, T. Fukuyama, T. Iwatsubo, T. Tomita, and H. Natsugari, Bioorg. Med. Chem. Lett., 16, 4184-4189 (2006)
著書リスト・その他
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わかりやすい化合物命名法、山本郁男、細井信造、夏苅英昭、高橋秀依、廣川書店(2008)
2.
ベーシック薬学教科書シリーズ5「有機化学」、夏苅英昭、高橋秀依 [編]、化学同人
3.
日本薬学会編・スタンダード薬学シリーズ3「化学系薬学U ターゲット分子の合成と生体分子・医薬品の化学」、夏苅英昭(分担編集、分担執筆)、東京化学同人(2005)
4.
日本薬学会編・スタンダード薬学シリーズ8「医薬品の開発と生産」、夏苅英昭(分担編集、分担執筆)、東京化学同人(2005)
5.
創薬化学、長野哲雄、夏苅英昭、原博編、東京化学同人(2004)
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Determination of lead compounds and its optimization. 3. Rple of organic chemistry., Hideaki. Natsugari, Jisedai Genomu Soyaku 2003
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トップ・ドラッグ-その合成ルートをさぐる-、大和田智彦、夏苅英昭 (J. サンダース著)、化学同人(2003)
8.
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9.
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10.
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11.
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有機化学、池上四郎、村上泰興編書、朝倉書店、1997
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14.
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15.
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16.
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19.
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