Laboratory of Medicinal Chemistry, Faculty of Pharmaceutical Sciences, Setsunan University
Address
Setsunan University
45-1, Nagaotoge-cho, Hirakata, Osaka

Published Papers
2023
Reactions using freons and halothane as
halofluoroalkyl/halofluoroalkenyl building blocks Yukiko Karuo, Atsushi Tarui, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote The Chemical Record, 2023, e202300029. |
2022
Rhodium-catalyzed intramolecular reductive aldol-type
cyclization: Application for the synthesis of a chiral necic acid
lactone Motoyuki Isoda, Kazuyuki Sato, Kenta Kameda, Kana Wakabayashi, Ryota Sato, Hideki Minami, Yukiko Karuo, Atsushi Tarui, Kentaro Kawai, Masaaki Omote Beilstein J. Org. Chem., 2022, 18, 1642–1648. Simple synthesis of multi-halogenated alkenes from 2-bromo-2-chloro-1,1,1-trifluoroethanehalothane (halothane) Yukiko Karuo, Atsushi Tarui, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote Beilstein J. Org. Chem., 2022, 18, 1567–1574. Fluorophenylalkyl-Substituted Cyanoguanidine Derivatives as Bacteria-Selective MATE Transporter Inhibitors for the Treatment of Antibiotic-Resistant Infections Susumu Shinya, Kentaro Kawai, Naoki Kobayashi, Yukiko Karuo, Atsushi Tarui, Kazuyuki Sato, Masato Otsuka, Masaaki Omote Bioorg. Med. Chem., 2022, 74, 117042. Discovery of benzyloxyphenyl- and phenethylphenyl-imidazole derivatives as a new class of ante–drug type boosters Kentaro Kawai, Jun Okada, Mizuki Nakae, Toshiki Tsujimura, Yukiko Karuo, Atsushi Tarui, Kazuyuki Sato, Shinji Yamashita, Makoto Kataoka, Masaaki Omote Bioorg. Med. Chem. Lett., 2022, 72, 128868. Synthesis of 2,2-difluoro-2-arylethylamines as fluorinated analogues of octopamine and noradrenaline Atsushi Tarui, Erika Kamata, Koji Ebisu, Yui Kawai, Ryota Araki, Takeshi Yabe, Yukiko Karuo, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote Heterocyclic Communications, 2022, 28, 26-34. |
2021
LCP:
Simple Representation of Docking Poses for Machine Learning: A
Case Study on Xanthine Oxidase Inhibitors Kentaro Kawai, Yoshitaka Asanuma, Toshiki Kato, Yukiko Karuo, Atsushi Tarui, Kazuyuki Sato, Masaaki Omote Molecular Informatics, 2021, 40, 2100245. [full-text] Importance of the azole moiety of cimetidine derivatives for the inhibition of human multidrug and toxin extrusion transporter 1 (hMATE1) Susumu Shinya, Kentaro Kawai, Atsushi Tarui, Yukiko Karuo, Kazuyuki Sato, Masaya Matsuda, Kazuyuki Kitatani, Naoki Kobayashi, Takeshi Nabe, Masato Otsuka, Masaaki Omote Chem. Pharm. Bull., 2021, 69, 905-912. Identification and Synthesis of DDI-6, a Quinolinol Analog Capable of Activating Both Caenorhabditis elegans and Mouse Spermatozoa Yukiko Karuo, Riona Shiraki, Ayaka Yoshida, Ryo Tsunokawa, Mayuko Nakahara-Yamada, Atsushi Tarui, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote, Hitoshi Nishimura Chem. Pharm. Bull., 2021, 69, 557-563. N-Acyltriazinedione; a Novel Acylating Reagent Synthesized from a Triazinone-Type Condensing Reagent Kohei Yamada, Jeongsu Lee, Mika Kota, Yukiko Karuo, Masanori Kitamura, Munetaka Kunishima Chem. Pharm. Bull., 2021, 69, 498-502. Ferulic acid alleviates abnormal behaviors in isolation-reared mice via 5-HT1A receptor partial agonist activity Ryota Araki, Akira Yasubuchi, Marina Ikegaya, Chihiro Hojo, Hayato Tachioka, Kentaro Kawai, Masaaki Omote, Ayami Kita, Takeshi Yabe Psychopharmacology, 2021, 238, 2147-2154. Proposal of novel potent inhibitors against androgen receptor based on ab initio molecular orbital calculations Shunya Nakamura, Ryosuke Saito, Shohei Yamamoto, Ittetsu Kobayashi, Ryosuke Takeda, Rie Suzuki, Kentaro Kawai, Midori Takimoto-Kamimura, Noriyuki Kurita J. Mol. Graph. Model., 2021, 107873. Effect of learning dataset for identification of active molecules: a case study of integrin αIIbβ3 inhibitors Kentaro Kawai, Mami Tomonou, Yume Machida, Yukiko Karuo, Atsushi Tarui, Kazuyuki Sato, Yoshiki Ikeda, Tatsuo Kinashi, Masaaki Omote Molecular Informatics, 2021, 40, 2060040. [full-text] Synthesis of aryl 2-bromo-2-chloro-1,1-difluoroethyl ethers through the base-mediated reaction between phenols and halothane Yukiko Karuo, Ayaka Kametani, Atsushi Tarui, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote Beilstein J. Org. Chem., 2021, 17, 89–96. |
2020
Reductive
carbon−carbon bond forming reactions with carbonyls mediated by
Rh−H complex Kazuyuki Sato, Motoyuki Isoda, Atsushi Tarui, Masaaki Omote Eur. J. Org. Chem., 2020, 42, 6503–6511. Featured in front cover! One-Pot Ring-Opening Peptide Synthesis Using α,α-Difluoro-β-Lactams Atsushi Tarui, Masakazu Ueo, Marino Morikawa, Masahiko Tsuta, Sumika Iwasaki, Noriko Morishita, Yukiko Karuo, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote Synthesis, 2020, 52, 3657–3666. Featured in Thieme Chemistry News! Structural change of retinoic-acid receptor-related orphan receptor induced by binding of inverse-agonist: molecular dynamics and ab initio molecular orbital simulations Shusuke Suzuki, Toshiya Nakamura, Ryosuke Saito, Yuta Terauchi, Kentaro Kawai, Midori Takimoto-Kamimura, Noriyuki Kurita Comput. Struct. Biotechnol. J., 2020, 18, 1676–1685. Synthesis of new fluorescent molecules having an aggregation-induced emission property derived from 4-fluoroisoxazoles Kazuyuki Sato, Akira Kawasaki, Yukiko Karuo, Atsushi Tarui, Kentaro Kawai, Masaaki Omote Beilstein J. Org. Chem., 2020, 16, 1411–1417. Copper-catalyzed Oxidative Trifluoromethylation of Terminal Alkenes Using AgCF3 Yukiko Karuo, Tatsuto Hayashi, Atsushi Tarui, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote J. Org. Chem., 2020, 85, 5104-5108. Stereoselective synthesis of multisubstituted α-fluoro-β-lactams Atsushi Tarui, Yukiko Karuo, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote Curr. Org. Chem., 2020, 24, 2169-2180. Effect of structural descriptors on the design of cyclin dependent kinase inhibitors using similarity-based molecular evolution Kentaro Kawai, Yukiko Karuo, Atsushi Tarui, Kazuyuki Sato, Masaaki Omote Molecular Informatics, 2020, 39, 1900126. [full-text] Synthesis of Small Fluorescent Molecules and Evaluation of Photophysical Properties. Futa Ogawa, Yukiko Karuo, Ryuji Yamazawa, Kanae Miyanaga, Kazushige Hori, Keita Tani, Kengo Yamada, Yuki Saito, Kazumasa Funabiki, Atsushi Tarui, Kazuyuki Sato, Kiyoshi Ito, Kentaro Kawai, Masaaki Omote J. Org. Chem., 2020, 85, 1253-1258. Construction of quaternanry carbon center by the reaction of aza-o-quinone methide mediated carbocation intermediate Yukiko Karuo, Shintaro Dousei, Minori Sakamoto, Atsushi Tarui, Kazuyuki Sato, Kentaro Kawai, Masaaki Omote Heterocycles, 2020, 101, 363-372. |
2019
Structural
modification of indomethacin toward selective inhibition of COX- 2
with a significant increase in van der Waals contributions Ikeda A., Funakoshi E., Araki M., Ma B., Karuo Y., Tarui A., Sato K., Okuno Y., Kawai K., Omote M. Bioorg. Med. Chem., 2019, 27, 1789–1794. Lewis acid promoted fluorine-alkoxy group exchange reactions for the synthesis of 5-alkoxy-4,4-difluoroisoxazoline systems Sato K., Sandford G., Konishi Y., Yanada N., Toda C., Tarui A., Omote M. Org. Biomol. Chem., 2019, 17, 2818-2823. Proteinase K is an activator for the male‐dependent spermiogenesis pathway in Caenorhabditis elegans: Its application to pharmacological dissection of spermiogenesis Tatsuya Tajima, Futa Ogawa, Shogo Nakamura, Masaharu Hashimoto, Masaaki Omote, Hitoshi Nishimura Genes to Cells, 2019, 24, 244-258. |
2018
Decarboxylative aldol reaction of α,α-difluoro-β-ketocarboxylate
salt: a facile method for generation of difluoroenolate Tarui A., Oduti M., Shinya S., Sato K., Omote M. RSC Adv., 2018, 8, 20568-20575. Crystal Structure of (E)-2-(3,3,3-trifluoroprop-1-en-1-yl)aniline Koji Kubono, Keita Tani, Masaaki Omote, Futa Ogawa and Taisuke Matsumoto Acta Cryst., 2018, E74, 1448-1450. |