Study and development of a 14-epi-tachysterol skeleton and enhancing bone formation via flexibility of ligand binding domain of vitamin D receptor

• Project/Area Number: 24590021
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Teikyo University
• Principal Investigator: KITTAKA Atsushi 帝京大学, 薬学部, 教授 (00214833)
• Co-Investigator(Kenkyū-buntansha): TAKANO Masashi 帝京大学, 薬学部, 助教 (50386611)
• Co-Investigator(Renkei-kenkyūsha): SAWADA Daisuke 帝京大学, 薬学部, 准教授 (00338691) ; SUGIYAMA Toru 東京大学, 大学院総合文化研究科, 助教 (40242036) ; SAKAKI Toshiyuki 富山県立大学, 工学部, 教授 (70293909)
• Project Period (FY): 2012-04-01 – 2015-03-31
• Project Status: Completed (Fiscal Year 2014)
• Budget Amount: ¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000); Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000); Fiscal Year 2013: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000); Fiscal Year 2012: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
• Keywords: 薬学 / 有機化学 / 合成化学 / ビタミンD / 骨粗鬆症治療薬 / タキステロール / 生物活性 / ビタミンD受容体 / 生体分子 / 生理活性

Outline of Final Research Achievements

Vitamin D biosynthesis undergoes in human skin with sunshine, and tachysterol is produced as one of the byproducts during the process. Tachysterol is a chemically unstable compound, and it is difficult to study its property. In this project, we synthesized stable tachysterol analogs and clarified their binding mode for human vitamin D receptor (hVDR) by X-ray analysis, and we planned to create desirable osteoporosis chemotherapy. We found that the 19-methyl group is unnecessary for better binding with hVDR, and functionalization of active vitamin D3, which strengthen biological activity, was not suitable for the tachysterol analogs. Although stable tachysterol analogs with a diene system were also synthesized, we found it was not effective on biological activity.

Research Products

• [Journal Article] 19-Norvitamin D Analogs for Breast Cancer Therapy (2015)
  • Author(s): Yotaro Matsumoto, Atsushi Kittaka, and Tai C. Chen
  • Journal Title: Canadian Journal of Physiol. Pharmacol. Volume: 93 Issue: 6 Pages: 123-149
  • DOI: 10.1139/cjpp-2014-0356
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Modified Deazaguanines for the Synthesis of PNA (2015)
  • Author(s): Toru Sugiyama, Keiko Kuwata, Yasutada Imamura, Yosuke Demizu, Masaaki Kurihara, Masashi Takano, and Atsushi Kittaka
  • Journal Title: Peptide Science 2014 Volume: 51 Pages: 87-88
  • Peer Reviewed
• [Journal Article] A Peptide Nucleic Acid to Reduce Type I Collagen Production by Fibroblast Cells (2015)
  • Author(s): Yasutada Imamura, Suzuka Tsuboi, Toru Sugiyama, Atsushi Kittaka, and Yonchol Shin
  • Journal Title: Open Journal of Medicinal Chemistry 2015 Volume: 5 Issue: 01 Pages: 1-8
  • DOI: 10.4236/ojmc.2015.51001
  • Peer Reviewed / Open Access
• [Journal Article] Synthesis and metabolic studies of 1α,2α,25-, 1α,4α,25- and 1α,4β,25-trihydroxyvitamin D3 (2015)
  • Author(s): 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
  • Journal Title: J. Steroid Biochem. Mol. Biol. Volume: 148 Pages: 34-37
  • DOI: 10.1016/j.jsbmb.2014.09.021
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Synthesis and Preliminary Biological Evaluation of 2-[3-(Tetrazolyl)propyl]-1α,25-dihydroxy-19-norvitamin D3 (2015)
  • Author(s): Masashi Takano, Erika Higuchi, Kazunari Higashi, Keisuke Hirano, Akiko Takeuchi, Daisuke Sawada, and Atsushi Kittaka
  • Journal Title: Heterocycles Volume: 90 Issue: 2 Pages: 1274-1287
  • DOI: 10.3987/com-14-s(k)108
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] ビタミンD受容体リガンドの創製 (2015)
  • Author(s): 橘高敦史、澤田大介
  • Journal Title: ファルマシア Volume: 51 Pages: 196-200
  • NAID: 130007448010
• [Journal Article] 細胞選択的及び遺伝子選択的活性を有するビタミンD誘導体の生物活性評価 (2015)
  • Author(s): 石澤通康、高野真史、橘高敦史、坂根里枝、須原義智、山田幸子、槇島 誠
  • Journal Title: ビタミン Volume: 89 Pages: 39-39
• [Journal Article] Vitamin D against Cancer (2014)
  • Author(s): Tai C. Chen, Atsushi Kittaka, and Gunnar Norstedt
  • Journal Title: International Innovation Volume: 157 Pages: 18-19
  • Peer Reviewed / Open Access / Acknowledgement Compliant
• [Journal Article] The Vitamin D analog, MART-10, represses metastasis potential via downregulation of epithelial-mesenchymal transition in pancreatic cancer cells (2014)
  • Author(s): Kun-Chun Chiang, Chun-Nan Yeh, Jun-Te Hsu, Yi-Yin Jan, Li-Wei Chen, Sheng-Fong Kuo, Masashi Takano, Atsushi Kittaka, Tai-C Chen, Wen-Tsung Chen, Jong-Hwei S.Pang, Ta-Sen Yeh, and Horng-Heng Juang
  • Journal Title: Cancer Letters Volume: 354 Issue: 2 Pages: 235-244
  • DOI: 10.1016/j.canlet.2014.08.019
  • Peer Reviewed
• [Journal Article] Synthesis and properties of 14-epi-1α,25-dihydroxy-19-nortachysterol and its 2-substituted derivatives (2014)
  • Author(s): Daisuke Sawada and Atsushi Kittaka
  • Journal Title: Current Topics in Medicinal Chemistry Volume: 14 Issue: 21 Pages: 2454-2459
  • DOI: 10.2174/1568026615666141208103741
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Chemopreventive and Chemotherapeutic Effect of Dietary Supplementation of Vitamin D on Cholangiocarcinoma in a Chemical-Induced Animal Model (2014)
  • Author(s): Kun-Chun Chiang, Chun-Nan Yeh, Kun-Ju Lin, Li-Jen Su, Tzu-Chen Yen, Jong-Hwei S. Pang, Atsushi Kittaka, Chi-Chin Sun, Miin-Fu Chen, Yi-Yin Jan, Horng-Heng Juang, Ta-Sen Yeh, and Tai C. Chen
  • Journal Title: Oncotarget Volume: 5 Pages: 3849-3861
  • Peer Reviewed / Open Access
• [Journal Article] Sequence-Specific Cleavage of DNA by β-Peptide Nucleic Acid Bearing a Pendant Metal Complex (2014)
  • Author(s): Toru Sugiyama, Keiko Kuwata, Yasutada Imamura, Yosuke Demizu, Masaaki Kurihara, Masashi Takano, and Atsushi Kittaka
  • Journal Title: Peptide Science 2013 Volume: 50 Pages: 369-370
  • Peer Reviewed
• [Journal Article] 2α位にテトラゾールプロピル基を有する19-ノル型ビタミンD3の合成と生物活性評価 (2014)
  • Author(s): 高野真史、樋口恵理香、竹内明子、澤田大介、橘高敦史
  • Journal Title: ビタミン Volume: 88 Pages: 244-244
• [Journal Article] メチルステロール酸化酵素SC4MOLによる2位置換基付加型ビタミンD誘導体の代謝 (2014)
  • Author(s): 安田佳織、岩永由麻、小川和亮、生城真一、鎌倉昌樹、高野真史、齋藤 望、橘高敦史、藤島利江、太田美穂、榊 利之
  • Journal Title: ビタミン Volume: 88 Pages: 243-243
• [Journal Article] CYP24A1 as a Potential Target for Cancer Therapy (2014)
  • Author(s): Toshiyuki Sakaki, Kaori Yasuda, Atsushi Kittaka, Keiko Yamamoto, and Tai C. Chen
  • Journal Title: Anti-Cancer Agents Med. Chem. Volume: 14 Issue: 1 Pages: 97-108
  • DOI: 10.2174/18715206113139990307
  • Peer Reviewed
• [Journal Article] Design and synthesis of 2α-(tetrazolylethyl)-1α,25-dihydroxyvitamin D3 as a high affinity ligand for vitamin D receptor (2014)
  • Author(s): 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
  • Journal Title: J. Steroid Biochem. Mol. Biol. Volume: in press Pages: 201-203
  • DOI: 10.1016/j.jsbmb.2013.09.001
  • Peer Reviewed
• [Journal Article] MART-10, a Less Calcemic Vitamin D Analog, Is More Potent Than 1,25-Dihydroxyvitamin D3 in Inhibiting the Metastatic Potential of MCF-7 Breast Cancer Cells in Vitro (2014)
  • Author(s): Kun-Chun Chiang, Shin-Cheh Chen, Chun-Nan Yeh, Jong-Hwei S. Pang, Shih-Che Shen, Jun-Te Hsu, Yu-Yin Liu, Li-Wei Chen, Sheng-Fong Kuo, Masashi Takano, Atsushi Kittaka, Chi-Chin Sun, Horng-Heng Juang, and Tai C. Chen
  • Journal Title: J. Steroid Biochem. Mol. Biol. Volume: 139 Pages: 54-60
  • DOI: 10.1016/j.jsbmb.2013.10.005
  • Peer Reviewed
• [Journal Article] Synthesis and Biological Activity of 1α,2α,25-Trihydroxyvitamin D₃: Active Metabolite of 2α-(3-Hydroxypropoxy)-1α,25-dihydroxyvitamin D₃ by Human CYP3A4 (2014)
  • Author(s): Masashi Takano, Saori Ohya, Kaori Yasuda, Miyu Nishikawa, Akiko Takeuchi, Daisuke Sawada, Toshiyuki Sakaki, and Atsushi Kittaka
  • Journal Title: Chemical and Pharmaceutical Bulletin Volume: 62 Issue: 2 Pages: 182-184
  • DOI: 10.1248/cpb.c13-00646
  • NAID: 130003390755
  • ISSN: 0009-2363, 1347-5223
  • Peer Reviewed
• [Journal Article] Synthesis of 2α-Heteroarylalkyl Active Vitamin D3 with Therapeutic Effect on Enhancing Bone Mineral Density in vivo (2013)
  • Author(s): Miki Matsuo, Asami Hasegawa, Masashi Takano, Hiroshi Saito, Shinji Kakuda, Takayuki Chida, Ken-ichiro Takagi, Eiji Ochiai, Kyohei Horie, Yoshifumi Harada, Midori Takimoto-Kamimura, Kazuya Takenouchi, Daisuke Sawada, and Atsushi Kittaka
  • Journal Title: ACS Med. Chem. Lett. Volume: 4 Issue: 7 Pages: 671-674
  • DOI: 10.1021/ml400098w
  • Peer Reviewed
• [Journal Article] Synthesis of β-Chiral Peptide Nucleic Acids Bearing Lysine Side Chains (2013)
  • Author(s): Toru Sugiyama, Yasutada Imamura, Yosuke Demizu, Masaaki Kurihara, Masashi Takano, and Atsushi Kittaka
  • Journal Title: Peptide Science 2012 Volume: 49 Pages: 385-386
  • NAID: 10031161665
  • Peer Reviewed
• [Journal Article] MART-10, a Novel Vitamin D Analog, Inhibits Head and Neck Squamous Carcinoma Cells Growth through Cell Cycle Arrest at G0/G1 with Upregulation of p21 and p27 and Downregulation of Telomerase (2013)
  • Author(s): Kunchun Chiang, Chun-Nan Yeh, Jun-Te Hsu, Li-Wei Chen, Sheng-Fong Kuo, Chi-Chin Sun, Cheng-Cheng Huang, Jong-Hwei S. Pang, John N. Flanagan, Masashi Takano, Atsushi Kittaka, Horng-Heng Juang, Shih-Wei Yang and Tai C. Chen
  • Journal Title: J. Steroid Biochem. Mol. Biol. Volume: 138 Pages: 427-434
  • Peer Reviewed
• [Journal Article] 14-エピ-タキステロール類の合成とVDR結合様式の解明 (2013)
  • Author(s): 澤田大介、堀江恭平、落合鋭士、竹内明子、角田真二、上村みどり、橘高敦史
  • Journal Title: ビタミン Volume: 87 Pages: 220-220
• [Journal Article] 2α-アゾールエチル基を有する1α,25-ジヒドロキシビタミンD3の合成と生物活性評価 (2013)
  • Author(s): 橘高敦史、松尾実紀、長谷川麻美、高野真史、澤田大介、齋藤 博、角田真二、高木健一郎、落合鋭士、堀江恭平、上村みどり、竹之内一弥
  • Journal Title: ビタミン Volume: 87 Pages: 652-652
• [Journal Article] Chiral Peptide Nucleic Acids with a Substituent in the N-(2-Aminoethy)glycine Backbone (2013)
  • Author(s): Toru Sugiyama and Atsushi Kittaka
  • Journal Title: Molecules Volume: 18 Issue: 1 Pages: 287-310
  • DOI: 10.3390/molecules18010287
  • Peer Reviewed
• [Journal Article] Synthesis of 14-epi-2α-hydroxypropoxy-1α,25-dihydroxy-19-nortachysterol and its hVDR binding (2013)
  • Author(s): Daisuke Sawada et al.
  • Journal Title: J. Steroid Biochem. Mol. Biol. Volume: 133 Pages: 27-29
  • DOI: 10.1016/j.jsbmb.2012.11.014
  • Peer Reviewed
• [Journal Article] Synthesis of Novel C-2 Substituted Vitamin D Derivatives Having Ringed Side Chains and Their Biological Evaluation on Bone (2013)
  • Author(s): Hiroshi Saito et al.
  • Journal Title: J. Steroid Biochem. Mol. Biol. Volume: 133 Pages: 3-8
  • DOI: 10.1016/j.jsbmb.2013.02.004
  • Peer Reviewed
• [Journal Article] Evaluation of the Potential Therapeutic Role of a New Generation of Vitamin D Analog, MART-10, in Human Pancreatic Cancer Cells in Vitro and in Vivo (2013)
  • Author(s): Kun-Chun Chiang et al.
  • Journal Title: Cell Cycle Volume: 12 Issue: 8 Pages: 1316-1325
  • DOI: 10.4161/cc.24445
  • Peer Reviewed
• [Journal Article] Synthesis of β-Chiral Peptide Nucleic Acids and Their DNA Binding Properties (2012)
  • Author(s): Toru Sugiyama et al.
  • Journal Title: Peptide Science 2011 Volume: 48 Pages: 353-354
  • Peer Reviewed
• [Journal Article] ヒト由来CYP24A1抵抗性ビタミンD誘導体合成とATRA耐性APL細胞分化誘導 (2012)
  • Author(s): 高野真史ら
  • Journal Title: ビタミン Volume: 86 Pages: 243-243
• [Journal Article] Synthesis and Biological Activities of 1α,4α,25- and 1α,4β,25-Trihydroxyvitamin D₃ and Their Metabolism by Human CYP24A1 and UDP-Glucuronosyltransferase (2012)
  • Author(s): Daisuke Sawada, Yuya Tsukuda, Kaori Yasuda, Toshiyuki Sakaki, Hiroshi Saito, Ken-ichiro Takagi, Kazuya Takenouchi, Tai C. Chen, G. Satyanarayana Reddy, and Atsushi Kittaka
  • Journal Title: Chemical and Pharmaceutical Bulletin Volume: 60 Issue: 10 Pages: 1343-1346
  • DOI: 10.1248/cpb.c12-00526
  • NAID: 130001852369
  • ISSN: 0009-2363, 1347-5223
  • Peer Reviewed
• [Journal Article] Potent 19-Norvitamin D Analogs for Prostate and Liver Cancer Therapy (2012)
  • Author(s): Atsushi Kittaka, Akihiro Yoshida, Kun-Chun Chiang, Masashi Takano, Daisuke Sawada, Toshiyuki Sakaki, and Tai C. Chen
  • Journal Title: Future Med. Chem Volume: 4 (16) Issue: 16 Pages: 2049-2065
  • DOI: 10.4155/fmc.12.130
  • Peer Reviewed
• [Journal Article] MART-10, a New Generation of Vitamin D Analog, Is More Potent than 1α,25-Dihydroxyvitamin D3 in Inhibiting Cell Proliferation and Inducing Apoptosis in ER+ MCF-7 Breast Cancer Cells (2012)
  • Author(s): Kun-Chun Chiang et al.
  • Journal Title: Evidence-Based Complementary and Alternative Medicine 2012 Volume: 2012 Pages: 1-10
  • DOI: 10.1155/2012/310872
  • Peer Reviewed
• [Journal Article] 2alpha-(3-ヒドロキシプロピル)-1α,25-ジヒドロキシ-19-ノルビタミンD3（MART-10）とその類縁体の合成と制がん活性等 (2012)
  • Author(s): 高野真史ら
  • Journal Title: ビタミン Volume: 86 Pages: 694-696
• [Journal Article] Human cytochrome P450-dependent differential metabolism among three 2α-substituted-1α,25-dihydroxyvitamin D(3) analogs (2012)
  • Author(s): Yasuda, K, Ikushiro, S, Sakaki, T
  • Journal Title: J. Steroid Biochem. Mol. Biol Volume: 133 Pages: 84-92
  • DOI: 10.1016/j.jsbmb.2012.09.006
  • Peer Reviewed
• [Presentation] 2α位にトリアゾリルプロピル基を有する19-ノル型ビタミンD3の合成と生物活性評価 (2015)
  • Author(s): 高野真史，樋口恵理香，安田佳織，榊 利之，橘高敦史
  • Organizer: 日本ビタミン学会第67回大会
  • Place of Presentation: 奈良
  • Year and Date: 2015-06-05 – 2015-06-06
• [Presentation] 強い骨密度上昇作用を有するビタミンD誘導体の代謝様式の解明 (2015)
  • Author(s): 遠山枝李、安田佳織、生城真一、鎌倉昌樹、高野真史、橘高敦史、榊 利之
  • Organizer: 日本ビタミン学会第67回大会
  • Place of Presentation: 奈良
  • Year and Date: 2015-06-05 – 2015-06-06
• [Presentation] 分割型ルシフェラーゼを用いたビタミンDバイオセンサーの開発 (2015)
  • Author(s): 真野寛生、西川美宇、安田佳織、鎌倉昌樹、生城真一、 高野真史、斉藤 望、橘高敦史、榊 利之
  • Organizer: 日本ビタミン学会第67回大会
  • Place of Presentation: 奈良
  • Year and Date: 2015-06-05 – 2015-06-06
• [Presentation] SYNTHESIS, METABOLISM, AND BIOLOGICAL ACTIVITY OF 2-[3-(TETRAZOLYL)PROPYL]- 1α,25-DIHYDROXY-19-NORVITAMIN D3 (2015)
  • Author(s): M. Takano, E. Higuchi, K. Yasuda, E. Tohyama, A. Takeuchi, T. Sakaki, and A. Kittaka
  • Organizer: 18th Vitamin D Workshop
  • Place of Presentation: デルフト市、オランダ
  • Year and Date: 2015-04-21 – 2015-04-24
• [Presentation] 2-(3-トリアゾリルプロピル)-1α,25(OH)2-19-ノルビタミンD3の合成 (2015)
  • Author(s): 高野真史，谷川有梨紗，小川圭瞳，宮田英美，上坂博翔，阪本祥一，橘高敦史
  • Organizer: 日本薬学会 第135年会
  • Place of Presentation: 神戸
  • Year and Date: 2015-03-25 – 2015-03-28
• [Presentation] 2位にテトラゾリルプロピル基を有する19-ノル活性型ビタミンD3の合成と代謝 (2015)
  • Author(s): 樋口恵理香，安田佳織，高野真史，榊 利之，橘高敦史
  • Organizer: 日本薬学会 第135年会
  • Place of Presentation: 神戸
  • Year and Date: 2015-03-25 – 2015-03-28
• [Presentation] デアザグアニン誘導体を持つPNA モノマーの合成 (2015)
  • Author(s): 杉山 亨、桑田啓子、今村保忠、出水庸介、栗原正明、高野真史、橘高敦史
  • Organizer: 日本薬学会 第135年会
  • Place of Presentation: 神戸
  • Year and Date: 2015-03-25 – 2015-03-28
• [Presentation] 2α-(3-ヒドロキシプロピル)活性型ビタミンD3（MART-10）の合成と制がん活性 (2014)
  • Author(s): 高野真史，Kun-Chun Chiang，安田佳織，榊 利之，Tai C. Chen，橘高敦史
  • Organizer: 第32回メディシナルケミストリーシンポジウム
  • Place of Presentation: 神戸国際会議場
  • Year and Date: 2014-11-26 – 2014-11-28
• [Presentation] 8,9-ジヒドロ-19-ノルタキステロール誘導体の合成と生物活性評価 (2014)
  • Author(s): 松本洋太郎、澤田大介、竹内明子、橘高敦史
  • Organizer: 第40回反応と合成の進歩シンポジウム
  • Place of Presentation: 東北大・萩ホール
  • Year and Date: 2014-11-10 – 2014-11-11
• [Presentation] Modified Deazaguanines for the Synthesis of PNA (2014)
  • Author(s): Toru Sugiyama, Keiko Kuwata, Yasutada Imamura, Yosuke Demizu, Masaaki Kurihara, Masashi Takano, and Atsushi Kittaka
  • Organizer: 第51回ペプチド討論会
  • Place of Presentation: 徳島大学
  • Year and Date: 2014-10-22 – 2014-10-24
• [Presentation] ビタミンD： 驚異のセコステロイド骨格 (2014)
  • Author(s): 橘高敦史
  • Organizer: 芝浦工業大学大学院講義
  • Place of Presentation: 芝浦工業大学
  • Year and Date: 2014-10-07
  • Invited
• [Presentation] 2位置換基上にトリアゾール環を有する19-ノルビタミンD3の合成研究 (2014)
  • Author(s): 小川圭瞳、谷川有梨紗、宮田英美、高野真史、松本洋太郎、橘高敦史
  • Organizer: 第58回日本薬学会関東支部大会
  • Place of Presentation: 昭和薬科大学
  • Year and Date: 2014-10-04
• [Presentation] 8,9-ジヒドロ-19-ノルタキステロールの合成研究 (2014)
  • Author(s): 松本洋太郎、山田 徹、森 幸樹、澤田大介、橘高敦史
  • Organizer: 第58回日本薬学会関東支部大会
  • Place of Presentation: 昭和薬科大学
  • Year and Date: 2014-10-04
• [Presentation] 細胞選択的、遺伝子選択的活性を有するビタミンD誘導体の生物活性評価 (2014)
  • Author(s): 石澤通康、髙野真史、橘髙敦史、坂根里枝、須原義智、山田幸子、槇島 誠
  • Organizer: 第344回脂溶性ビタミン総合研究委員会
  • Place of Presentation: 東京農業大学
  • Year and Date: 2014-09-26
• [Presentation] 2α-ヘテロアリールプロピル-19-ノルビタミンD3の合成と生物活性評価 (2014)
  • Author(s): 高野真史、樋口恵理香、廣瀬七帆、竹内明子、澤田大介、橘高敦史
  • Organizer: 第44回複素環化学討論会
  • Place of Presentation: 札幌市民ホール
  • Year and Date: 2014-09-10 – 2014-09-12
• [Presentation] ビタミンDと太陽光 (2014)
  • Author(s): 橘高敦史
  • Organizer: 近畿化粧品原料協会学術講演会
  • Place of Presentation: 薬業年金会館、大阪
  • Year and Date: 2014-07-22
  • Invited
• [Presentation] SYNTHESIS AND BIOLOGICAL ACTIVITY OF 1α,2α,25-, 1α,4α,25- AND 1α,4β,25-TRIHYDROXYVITAMIN D3 WITH METABOLIC STUDIES (2014)
  • Author(s): M. Takano, D. Sawada, K. Yasuda, M. Nishikawa, A. Takeuchi, K. Takagi, K. Horie, G.S. Reddy, T.C. Chen, T. Sakaki, and A. Kittaka
  • Organizer: 17th Vitamin D Workshop
  • Place of Presentation: Chicago, USA
  • Year and Date: 2014-06-17 – 2014-06-20
• [Presentation] 2α位にテトラゾールプロピル基を有する19-ノル型ビタミンD3の合成と生物活性評価 (2014)
  • Author(s): 高野真史、樋口恵理香、竹内明子、澤田大介、橘高敦史
  • Organizer: 日本ビタミン学会第66回大会
  • Place of Presentation: 姫路商工会議所
  • Year and Date: 2014-06-13 – 2014-06-14
• [Presentation] メチルステロール酸化酵素SC4MOLによる2位置換基付加型ビタミンD誘導体の代謝 (2014)
  • Author(s): 安田佳織、岩永由麻、小川和亮、生城真一、鎌倉昌樹、高野真史、齋藤 望、橘高敦史、藤島利江、太田美穂、榊 利之
  • Organizer: 日本ビタミン学会第66回大会
  • Place of Presentation: 姫路商工会議所
  • Year and Date: 2014-06-13 – 2014-06-14
• [Presentation] ビタミンD誘導体設計・合成・生物活性 ～ビタミンD作用の多様性～ (2014)
  • Author(s): 橘高敦史
  • Organizer: 長崎大学大学院講義（メディシナルケミストリー特論１）
  • Place of Presentation: 長崎大学
  • Year and Date: 2014-05-27
  • Invited
• [Presentation] 新規セコステロイド合成と受容体相互作用 (2014)
  • Author(s): 橘高敦史
  • Organizer: 長崎大学学術講演会
  • Place of Presentation: 長崎大学
  • Year and Date: 2014-05-26
  • Invited
• [Presentation] MART-10 Has Enhanced Chemotherapeutic Potency- in vitro and in vivo Pre-clinical Studies (2014)
  • Author(s): K.C. Chiang, A. Kittaka, J.N. Flanagan, T. Sakaki, G. Norstedt and T.C. Chen
  • Organizer: 5th International Symposium Vitamin D and Analogs in Cancer Prevention and Therapy
  • Place of Presentation: Krefeld, Germany
  • Year and Date: 2014-05-02 – 2014-05-03
• [Presentation] Pre-clinical Studies of MART-10, a Less Calcemic Vitamin D Analog, for Cancer Prevention and Treatment (2014)
  • Author(s): Tai C Chen, Kun-Chun Chiang, and Atsushi Kittaka
  • Organizer: Translational Science 2014 Annual Meeting
  • Place of Presentation: Omni Shoreham Hotel, Washington DC, USA
  • Year and Date: 2014-04-09 – 2014-04-11
• [Presentation] 14-エピ-8,9-ジヒドロ-1α,25-ジヒドロキシ-19-ノルタキステロールの合成 (2014)
  • Author(s): 澤田大介、松本洋太郎、竹内明子、橘高敦史
  • Organizer: 日本薬学会 第134年会（熊本）
  • Place of Presentation: 熊本市総合体育館
• [Presentation] 2-[3-(テトラゾール-2-イル)プロピル]-1α,25(OH)2-19-ノルビタミンD3の合成 (2014)
  • Author(s): 高野真史，樋口恵理香，東 和成，平野圭祐，竹内明子，澤田大介，橘高敦史
  • Organizer: 日本薬学会 第134年会（熊本）
  • Place of Presentation: 熊本市総合体育館
• [Presentation] 側鎖に金属錯体を持ったβ-PNAによる配列特異的DNA切断 (2014)
  • Author(s): 杉山 亨、桑田啓子、今村保忠、出水庸介、栗原正明、高野真史、橘高敦史
  • Organizer: 日本薬学会 第134年会（熊本）
  • Place of Presentation: 熊本市総合体育館
• [Presentation] 14-epi-tachysterol類の合成とVDR結合様式の解明 (2013)
  • Author(s): 澤田大介、堀江恭平、落合鋭士、竹内明子、角田真二、上村みどり、橘高敦史
  • Organizer: 日本ビタミン学会第65回大会(東京）
  • Place of Presentation: 一橋講堂
• [Presentation] ビタミンD誘導体設計・合成と初期的生物活性及び制癌活性の新しい知見 (2013)
  • Author(s): 橘高敦史
  • Organizer: キッセイ薬品工業株式会社中央研究所・社内講演会
  • Place of Presentation: キッセイ薬品工業株式会社中央研究所（長野）
  • Invited
• [Presentation] DESIGN AND SYNTHESIS OF 2α-HETEROARALKYL-1α,25-DIHYDROXYVITAMIN D3 ANALOGS AS STRONG LIGANDS FOR VITAMIN D RECEPTOR (2013)
  • Author(s): M. Matsuo, A. Hasegawa, M. Takano, Y. Nakamura, H. Saitou, S. Kakuda, K. Takagi, E. Ochiai, K. Horie, M. T. Kamimura, K. Takenouchi, D. Sawada, and A. Kittaka
  • Organizer: 16th Vitamin D Workshop（San Francisco, USA）
  • Place of Presentation: The Palace Hotel
• [Presentation] Synthesis of 14-Epi-19-Nortachysterol and Elucidation of Its Binding Affinity and Configuration for the Human Vitamin D Receptor (2013)
  • Author(s): D. Sawada, Y. Tsukuda, K. Horie, E. Ochiai, S. Kakuda, M. Takimoto-Kamimura, A. Kittaka
  • Organizer: 14th Tetrahedron Symposium
  • Place of Presentation: Vienna
• [Presentation] C5-C6 Coupling of MART-10 Synthesis and Its Clinical Implication in Cancer Treatment and Prevention (2013)
  • Author(s): Masashi Takano, Kun-Chun Chiang, Horng-Heng Juang, Kaori Yasuda, Toshiyuki Sakaki, Toshimasa Itoh, Keiko Yamamoto, Daisuke Sawada, John N. Flanagan, Gunnar Norstedt, Tai C. Chen, and Atsushi Kittaka
  • Organizer: 第10回カルボアニオン化学国際会議（ISCC-10、同志社大学）
  • Place of Presentation: 同志社大学
• [Presentation] 2α-アゾールエチル基を有する1α,25-ジヒドロキシビタミンD3の合成と生物活性評価 (2013)
  • Author(s): 橘高敦史、松尾実紀、長谷川麻美、高野真史、澤田大介、齋藤 博、角田真二、高木健一郎、落合鋭士、堀江恭平、上村みどり、竹之内一弥
  • Organizer: 第340回脂溶性ビタミン総合研究委員会（芝浦工大）
  • Place of Presentation: 芝浦工業大学芝キャンパス
• [Presentation] 7,8-cis-1α,25(OH)2-19-norvitamin D3の合成と活性評価 (2013)
  • Author(s): 澤田大介、森 幸樹、安部成郁、近藤美保、塩田真由美、竹内明子、橘高敦史
  • Organizer: 第57回日本薬学会関東支部大会（帝京大学）
  • Place of Presentation: 帝京大学板橋キャンパス
• [Presentation] 2α置換基上にアゾール環を有する19-ノル型ビタミンD3の合成研究 (2013)
  • Author(s): 樋口恵理香、高野真史、澤田大介、橘高敦史
  • Organizer: 第57回日本薬学会関東支部大会（帝京大学）
  • Place of Presentation: 帝京大学板橋キャンパス
• [Presentation] ビタミンＤとくすり (2013)
  • Author(s): 橘高敦史
  • Organizer: 帝京大学公開講座
  • Place of Presentation: 帝京大学板橋キャンパス
  • Invited
• [Presentation] 7,8-cis-vitamin D3類の合成、活性評価、及びVDR結合様式の解明 (2013)
  • Author(s): 澤田大介、斎藤博、堀江恭平、高木健一郎、竹内明子、上村みどり、橘高敦史
  • Organizer: 第39回反応と合成の進歩シンポジウム（九州大学）
  • Place of Presentation: 九州大学医学部百年記念講堂
• [Presentation] Sequence-Specific Cleavage of DNA by a Chiral Peptide Nucleic Acid Bearing a Pendant Metal Complex (2013)
  • Author(s): Toru Sugiyama, Keiko Kuwata, Yasutada Imamura, Yosuke Demizu, Masaaki Kurihara, Masashi Takano, and Atsushi Kittaka
  • Organizer: 第50回ペプチド討論会（大阪）
  • Place of Presentation: ホテル阪急エキスポパーク
• [Presentation] 14-epi-tachysterol類の合成、生物活性評価、及び受容体結合様式の解明 (2013)
  • Author(s): 澤田大介，佃 勇也，堀江恭平，竹内明子，角田真二，上村みどり，橘高敦史
  • Organizer: 第31回メディシナルケミストリーシンポジウム（広島）
  • Place of Presentation: 広島アステールプラザ
• [Presentation] 7,8-cis-14-epi-19-Norvitamin D3誘導体の合成と活性評価 (2013)
  • Author(s): 澤田大介ら
  • Organizer: 日本薬学会 第133年会
  • Place of Presentation: パシフィコ横浜
• [Presentation] 2α-(3-ヒドロキシプロポキシ)活性型ビタミンD3の代謝物の同定 (2013)
  • Author(s): 塩谷亜美ら
  • Organizer: 日本薬学会 第133年会
  • Place of Presentation: パシフィコ横浜
• [Presentation] β-Lys PNAの合成 (2013)
  • Author(s): 杉山 亨ら
  • Organizer: 日本薬学会 第133年会
  • Place of Presentation: パシフィコ横浜
• [Presentation] REVISITING THE MINOR VITAMIN D FAMILY: A NEW TACHYSTEROL ANALOG AND ITS UNPRESEDENTED BINDING CONFIGURATION FOR THE HUMAN VITAMIN D RECEPTOR (2012)
  • Author(s): Daisuke Sawada et al.
  • Organizer: 15th Vitamin D Workshop
  • Place of Presentation: Houston Intercontinental Hotel, USA
• [Presentation] SYNTHESIS OF NOVEL C-2 SUBSTITUTED VITAMIN D DERIVATIVES HAVING RINGED SIDE CHAINS AND THEIR BIOLOGICAL EVALUATION ON BONE (2012)
  • Author(s): Hiroshi Saito et al.
  • Organizer: 15th Vitamin D Workshop
  • Place of Presentation: Houston Intercontinental Hotel, USA
• [Presentation] ヒト由来CYP24A1抵抗性ビタミンD誘導体合成とATRA耐性APL細胞分化誘導 (2012)
  • Author(s): 高野真史ら
  • Organizer: 日本ビタミン学会第64回大会
  • Place of Presentation: 長良川国際会議場
• [Presentation] 14-epi-19-Nortachysterol as a New Lead Compound in Vitamin D Family and Its Unprecedented Binding Configuration for the Human Vitamin D Receptor (2012)
  • Author(s): Daisuke Sawada et al.
  • Organizer: XXIInd International Symposium on Medicinal Chemistry (ISMC 2012)
  • Place of Presentation: Berlin, Germany
• [Presentation] 2α-(3-ヒドロキシプロピル)-1α,25-ジヒドロキシ-19-ノルビタミンD3（MART-10）とその類縁体の合成と制がん活性等 (2012)
  • Author(s): 橘高敦史ら
  • Organizer: 第336回脂溶性ビタミン総合研究委員会
  • Place of Presentation: 東京農業大学
• [Presentation] 2α-ヘテロアラルキル活性型ビタミンD3の合成と生物活性：2α側鎖長の研究 (2012)
  • Author(s): 高野真史ら
  • Organizer: 第42回複素環化学討論会
  • Place of Presentation: 京都テルサ
• [Presentation] 優れた医療人の育成と基礎研究の両立を目指して (2012)
  • Author(s): 橘高敦史
  • Organizer: 第56回日本薬学会関東支部大会
  • Place of Presentation: 昭和大学
  • Invited
• [Presentation] 1α,2α,25-トリヒドロキシビタミンD3の合成研究 (2012)
  • Author(s): 大屋さおり ら
  • Organizer: 第56回日本薬学会関東支部大会
  • Place of Presentation: 昭和大学
• [Presentation] 14-epi-1α,25-dihydroxytachysterolの合成と生物活性評価 (2012)
  • Author(s): 澤田大介ら
  • Organizer: 第38回反応と合成の進歩シンポジウム
  • Place of Presentation: タワーホール船堀
• [Presentation] SYNTHESIS OF β-CHIRAL PEPTIDE NUCLEIC ACIDS BEARING LYSINE SIDE CHAINS (2012)
  • Author(s): Toru Sugiyama et al.
  • Organizer: 第49回ペプチド討論会
  • Place of Presentation: かごしま県民交流センター
• [Presentation] Synthesis Of New C15-Substituted 16-Ene-1α,25-dihydroxyvitamin D3 Analogs and The Receptor-ligand Interaction Studies (2012)
  • Author(s): Atsushi Kittaka et al.
  • Organizer: 13th Tetrahedron Symposium
  • Place of Presentation: 台北
• [Presentation] 2α-アルコキシ置換活性型ビタミンD3誘導体の代謝と合成研究 (2012)
  • Author(s): 高野真史ら
  • Organizer: 第30回メディシナルケミストリーシンポジウム
  • Place of Presentation: タワーホール船堀
• [Presentation] 長鎖アルキル基を有するノンセコステロイド型VDRリガンドの創製 (2012)
  • Author(s): 出水庸介ら
  • Organizer: 第30回メディシナルケミストリーシンポジウム
  • Place of Presentation: タワーホール船堀
• [Presentation] Synthesis of 1α,2α,25-Trihydroxyvitamin D3: Major Metabolite of 2α-(3-Hydroxypropoxy)-1α,25-dihydroxyvitamin D3 by CYP3A4 (2012)
  • Author(s): Masashi Takano et al.
  • Organizer: チトクロームP450発見50周年記念シンポジウム
  • Place of Presentation: 九州大学医学部コラボレーション
• [Book] スタンダード薬学シリーズⅡ ３ 化学系薬学Ⅰ.「化学物質の性質と反応」 (2015)
  • Author(s): 橘高敦史 領域担当編集
  • Total Pages: 445
  • Publisher: 東京化学同人
• [Book] ビタミンDと疾患～基礎の理解と臨床への応用～ (2014)
  • Author(s): 岡野登志夫編、橘高敦史共著
  • Total Pages: 246
  • Publisher: 医薬ジャーナル社（大阪）
• [Remarks] 橘高敦史
  • URL: http://researchmap.jp/read0025684/
• [Remarks] 薬化学研究室
  • URL: http://www.pharm.teikyo-u.ac.jp/
• [Remarks] 帝京大学薬学部・医薬化学講座・薬化学研究室
  • URL: http://www.e-campus.gr.jp/staffinfo/public/staff/detail/419/16
• [Remarks] 帝京大学薬学部・医薬化学講座・薬化学研究室
  • URL: http://www.pharm.teikyo-u.ac.jp/
• [Remarks] 帝京大学薬学部・医薬化学講座・薬化学研究室
  • URL: http://www.e-campus.gr.jp/staffinfo/public/staff/detail/419/16
• [Remarks] 帝京大学薬学部・医薬化学講座・薬化学研究室
  • URL: http://www.pharm.teikyo-u.ac.jp/lab/yakka/index.html