研究業績

Publication

Nucleophile-Triggered π-Topological Transformation: A New Synthetic Approach to Near-Infrared-Emissive Rhodamines, Mei Harada, Misa Kutsuna, Taichi Kitamura, Yusuke Usui, Masayoshi Ujiki, Yuka Nakamura, Tohru Obata, Masaru Tanioka, Masanobu Uchiyama, Daisuke Sawada, Shinichiro Kamino, Chem. Eur. J. 2023, 29, e202301969.

First Total Synthesis of Reassigned Echinosulfonic Acid D, Takumi Abe*, Ren Nakajima, Toshiki Yamashiro, Daisuke Sawada*, J. Nat. Prod. 2022, 85, 8, 2122–2125.

Indole Editing Enabled by HFIP-Mediated Ring-Switch Reactions of 3-Amino-2-Hydroxyindolines, Takumi Abe*, Tosiki Yamashiro, Kaho Shimizu, and Daisuke Sawada* Chem. Eur. J. 2022, e202201113.

Chemo- and Site-Selective Replacement of N-Terminal Carbamates in Peptides, Miho Ibara, Takumi Abe, Daisuke Sawada* Org. Lett., 2022, 24, 2131-2136.

Synthesis of 2-monosubstituted indolin-3-ones by cine-substitution of 3-azido-2-methoxyindolines, Toshiki Yamashiro, Takumi Abe*, and Daisuke Sawada* Org. Chem. Front., 2022, 9, 1897-1903.

Cis-3-Azido-2-Methoxyindolines as Safe and Stable Precursors to Overcome the Instability of Fleeting 3-Azidoindoles  Toshiki Yamashiro, Takumi Abe, Masaru Tanioka, Shinichiro Kamino, and Daisuke Sawada Chem. Commun., 2021, 57, 13381-13384.

Synthesis of α-Substituted Indolylacetamide using Acetonitriles as Acetamide Enolate Equivalents through O-Transfer Reaction of Hemiaminals  Takumi Abe, Kenta Noda, Daisuke Sawada  Chem. Commun., 2021, 57, 7493-7496.

Morpholine-Substituted Rhodamine Analog with Multi-Configurational Switches for Optical Sensing of pH Gradient under Extreme Acidic Environments  Natsumi Koga, Masaru Tanioka, Shinichiro Kamino, and Daisuke Sawada  Chem. Eur. J., 2021, 27, 3761-3765.

Stepwise structural and fluorescent colour conversion in rhodamine analogues based on light and acid stimulations, Masaru Tanioka, Shinichiro Kamino,* Natsumi Koga and Daisuke Sawada,* J. Mater. Chem. C, 2020, 8, 543-549.

Efficient and practical synthesis of N-acetyl enamides from ketoximes by unique iron catalytic system, Takahiro Kunishige and Daisuke Sawada, Tetrahedron Letters 2019, 60, 1562−1565.

SYNTHESIS OF A TETRACYCLIC AMINOBENZIMIDAZOLE DERIVATIVE VIA TANDEM CYCLIZATION OF TRIPHENYLGUANIDINE, Y. Akamatsu, S. Kamino, D. Sawada Heterocycles 2019, 99, 815−819.

SYNTHESES AND ACID-STIMULUS RESPONSIVENESS OF AMINOBENZOPYRANOXANTHENE SPIROETHERS, R. Hosoda, S. Kamino, M. Ueda, D. Sawada Heterocycles 2019, 99, 820−824.

Stable Thiele’s Hydrocarbon Derivatives Exhibiting Near- Infrared Absorption/Emission and Two-Step Electrochromism, Yuta Okamoto, Masaru Tanioka,* Atsuya Muranaka,* Kazunori Miyamoto, Tetsuya Aoyama, Xingmei Ouyang, Shinichiro Kamino, Daisuke Sawada, and Masanobu Uchiyama*, J. Am. Chem. Soc. 2018, 140, 17857−17861.

Effects of 2-substitution on 14-epi-19-nortachysterol-mediated biological events: Based on synthesis and X-ray co-crystallographic analysis with the human vitamin D receptor, Daisuke Sawada, Shinji Kakuda, Akiko Takeuchi, Fumihiro Kawagoe, Midori Takimoto-Kamimura, and Atsushi Kittaka, Org. Biomol. Chem. 2018, 16, 2448-2455.

Synthesis of Aminobenzobyranoxanthenes with Nitrogen-Containing Fused Rings. N. Fukino, S. Kamino*, M. Takahashi, D. Sawada*, J. Org. Chem., 2017, 82, 13626.

Direct C-H substitution reaction of anilides using hypervalent iodine and their regioselective issues. K. Yamamoto, S. Kamino, D. Sawada*, Tetrahedron Lett., 2017, 58, 3936.

Water-Tunable Solvatochromic and Nanoaggregate Fluorescence: Dual Colour Visualisation and Quantification of Trace Water in Tetrahydrofuran. M. Tanioka, S. Kamino*, A. Muranaka, Y. Shirasaki, Y. Ooyama, M. Ueda, M. Uchiyama, S. Enomoto, D. Sawada*, Phys. Chem. Chem. Phys., 2017, 19, 1209.

Syntheses and Photophysical Properties of Aminobenzopyranoxanthene Dyes Containing Various Alkyl Chains at Amine Moieties. S. Kamino*, M. Tanioka, D. Sawada, S. Enomoto, Heterocyles, 2017, 95, 1167.

Sythesis of 2- and 2-(3-hydroxypropyl)-7,8-cis-14-epi-1a, 25-dihydroxy-19-norvitamin D3 and their biological activity, D. Sawada, E. Ochiai, A. Tekeuchi, S. Kakuda, M. Kitamura-Takimoto, F. Kawagoe, A. Kittaka*, J. Steroid Biochem. Mol. Biol., 2017, 173, 79-82.

SYNTHESES AND PHOTOPHYSICAL PROPERTIES OF AMINOBENZOPYRANOXANTHENE DYES CONTAINING VARIOUS ALKYL CHAINS AT AMINE MOIETIES, Shinichiro Kamino, Masaru Tanioka, Daisuke Sawada, and Shuichi Enomoto, Heterocycles 2017, 95, 1167-1176.

Fused-Fluoran Leuco Dyes with Large Color-Change Derived from Two-Step Equilibrium: iso-Aminobenzopyranoxanthenes. Y. Shirasaki, Y. Okamoto, A. Muranaka*, S. Kamino, D. Sawada, D. Hashizume, M. Uchiyama*, J. Org. Chem., 2016, 81, 12046.

Revisiting the 7,8-cis-vitamin D3 derivatives: synthesis, evaluating the bilological activity, and study of the binding configuration. D. Sawada, S. Kakuda, M. Kamimura-Takimoto, A. Takeuchi, Y. Matusmoto, A. Kittaka*, Tetrahedron. 2016, 72, 2838-2848.

Reversible Near-Infrared/Blue Mechanofluorochromism of Aminobenzopyranoxanthene. M. Tanioka, S. Kamino*, M. Muranaka*, Y. Ooyama, H. Ota, Y. Shirasaki, J. Horigome, M. Ueda, M. Uchiyama, D. Sawada, and S. Enomoto*, J. Am. Chem. Soc., 2015, 137, 6436-6439. (Highlighted in ACS Noteworthy Chemistry)

Synthesis and metabolic studies of 1a,2a,25-, 1a,4a,25- and 1a,4b,25-trihydroxyvitamin D3, Masashi Takano, Daisuke Sawada, Kaori Yasuda, Miyu Nishikawa, Akiko Takeuchi, Ken-ichiro Takagi, Kyohei Horie, G. Satyanarayana Reddy, Tai C. Chen, Toshiyuki Sakaki, and Atsushi Kittaka, J. Steroid Biochem. Mol. Biol. 2015, 148, 34-37.

SYNTHESIS AND PRELIMINARY BIOLOGICAL EVALUATION OF 2-[3-(TETRAZOLYL)PROPYL]-1a,25-DIHYDROXY-19- NORVITAMIN D3, Masashi Takano, Erika Higuchi, Kazunari Higashi, Keisuke Hirano, Akiko Takeuchi, Daisuke Sawada, and Atsushi Kittaka*, Heterocycles 2015, 90, 1274-1287.

Synthesis and properties of 14-epi-1a,25-dihydroxy-19- nortachysterol and its 2-substituted derivatives. Daisuke Sawada, and Atsushi Kittaka, Current Topics in Medicinal Chemistry 2014, 14, 2454-2459.

Design and synthesis of 2a-(tetrazolylethyl)-1a,25- dihydroxyvitamin D3 as a high affinity ligand for vitamin D receptor. Miki Matsuo, Asami Hasegawa, Masashi Takano, Hiroshi Saito, Shinji Kakuda, Kenichiro Takagi, Eiji Ochiai, Kyohei Horie, Midori Takimoto-Kamimura, Kazuya Takenouchi, Daisuke Sawada, and Atsushi Kittaka, J. Steroid Biochem. Mol. Biol. 2014, 137, 201-203.

Synthesis and Biological Activity of 1a,2a,25-Trihydroxyvitamin D3:  Active Metabolite of 2a-(3-hydroxypropoxy)-1a,25- dihydroxyvitamin D3 by Human CYP3A4. Masashi Takano, Saori Ohya, Kaori Yasuda, Miyu Nishikawa, Akiko Takeuchi, Daisuke Sawada, Toshiyuki Sakaki, Atsushi Kittaka*, Chem. Pharm. Bull. 2014, 62, 182-184.

Synthesis of 2α-heteroarylalkyl active vitamin D3 with therapeutic effect on enhancing bone mineral density in vivo. M. Matsuo, A. Hasegawa, M. Takano, H. Saito, S. Kakuda, T. Chida, K. Takagi, E. Ochiai, K. Horie, Y. Harada, M. Takimoto-Kamimura, K. Takenouchi, D. Sawada, A. Kittaka*,  ACS Med. Chem. Lett., 2013, 4, 671-674.

Synthesis of 14-epi-2a-hydroxypropoxy-1a,25-dihydroxy-19- nortachysterol and its hVDR binding. Daisuke Sawada, Yuya Tsukuda, Hiroshi Saito, Kenichiro Takagi, Shinji Kakuda, Midori Takimoto-Kamimura, Eiji Ochiai, Kazuya Takenouchi, and Atsushi Kittaka J. Steroid Biochem. Mol. Biol. 2013, 136, 27-29.

A Multivalent Probe for AI-2 Quorum-Sensing Receptors. A. L. Garner, J. Park, J. S. Zakhari, C. A. Lowery, A. K. Struss, D. Sawada, G. F. Kaufmann, and K. D. Janda*, J. Am. Chem. Soc., 2011, 133, 15934-15937.

New C15-Substituted Active Vitamin D3. K. Shindo, G. Kumagai, M. Takano, D. Sawada, N. Saito, H. Saito, S. Kakuda, K. Takagi, E. Ochiai, K. Horie, M. Takimoto-Kamimura, S. Ishizuka, K. Takenouchi, A. Kittaka*, Org. Lett.,  2011, 13, 2852-2855.

Development of 14-epi-19-Nortachysterol and Its Unprecedented Binding Configuration for the Human Vitamin D Receptor. D. Sawada, Y. Tsukuda, H. Saito, S. Kakuda, M. Takimoto-Kamimura, E. Ochiai, K. Takenouchi, and A. Kittaka*, J. Am. Chem. Soc.,  2011, 133, 7215-7221.