Synthetic studies on biologically active natural products aiming at plant protection

• Project/Area Number: 22580119
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Bioproduction chemistry/Bioorganic chemistry
• Research Institution: Kobe University
• Principal Investigator: TAKIKAWA Hirosato 神戸大学, 大学院・農学研究科, 教授 (40271332)
• Project Period (FY): 2010 – 2012
• Project Status: Completed (Fiscal Year 2012)
• Budget Amount: ¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000); Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000); Fiscal Year 2011: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2010: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
• Keywords: 生物活性天然物 / ストリゴラクトン / 根寄生雑草 / デカチュリン / 摂食阻害活性物質 / 有機化学 / 生物活性物質 / ストリゴラクト

Research Abstract

Syntheses of biologically active natural products have been studied. The practical synthetic targets are strigolactones, decaturins, and others. Strigolactones are germination stimulants for the seeds of rootparasitic weeds such as Strigaand Orobanche, and decaturins are antiinsectans isolated from Penicilliumsp. Their syntheses may contribute to "plant protection".

Research Products

• [Journal Article] Bioconversion of 5-deoxystrigol to sorgomol by the sorghum (2013)
  • Author(s): Noriko Motonami, Kotomi Ueno, Hitomi Nakashima, Saki Nomura, Masaharu Mizutani, Hirosato Takikawa, Yukihiro Sugimoto
  • Journal Title: Sorghum bicolor(L.) Moench, Phytochemistry Volume: 74(in press)
  • URL: http://dx.doi.org/10.1016/j.phytochem.2013.02.017
  • Peer Reviewed
• [Journal Article] Synthesis of 7-oxo-5-deoxystrigol, a 7-oxygenated strigolactone analog (2013)
  • Author(s): Masashi Tanaka, Yukihiro Sugimoto, Masaki Kuse and Hirosato Takikawa
  • Journal Title: Biosci. Biotechnol. Biochem Volume: 77 Pages: 832-835
  • NAID: 10031170726
  • URL: http://dx.doi.org/10.1271/bbb.130020
  • Peer Reviewed
• [Journal Article] ストリゴラクトンの生物活性を担う立体化学の重要性 (2013)
  • Author(s): 上野琴巳、滝川浩郷、杉本幸裕
  • Journal Title: 化学と生物 Volume: 51 Pages: 36-42
  • NAID: 10031146873
  • Peer Reviewed
• [Journal Article] Synthesis of 7-Oxo-5-deoxystrigol, a 7-Oxygenated Strigolactone Analog (2013)
  • Author(s): Masashi Tanaka
  • Journal Title: Bioscience, Biotechnology, and Biochemistry Volume: 77 Issue: 4 Pages: 832-835
  • DOI: 10.1271/bbb.130020
  • NAID: 10031170726
  • ISSN: 0916-8451, 1347-6947
  • Peer Reviewed
• [Journal Article] First synthesis of decaturin C, an antiinsectant diterpenoid isolated from Penicillium thiersii (2012)
  • Author(s): Kimiharu Nakazaki, Kojiro Hayashi, Shintaro Hosoe, Takuya Tashiro, Masaki Kuse and Hirosato Takikawa
  • Journal Title: Tetrahedron Volume: 68 Pages: 9029-9034
  • URL: http://dx.doi.org/10.1016/j.tet.2012.08.067
  • Peer Reviewed
• [Journal Article] Ent-2'-epi-orobanchol and its acetate, as germination stimulants for Striga gesnerioides seeds isolated from cowpea and red clover (2011)
  • Author(s): Kotomi Ueno, et al
  • Journal Title: Journal of Agricultural and Food Chemistry Volume: 59 Issue: 19 Pages: 10485-10490
  • DOI: 10.1021/jf2024193
  • Peer Reviewed
• [Journal Article] Structural requirements of strigolactones for germination induction of Striga gesnerioides seeds (2011)
  • Author(s): Kotomi Ueno, et al
  • Journal Title: Journal of Agricultural and Food Chemistry Volume: 59 Issue: 17 Pages: 9226-9231
  • DOI: 10.1021/jf202418a
  • Peer Reviewed
• [Journal Article] Saiko Kitahara, Takuya Tashiro, Yukihiro Sugimoto, Mitsuru Sasaki, Hirosato Takikawa (2011)
  • Author(s): Saiko Kitahara, Takuya Tashiro, Yukihiro Sugimoto, Mitsuru Sasaki, Hirosato Takikawa
  • Journal Title: Tetrahedron Lett Volume: 52 Pages: 724-726
  • URL: http://dx.doi.org/10.1016/j.tetlet.2010.12.010
  • Peer Reviewed
• [Journal Article] Structural Requirements of Strigolactones for Germination Induction of Striga gesnerioides Seeds (2011)
  • Author(s): K.Ueno, 他6名
  • Journal Title: J.Agric.Food Chem. Volume: 59 Pages: 9226-9231
  • Peer Reviewed
• [Journal Article] Ent-2'-epi-Orobanchol and Its Acetate, as Germination Stimulants for Striga gesnerioides Seeds Isolated from Cowpea and Red Clover (2011)
  • Author(s): K.Ueno, 他5名
  • Journal Title: J.Agric.Food Chem. Volume: 59 Pages: 10485-10490
  • Peer Reviewed
• [Journal Article] First synthesis of (±)-sorgomol, the germination stimulant for root parasitic weeds isolated from Sorghum bicolor (2011)
  • Author(s): S.Kitahara, 他4名
  • Journal Title: Tetrahedron Letters Volume: 52 Pages: 724-726
  • Peer Reviewed
• [Journal Article] Synthesis of optically active strigolactones: Enzymatic resolution and asymmetric hydroxylation (2010)
  • Author(s): Hirosato Takikawa, Hiromasa Imaishi, Aya Tanaka, Satoshi Jikumaru, Mami Fujiwara and Mitsuru Sasaki
  • Journal Title: Tetrahedron: Asymmetry Volume: 21 Pages: 1166-1168
  • URL: http://dx.doi.org/10.1016/j.tetasy.2010.04.016
  • Peer Reviewed
• [Journal Article] Synthesis of optically active strigolactones : Enzymatic resolution and asymmetric hydroxylation. (2010)
  • Author(s): H.Takikawa, 他5名
  • Journal Title: Tetrahedron : Asymmetry Volume: 21 Pages: 1166-1168
  • Peer Reviewed
• [Presentation] 7-Oxoorobanchol の合成 (2013)
  • Author(s): 田中政志、久世雅樹、滝川浩郷
  • Organizer: 日本農芸化学会 2013 年度大会
  • Place of Presentation: 仙台
  • Year and Date: 2013-03-25
• [Presentation] Glyceollin I の合成研究 (2013)
  • Author(s): 河野雄太、久世雅樹、滝川浩郷
  • Organizer: 日本農芸化学会 2013 年度大会
  • Place of Presentation: 仙台
  • Year and Date: 2013-03-25
• [Presentation] プテロカルパン骨格の新規構築法に関する研究 (2012)
  • Author(s): 河野雄太、久世雅樹、滝川浩郷
  • Organizer: 日本農芸化学会関西支部会 第477回講演会
  • Place of Presentation: 神戸
  • Year and Date: 2012-12-01
• [Presentation] 7位が酸素化されたStrigolactone 類の合成研究 (2012)
  • Author(s): 田中政志、久世雅樹、滝川浩郷
  • Organizer: 日本農芸化学会 2012 年度大会
  • Place of Presentation: 京都
  • Year and Date: 2012-03-24
• [Presentation] 7位が酸素化されたストリゴラクトン類の合成研究 (2012)
  • Author(s): 田中政志、久世雅樹、滝川浩郷
  • Organizer: 日本農芸化学会大会
  • Place of Presentation: 京都女子大学
  • Year and Date: 2012-03-24
• [Presentation] Solanacol の光学活性体合成に関する研究 (2011)
  • Author(s): 藤原真美、杉本幸裕、滝川浩郷
  • Organizer: 日本農芸化学会関西支部第472回講演会
  • Place of Presentation: 神戸
  • Year and Date: 2011-12-10
• [Presentation] Solanacolの光学活性体合成に関する研究 (2011)
  • Author(s): 藤原真美、杉本幸裕、滝川浩郷
  • Organizer: 日本農芸化学会関西支部第472回講演会
  • Place of Presentation: 神戸大学
  • Year and Date: 2011-12-10
• [Presentation] 根寄生雑草Striga gesnerioides種子発芽刺激物質の立体化学 (2011)
  • Author(s): 上野琴巳、野村早紀、藤原真美、村中聡、水谷正治、佐々木満、滝川浩郷、杉本幸裕
  • Organizer: 第53回天然有機化合物討論会
  • Place of Presentation: 大阪
  • Year and Date: 2011-09-27
• [Presentation] 根寄生雑草Striga gesnerioides種子発芽刺激物質の立体化学 (2011)
  • Author(s): 上野琴巳, 他7名
  • Organizer: 第53回天然有機化合物討論会
  • Place of Presentation: 大阪国際交流センター
  • Year and Date: 2011-09-27
• [Presentation] Solanacol の合成研究 (2011)
  • Author(s): 藤原真美、杉本幸裕、滝川浩郷
  • Organizer: 日本農芸化学会2011 年度大会
  • Place of Presentation: 京都
  • Year and Date: 2011-03-26
• [Presentation] 昆虫成長制御活性物質 Decaturin Cの合成 (2011)
  • Author(s): 中崎公治、林康次郎、佐々木満、滝川浩郷
  • Organizer: 日本農芸化学会 2011 年度大会
  • Place of Presentation: 京都
  • Year and Date: 2011-03-26
• [Presentation] Solanacolの合成研究 (2011)
  • Author(s): 藤原真美、治久丸哲、佐々木満、滝川浩郷
  • Organizer: 日本農芸化学会
  • Place of Presentation: 京都女子大学(京都府)(発表確定)
  • Year and Date: 2011-03-26
• [Presentation] 昆虫成長制御活性物質Decaturin Cの合成研究 (2011)
  • Author(s): 中崎公治、林康次郎、佐々木満、滝川浩郷
  • Organizer: 日本農芸化学会
  • Place of Presentation: 京都女子大学(京都府)(発表確定)
  • Year and Date: 2011-03-26
• [Presentation] 根寄生雑草種子発芽刺激物質Sorgomol の合成 (2010)
  • Author(s): 北原彩子、佐々木満、滝川浩郷
  • Organizer: 日本農芸化学会関西支部第467回講演会
  • Place of Presentation: 神戸
  • Year and Date: 2010-12-04
• [Presentation] 根寄生雑草種子発芽刺激物質Sorgomolの合成 (2010)
  • Author(s): 北原彩子、佐々木満、滝川浩郷
  • Organizer: 日本農芸化学会関西支部第467回講演会
  • Place of Presentation: 神戸大学(兵庫県)
  • Year and Date: 2010-12-04
• [Presentation] Synthetic studies on natural and unnatural strigolactones (2010)
  • Author(s): Hirosato Takikawa, Mami Fijiwara, Saiko Kitahara
  • Organizer: SATREPS-JSPS AA Scientific Platform Program Joint Seminar on Strigaspp., the food security scourge in Africa
  • Place of Presentation: 兵庫
  • Year and Date: 2010-09-14
• [Presentation] Synthetic studies on natural and unnatural strigolactones (2010)
  • Author(s): H.Takikawa, M.Fijiwara, S.Kitahara
  • Organizer: SATREPS-JSPS AA Scientific Platform Program Joint Seminar on Striga spp., the food security scourge in Africa
  • Place of Presentation: 淡路夢舞台(兵庫県)
  • Year and Date: 2010-09-04
• [Presentation] 7-Oxoorobancholの合成
  • Author(s): 田中政志
  • Organizer: 日本農芸化学会2013年度大会
  • Place of Presentation: 東北大学
• [Presentation] Glyceollin Iの合成研究
  • Author(s): 河野雄太
  • Organizer: 日本農芸化学会2013年度大会
  • Place of Presentation: 東北大学
• [Presentation] プテロカルパン骨格の新規構築法に関する研究
  • Author(s): 河野雄太
  • Organizer: 日本農芸化学会関西支部会 第477回講演会
  • Place of Presentation: 神戸大学
• [Patent(Industrial Property Rights)] 根寄生植物発芽阻害剤およびそれを用いる根寄生植物の防除方法 (2012)
  • Inventor(s): 杉本幸裕、滝川浩郷、佐々木満
  • Industrial Property Rights Holder: 神戸大学
  • Industrial Property Number: 2012-061700
  • Filing Date: 2012-03-19
• [Patent(Industrial Property Rights)] 根寄生植物発芽調節剤及びそれを用いる根寄生植物の防除方法 (2011)
  • Inventor(s): 杉本幸裕、滝川浩郷、佐々木満
  • Industrial Property Rights Holder: 神戸大学
  • Industrial Property Number: 2011-111819
  • Filing Date: 2011-05-18