発表論文

2024年

Kawakubo, M., Inoh, Y., Murata, Y., Matsumura, M., Furuno, T., Yasuike, S. Novel mono substituted pyridoimidazoisoquinoliniums via a silver-catalyzed intramolecular cyclization and their applications in cellular imaging. RSC Adv., 14, 9758-9762 (2024).

2023年

Kawakubo, M., Inoh, Y., Inaguma, Y., Kokubugata, R., Murata, Y., Matsumura, M., Furuno, T., Yasuike, S. Synthesis and intracellular localization of 5,6-disubsutituted pyrido[1′,2′;2,3]imidazo[5,1-a]isoquinolinium iodides. ChemistrySelect, 8, e202303017 (2023).

Murata, Y., Nishi, Y., Matsumura, M., Yasuike, S. Palladium-Catalyzed Cross-coupling Reaction of Bis(cyclopentadienyl)diaryltitaniums with Terminal Alkynes. Reactions, 4, 657-666 (2023).
Selected as Highlighted paper.

Matsumura, M., Nakamura, A., Yanagida, A., Murata, Y., Yasuike, S. Copper-catalyzed three-component reaction of pyrazol-3-ones (antipyrine), triarylbismuthines, and selenium: Synthesis of 4-selanylpyrazol-3-ones. Tetrahedron, 142, 133526 (2023).

Matsumura, M., Nojima, H., Kitamura, Y., Murata, Y., Yasuike, S. Palladium-catalyzed C-H arylation of quinoxalin-2(1H)-ones with triarylantimony difluorides. J. Organometalic. Chem., 989, 122639 (2023).

Hara, T., Konishi, T., Yasuike, S., Fujiwara, Y., Yamamoto, C., Kaji, T. Sb-Phenyl-N-methyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine induces perlecan core protein synthesis in cultured vascular endothelial cells. Int. J. Mol. Sci., 24, 3656-546 (2023).

2022年

Takasawa, R., Jona, A., Inoue, M., Azuma, M., Akahane, H., Ueno, Y., Nakagawa, Y., Chimori, R., Mano, Y., Murata, Y., Yasuike, S., Kaji, T. Triphenylbismuth dichloride inhibits human glyoxalase I and induces cytotoxicity in cultured cancer cell lines. J. Toxicol. Sci., 47, 539-546 (2022).

Koyanagi, A., Murata, Y., Hayakawa, S., Matsumura, M., Yasuike, S. One-pot synthesis of 2-arylated and 2-alkylated benzoxazoles and benzimidazoles based on triphenylbismuth dichloride-promoted desulfurization of thioamides. Beilstein J. Org. Chem., 18, 1479-1487 (2022).

Kawakubo, M., Inaguma, Y., Murata, Y., Matsumura, M., Yasuike, S. Synthesis of novel 5-iodopyrido[1',2';2,3]imidazo[5,1-a]isoquinolinium iodides from 2-(2-ethynylphenyl)imidazo[1,2-a]pyridines via iodocyclization. Tetrahedron Lett., 105, 154054 (2022).

Matsumura, M., Tsukada, K., Sugimoto, K., Murata, Y., Yasuike, S. Synthesis of novel alkynyl imidazopyridinyl selenides: copper-catalyzed tandem selenation of selenium with 2-arylimidazo[1,2-a]pyridines and terminal alkynes. Beilstein J. Org. Chem., 18, 863-871 (2022).

Matsumura, M., Kamiya, T., Kawakubo, M., Hayashi, Y., Hyodo, T., Murata, Y., Yamaguchi, K., Yasuike, S. Synthesis and optical properties of azuleno[1,2-b]benzothiophene and selenophene. Heterocycles, 105, 337-342, (2022).

Murata, Y., Tsuchida, S., Nezaki, R., Kitamura, Y., Matsumura, M., Yasuike, S. Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils. RSC Adv., 12, 14502, (2022).

2021年

Murata, Y., Otake, N., Sano, M., Matsumura, M., Yasuike, S. Copper-catalyzed C−H selenation of 2-substituted benzo[b]furans with diaryl diselenides: Synthesis of 2-substituted 3-selanylbenzo[b]furan derivatives. Asian J. Org. Chem., 10, 2975-2981 (2021).
Selected as a Front Cover Picture.

Hara, T., Okazaki, T., Hashiya, T., Nozawa, K., Yasuike, S., Kurita, J. Yamamoto, C. Hamada N. Kaji, T. Effects of substitution on cytotoxicity of diphenyl ditelluride in cultured vascular endothelial cells. Int. J. Mol. Sci., 22, 10520 (2021).

Murata, Y., Izawa, M., Koyanagi, A., Hayashi, Y., Hyodo, T., Matsumura, M., Yamaguchi, K., Yasuike, S. Construction of dibenzo[d,f][1,3]oxazepine skeleton from 2'-amino-2-hydroxybiphenyl and isothiocyanates via iodine-mediated cyclodesulfurization. Tetrahedron Lett., 73, 153142 (2021).

Matsumura, M., Teramoto, T., Kawakubo, M., Kawahata. M., Murata, Y., Yamaguchi, K., Uchiyama, M., Yasuike, S. Synthesis, structural characterization, and optical properties of benzo[f]naphtho[2,3-b]phosphoindoles. Beilstein J. Org. Chem., 17, 671-677 (2021).

Matsumura, M., Matsuhashi, Y., Kawakubo, M., Hyodo. T., Murata, Y., Kawahata, M., Yamaguchi, K., Yasuike, S. Synthesis, structural characterization, and optical properties of benzene-fused tetracyclic and pentacyclic stiboles. Molecules, 26, 222 (2021).

Kitamura, Y., Murata, Y., Iwai, M., Matsumura, M., Yasuike, S. Palladium-catalyzed C−H arylation of benzofurans with triarylantimony difluorides for the synthesis of 2-arylbenzofurans. Molecules, 26, 97 (2021).

2020年

Murata, Y., Kakusawa, N., Arakawa, Y., Hayashi, Y., Morinaga, S., Ueda, M., Hyodo, T., Matsumura, M., Yamaguchi, K., Kurita, J., Yasuike, S. Pd-catalyzed oxidative Heck-type arylation of vinyl ketones, alkenes, and acrylates with Sb-aryltetrahydrodibenz[c,f][1,5]azastibocines. J. Organomet. Chem., 928, 121545 (2020).

Murata, Y., Terazoe, A., Kiba, M., Kitamura, Y., Matsumura, M., Yasuike, S. Liebeskind-Srogl-type cross-coupling reaction of azole-2-thiones with triarylbismuthines: Synthesis of 2-arylazoles. Tetrahedron Lett., 61, 152152 (2020).

Murata, Y., Iwasa, H., Matsumura, M., Yasuike, S. Synthesis of nitriles via the iodine-mediated dehydrosulfurization of thioamides. Chem. Pharm. Bull., 68, 679-681 (2020).

Matsumura, M., Takahashi, T., Yamauchi, H., Sakuma, S., Hayashi, Y., Hyodo, T., Obata, T., Yamaguchi, K., Fujiwara, Y., Yasuike, S. Synthesis and anticancer activity of bis(2-arylimidazo[1,2-a]pyridin-3-yl) selenides and diselenides: the copper-catalyzed tandem C−H selenation of 2-arylimidazo[1,2-a]pyridine with selenium. Beilstein J. Org. Chem., 16, 1075-1083 (2020).

Kitamura, Y., Matsumura, M., Kato, Y., Murata, Y., Yasuike, S. Cascade synthesis of 4-arylcoumarins: Pd-catalyzed arylations and cyclizations with (E)-ethyl 3-(2-hydroxyaryl)acrylates and triarylantimony difluorides. Eur. J. Org. Chem., 2020, 1652-1657 (2020).
Selected as Very Important Paper (VIP)

2019年

Murata, Y., Asano, S., Kato, R., Kitamura, Y., Matsumura, M., Yasuike, S. Synthesis of 2-(arylsulfenyl)azoles by copper-catalyzed S-arylation of azole-2-thiones with triarylbismuthines. Catal. Commun., 132, 105808 (2019).

Hara, T., Nakano, S., Kitamura, Y., Yamamoto, C., Yasuike, S., Kaji, T. Intracellular accumulation-independent cytotoxicity of pentavalent organoantimony compounds in cultured vascular endothelial cells. J. Toxicol. Sci., 44, 845-848 (2019).
Pfizer Highly Cited Paper Award in The Japanese Society of Toxicology.

Kotani, K., Matsumura, M., Morita, Y., Tomida, J., Kutsuna, R., Nishino, K., Yasuike, S., Kawamura, Y. 13-(2-Methylbenzyl)berberine is a more potent inhibitor of MexXY-dependent aminoglycoside resistance than berberine. Antibiotics, 8, 212-224 (2019).

Matsumura, M., Kitamura, Y., Yamauchi, A., Kanazawa, Y., Murata, Y., Hyodo, T., Yamaguchi, K., Yasuike, S. Synthesis of benzo[d]imidazo[2,1-b]benzoselenoazoles: Cs2CO3-mediated cyclization of 1-(2-bromoaryl)benzimidazoles with selenium. Beilstein J. Org. Chem., 15, 2029-2035 (2019).

Matsumura, M., Kawahata, M., Muranaka, A., Hiraiwa, M., Yamaguchi, K., Uchiyama, M., Yasuike, S. Efficient synthesis, structural characterization, and optical properties of 6H-dibenzo[b,h]carbazole and its derivatives. Eur. J. Org. Chem., 2019, 3788-3793 (2019).

Fujie, T., Takenaka, F., Yoshida, E., Yasuike, S., Fujiwara, Y., Shinkai, Y., Kumagai, Y., Yamamoto, C., Kaji, T. Possible mechanisms underlying transcriptional induction of metallothionein informs by tris(pentafluorophenyl)stibane, tris(pentafluorophenyl)arsane, and tris(pentafluorophenyl)phosohane in cultured boving aortic endothelial cells. J. Toxicol. Sci., 44, 327-333 (2019).
Pfizer Highly Cited Paper Award in The Japanese Society of Toxicology.

Yamada, M., Matsumura, M., Sakaki, E., Yen, S.-y., Kawahata, M., Hyodo, T., Yamaguchi, K., Murata, Y., Yasuike, S. Copper-catalyzed three-component reaction of ethynylstibanes, organic azides, and selenium: A simple and efficient synthesis of novel selenides and diselenides having 1,2,3-triazole rings. Tetrahedron, 75, 1406-1414 (2019).

Murata, Y., Kanasaki, K., Kondo, K., Kakusawa, N., Matsumura, M., Yasuike, S. Visible-light-promoted Se-arylation of diaryl diselenides with 2-phenylimidazopyridines in the presence of ammonium iodide: Synthesis of 2-phenyl-3-(arylselanyl)imidazo[1,2-a]pyridines. Heterocycles, 99, 596-603 (2019).

Kitamura, Y., Murata, Y., Oguri, A., Matsumura, M., Kakusawa, N., Naka, H., Yasuike, S. Pd-catalyzed β-selective C−H arylation of thiophenes with triarylantimony difluorides. Asian J. Org. Chem., 8, 138-143 (2019).

2018年

Hara, T., Nonaka, Y., Yasuike, S., Kaji, T., Yamamoto, C. Structure-activity relationship of [1,5]azastibocines in cytotoxicity to vascular endothelial cells. J. Toxicol. Sci., 43, 735-740 (2018).

Yamada, M., Matsuura, D., Hasegawa, M., Murata, Y., Kakusawa, N., Matsumura, M., Yasuike, S. Copper-catalyzed cross-coupling reactions of 5-stibano-1,2,3-triazoles with bromoalkynes under aerobic conditions: Synthesis of 5-alkynyl-1,2,3-triazoles. J. Organomet. Chem., 871, 79-85 (2018).

Kondo, K., Matsumura, M., Kanasaki, K., Murata, Y., Kakusawa, N., Yasuike, S. Synthesis of 2-aryl-3-(arylselanyl)imidazo[1,2-a]pyridines: copper-catalyzed one-pot two-step Se-Arylation of selenium with imdazopyridines and triarylbismuthanes. Synthesis, 50, 2200-2210 (2018).
Highlighted as a Front Cover

Murata, Y., Matsumoto, N., Miyata, M., Kitamura, Y., Kakusawa, N., Matsumura, M., Yasuike, S. One-pot reaction for the synthesis of N-substituted 2-aminobenzoxazoles using triphenylbismuth dichloride as cyclodesulfurization reagent. J. Organomet. Chem., 859, 18-23 (2018).

Yamada, M., Takahashi, T., Hasegawa, M., Matsumura, M., Ono, K., Fujimoto, R., Kitamura, Y., Murata, Y., Kakusawa, N., Tanaka, M., Obata, T., Fujiwara, Y., Yasuike, S. Synthesis, antitumor activity, and cytotoxicity of 4-substituted 1-benzyl-5-diphenylstibano-1H-1,2,3-triazoles. Bioorg. Med. Chem. Lett., 28, 152-154 (2018).

Yamada, M., Matsumura, M., Takino, F., Murata, Y., Kurata, Y., Kawahata, M., Yamaguchi, K., Kakusawa, N., Yasuike, S. Synthesis of fully functionalized 5-selanyl-1,2,3-triazoles: Copper-catalyzed three-component reaction of ethynylstibanes, organic azides, and diaryl diselenides. Eur. J. Org. Chem., 2018, 170-177 (2018).

2017年

Murata, Y., Sugawara, Y., Matsumura, M., Kakusawa, N., Yasuike, S. Microwave-assisted debromination of α-bromoketones with triarylstibanes in water. Chem. Pharm. Bull., 65, 1081-1084 (2017).

Matsumura, M., Yamada, M., Muranaka, A., Kanai, M., Kakusawa, N., Hashizume, D., Uchiyama, M., Yasuike, S. Synthesis and photophysical properties of novel benzophospholo[3,2-b]indole derivatives. Beilstein J. Org. Chem., 13, 2304-2309 (2017).

Horibe, S., Kawauchi, S., Yasuike, S., Mizuno, S., Kato, I., Rikitake, Y. Anti-inflammatory effect of JBP485 on dextran sulfate sodium-induced colitis in mice. J. Biomed., 2, 101-108 (2017).

Kitamura, Y., Matsumura, M., Murata, Y., Yamada, M., Kakusawa, N., Tanaka, M., Okabe, H., Naka, H., Obata, T., Yasuike, S. A versatile synthesis of triarylantimony difluorides by fluorination of triarylstibanes with nitrosyl tetrafluoroborate and their antitumor activity. J. Fluor. Chem., 199, 1-6 (2017).

Yamada, M., Matsumura, M., Murata, Y., Kawahata, M., Saito, K., Kakusawa, N., Yamaguchi, K., Yasuike, S. Synthesis of 5-organostibano-1H-1,2,3-triazoles by Cu-catalyzed azide-alkyne cycloaddition and their application in the acyl-induced deantimonation for the preparation of fully substituted 5-acyl-1,2,3-triazoles. Tetrahedron, 73, 2614-2622 (2017).

Yamada, M., Matsumura, M., Kawahata, M., Murata, Y., Kakusawa, N., Yamaguchi, K., Yasuike, S. Antimony-lithium exchange reaction: Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by triazolyllithium with electrophiles. J. Organomet. Chem., 834, 83-87 (2017).

2016年

Matsumura, M., Sakata, Y., Iwase, A., Kawahata, M., Kitamura, Y., Murata, Y., Kakusawa, N., Yamaguchi, K., Yasuike, S. Copper-catalyzed tandem cyclization of 2-(2-iodophenyl)imidazo[1,2-a]pyridine derivatives with selenium: Synthesis of benzo[b]selenophene-fused imidazo[1,2-a]pyridines. Tetrahedron Lett., 57, 5484-5488 (2016).

Matsumura, M., Muranaka, A., Kurihara, R., Kanai, M., Yoshida, K., Kakusawa, N., Hashizume, D., Uchiyama, M., Yasuike, S. General synthesis, structure, and optical properties of benzothiophene-fused benzoheteroles containing Group 15 and 16 elements. Tetrahedron, 72, 8085-8090 (2016).

Fujie, T., Murakami, M., Yoshida, E., Yasuike S., Kimura, T., Fujiwara, Y., Yamamoto, C., Kaji, T. Transcriptional induction of metallothionein by tris(pentafluorophenyl)stibane in cultured bovine aortic endothelial cells. Int. J. Mol. Sci., 17, 1381 (2016).

Yamada, M., Matsumura, M., Uchida, Y., Kawahata, M., Murata, Y., Kakusawa, N., Yamaguchi, K., Yasuike, S. Copper-catalyzed [3+2] cycloaddition of (phenylethynyl)di-p-tolylstibane with organic azides. Beilstein J. Org. Chem., 12, 1309-1313 (2016).

Matsumura, M., Shibata, K., Ozeki, S., Yamada, M., Murata, Y., Kakusawa, N., Yasuike, S. Synthesis of unsymmetrical diaryl selenides: copper-catalyzed Se-arylation of diaryl diselenides with triarylbismuthanes. Synthesis, 48, 730-736 (2016).

Matsumura, M., Takada, R., Ukai, Y., Yamada, M., Murata, Y., Kakusawa, N., Yasuike, S. Synthesis of 2-arylquinoxalines: triarylstibane catalyzed oxidative cyclization of α-hydroxy ketones with 1,2-diamines under aerobic conditions. Heterocycles, 93, 75-83 (2016).
Highlighted in SYNFACTS, 2016, 12 (2), 0128.

Obata, T., Matsumura, M., Kawahata, M., Hoshino, S., Yamada, M., Murata, Y., Kakusawa, N., Yamaguchi, K., Tanaka, M., Yasuike S. Synthesis, structural characterization and antitumor activity of 2-(di-p-tolylstibano)- and 2-(di-p-tolylbismuthano)-N-p-tolylbenzamide. J. Organomet. Chem., 807, 17-21 (2016).

Matsumura, M., Kumagai, H., Murata, Y., Kakusawa, N., Yasuike, S., Simple and efficient copper-catalyzed synthesis of symmetrical diaryl selenides from triarylbismuthanes and selenium under aerobic conditions. J. Organomet. Chem., 807, 11-16 (2016).

2015年

Inoue, K., Urushibara, K., Kanai, M., Yura, K., Fujii, S., Ishigami-Yuasa, M., Hashimoto, Y., Mori, S., Kawachi, E., Matsumura, M., Hirano, T., Kagechika, H., Tanatani, A. Design and synthesis of 4-benzyl-1-(2H)-phthalazinone derivatives as novel androgen receptor antagonists. Eur. J. Med. Chem., 102, 310-319 (2015).

Matsumura, M., Yamada, M., Tsuji, T., Murata, Y., Kakusawa, N., Yasuike, S. Palladium-catalyzed cross-coupling reactions of triarylbismuthanes with terminal alkynes under aerobic conditions. J. Organomet. Chem., 794, 70-75 (2015).

Yasuike, S., Nakata, K., Qin, W., Matsumura, M., Kakusawa, N., Kurita, J. Synthesis of arylboronates by boron-induced ipso-deantimonation of triarylstibanes with boron trihalides and its application in one-pot two-step transmetallation/cross-coupling reactions. J. Organomet. Chem., 788, 9-16 (2015).

Kakusawa, N., Nakagawa, Y., Toshima, Y., Yasuike, S., Kurita, J. Preparation of acylthiophenes by iron(III) chloride catalyzed reactions of tris(2-thienyl)stibanes with acyl chlorides. Heterocycles, 91, 1170-1175 (2015).

Kohri, K., Yoshida, E., Yasuike, S., Fujie, T., Yamamoto, C., Kaji, T. The cytotoxicity of organobismuth compounds with certain molecular structures can be diminished by replacing the bismuth atom with an antimony atom in the molecules. J. Toxicol. Sci., 40, 321-327 (2015).
Pfizer Highly Cited Paper Award in The Japanese Society of Toxicology.

Murakami, M., Fujie, T., Matsumura, M., Yoshida, E., Yamamoto, C., Fujiwara, Y., Yasuike, S., Kaji, T. Comparative cytotoxicity of triphenylstibane and fluorine-substituted triarylpnictogens in cultured vascular endothelial cells. Fundam. Toxicol. Sci., 2, 61-66 (2015).

Matsumura, M., Dong Y., Kakusawa, N., Yasuike, S. Pd-Catalyzed P-arylation of triarylantimony dicarboxylates with dialkyl H-phosphites without a base: synthesis of arylphosphonates. Chem. Pharm. Bull., 63, 130-133 (2015).

Matsumura, M., Muranaka, A., Kakusawa, N., Kurita, J., Hashizume, D. Uchiyama, M., Yasuike, S. Synthesis and structural characterization of a novel organotellurium compound: dinaphtho[2,3-b;2',3'-d]tellurophene. Heterocycles, 90, 121-125 (2015).

2014年

Mori, S., Takagaki, R., Fujii, S., Matsumura, M., Tanatani, A., Kagechika, H. Lipase-catalyzed asymmetric acylation of boron cluster-containing secondary alcohols. Tetrahedron: Asymmetry, 25, 1505-1512 (2014).

Yasuike, S., Dong, Y., Kakusawa, N., Matsumura, M., Kurita, J. Simple base-free Miyaura-type borylation of triarylantimony diacetates with tetra(alkoxo)diborons under aerobic conditions. J. Organomet. Chem., 765, 80-85 (2014).

2013年

Matsumura, M., Tanatani, A., Kaneko, T., Azumaya, I., Masu, H., Hashizume, D., Kagechika, H., Muranaka A., Uchiyama, M. Synthesis of porphyrinylamide and observation of N-methylation induced trans-cis amide conformational alteration. Tetrahedron, 69, 10927-10932 (2013).

Matsumura, M., Tanatani, A., Azumaya, I., Masu, H., Hashizume, D., Kagechika, H., Muranaka A., Uchiyama, M. Unusual conformational preference of an aromatic secondary urea: Solvent-dependent open-closed conformational switching of N,N'-bis(porphyrinyl)urea. Chem. Comm., 49, 2290-2292 (2013).


総説・解説

安池修之: 生命科学研究における高周期典型元素化合物の魅力. 細胞, 54, 5-8 (2022).

村田裕基: ビスマス触媒を用いるアリールボロン酸からのアリールトリフラート類の合成. ファルマシア, トピックス(論文紹介) 57, 410 (2021).

松村実生: 銅触媒下で行うクロスカップリング反応やC−H活性化反応を利用したセレン含有化合物群の一般合成法の開発. 薬学雑誌, 140, 1101-1106 (2020).

安池修之: 高周期元素からバイオオルガノメタリクスへ. 理大科学フォーラム, 403, 6-7 (2018).

松村実生: 核内受容体の蛍光ラベル化によるアゴニストとアンタゴニストの識別. ファルマシア, トピックス(論文紹介) 51, 987 (2015).

スタッフ

愛知学院大学
薬学部 薬化学講座
教授:安池修之
講師:松村実生
講師:村田裕基

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愛知県名古屋市千種区楠元町
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愛知学院大学
愛知学院大学薬学部

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