有害生物の信号物質に関する合成化学的研究

• Project/Area Number: 11480165
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Bioorganic chemistry
• Research Institution: Tokyo University of Science
• Principal Investigator: 森 謙治 理科大, 理学部, 教授 (20011843)
• Co-Investigator(Kenkyū-buntansha): 田代 卓哉 東京理科大学, 理学部・第2部, 助手 (20339104) ; 滝川 浩郷 東京理科大学, 理学部・第2部, 助手 (40271332)
• Project Period (FY): 1999 – 2002
• Project Status: Completed (Fiscal Year 2002)
• Budget Amount: ¥13,700,000 (Direct Cost: ¥13,700,000); Fiscal Year 2002: ¥2,700,000 (Direct Cost: ¥2,700,000); Fiscal Year 2001: ¥2,700,000 (Direct Cost: ¥2,700,000); Fiscal Year 2000: ¥2,700,000 (Direct Cost: ¥2,700,000); Fiscal Year 1999: ¥5,600,000 (Direct Cost: ¥5,600,000)
• Keywords: 信号物質 / 昆虫フェロモン / オオツノコクヌストモドキ / ツェツェバエ / 光学活性体合成 / Sandfly / Leishmania病 / マツカイガラムシ / vesperal / ブドウの害虫 / 殺原虫物質 / 寄生雑草 / 発芽誘導物質

Research Abstract

1)貯穀害虫であるオオツノコクヌストモドキ(Gnatocerus cornutus)の集合フェロモンの主成分の構造として提案されていた(+)-acoradieneを合成したが、合成品の分光学的性質は天然物と一致しなかった。よってフェロモンの真の構造は、(+)-acoradieneではない。
2)眠り病を媒介するアフリカのツェツェバエ(Glossina austeni)の性フェロモンである13,17-dimethyl-1-tritriaconteneと13,17-dimethyl-1-pentatriaconteneの全立体異性体の合成を完了した。現在アフリカで生物活性試験を実施中である。
3)ツェツェバエGlossina brevipalpisの性フェロモンであろうと考えられている3,7,11,15-tetramethylhentriacontaneと4,8,12,16-tetramethyldotriacontaneを立体異性体混合物として合成した。現在アフリカで生物活性試験を実施中である。

Research Products

• [Publications] Satoshi Kurosawa, Masahiko Bando, Kenji Mori: "Synthesis of(1R,4R,5S)-(+)-Acoradiene,the Structure Proposed for the Aggregation Pheromone of the Broad-Horned Flour Beetle"Eur.J.Org.Chem.. 4395-4399 (2001)
• [Publications] Taichi Kimura, David A.Carlson, Kenji Mori: "Synthesis of All the Stereoisomers of 13,17-Dimethyl-1-tritriacontene and 13,17-Dimethyl-1-pentatriacontene,the Contact Sex Pheromone Components of the Female Tsetse Fly,Glossina austeni"Eur.J.Org.Chem.. 3385-3390 (2001)
• [Publications] Ken Fujita, Kenji Mori: "Synthesis of(2R,4R)-Supellapyrone,the Sex Pheromone of the Brownbanded Cockroach,Supella longipalpa,and Its Three Stereoisomers"Eur.J.Org.Chem.. 493-502 (2001)
• [Publications] Masanori Seki, Kenji Mori: "Synthesis of a Prenylated and Immunosuppressive Marine Galactosphingolipid with Cyclopropane-Containing Alkyl Chains:(2S,3R,11S,12'''R,5'''Z,11'''S,12'''R)-Makoside A and Its(2S,3R,11R,12S,2'''R,5'''Z,11'''R,12'''S)-Isomer"Eur.J.Org.Chem.. 3797-3809 (2001)
• [Publications] Ken Fujita, Kenji Mori: "New Synthesis of Serricornin,the Female Sex Pheromone of the Cigarette Beetle"Biosci.Biotechnol.Biochem.. 65. 1429-1433 (2001)
• [Publications] Jesus Razkin Lizarraga, Kenji Mori: "Synthesis of (±)-Leucomalure[(3Z,6R^*,7S^*,9R^*,10S^*)-cis-6,7-cis-9,10-Diepoxy-3-henicosene],the Major Component of the Female Sex Pheromone of the Satin Moth"Natural Product Letters. 15. 89-92 (2001)
• [Publications] 森 謙治: "生物活性物質の化学-有機合成の考え方を学ぶ-"(株)化学同人. 149 (2002)
• [Publications] Kenji Mori,Takuya Tashiro and Satoshi Sano: "Enantioselective Synthesis of (1S,3S,7R)-3-Methyl-α-himachalene,the Sex Pheromone of the Sandfly Lutzomyia longipalpis from Jacobina, Brazil"Tetrahedron Letters. 41. 5243-5247 (2000)
• [Publications] Takuya Tashiro,Masahiko Bando and Kenji Mori: "Pheromone Synthesis, Part CCVIII. Synthesis of (1S,3S,7R)-3-Methyl-α-himachalene, the Sex Pheromone of the Sandfly Lutzomyia longipalpis from Jacobina, Brazil"Synthesis. 1852-1862 (2000)
• [Publications] Satoshi Kurosawa,Motonobu Takenaka,E.Dunkeiblum,Z.Mendel and Kenji Mori: "Pheromone Synthesis, Part 203. Pheromonal and Kairomonal Activities Can Be Separated : Synthesis and Bioactivity Studies of Pine Bast Scale Sex Pheromones and Their Analogues."Chem Bio Chem (European Journal of Chemical Biology). 1. 56-66 (2000)
• [Publications] E.Dunkelblum,M.Harel,F.Assael,Kenji Mori and Z.Mendel: "Specificity of Pheromonal and Kairomonal Response of the Israeli Pine Bast Scale Mutsucoccus josephi and Its Predator Elatophilus hebraicus"Journal of Chemical Ecology. 20. 1649-1657 (2000)
• [Publications] Kenji Domon and Kenji Mori: "Pheromone Synthesis, Part CCV. Short Synthesis of Vesperal [(S)-10-Oxo-isopiperitenone], the Female Sex Pheromone of the Longhorn Beetle (Vesperus xatarti), and of Its Enantiomer"European Journal of Organic Chemistry. 3783-3785 (2000)
• [Publications] Kenji Mori: "Organic Synthesis and Chemical Ecology"Accounts of Chemical Research. 33. 102-110 (2000)
• [Publications] Kenji Mori: "Stereoselective Biocatalysis, R.N.Panel (Ed.) Chapter 3, Chemoenzymatic Synthesis of Pheromones, Terpenes, and Other Bioregulators. (pp 59-85)"Marcel Dekker, Inc. (New York, Basel). 932 (1999)
• [Publications] J.G.C.Hamilton,A.M.Hooper,K.Mori,J.A.Pickett,S.Sano: "3-Methyl-α-himachalene is confirmed,and the telative stereo chemistry defined,by synthesis・・・"Chemical Communications. 353-356 (1999)
• [Publications] J.G.C.Hamilton,A.M.Hooper,S.Kurosawa,K.Mori,S.Miito: "9-Methylgermacrene-B is confirmed as the sex pheromone of the sandfly Lutzomyia Longipalpis・・・"Chemical Communications. 2335-2336 (1999)
• [Publications] S.Sano,K.Mori: "Synthesis of (1R^*,3R^*,7R^*)-3-Methyl-α-himachalene"European Journal of Organic Chemistry. 1679-1686 (1999)
• [Publications] S.Muto,Y.Nishimura,K.Mori: "Synthesis of Germacrene-B,and Its Extension to the Synthesis of (±)-9-Methyl germacrene-B・・・"European Journal of Organic Chemistry. 2159-2165 (1999)
• [Publications] I.Matsui,T.Yokota,M.Bando,Y.Takeuchi,K.Mori: "Synthesis and Structure of Orobanchol,・・・"European Journal of Organic Chemistry. 2201-2210 (1999)
• [Publications] K.Hirayama,K.Mori: "Synthesis of (+)-Strigol and (+)-Orobanchol,・・・"European Journal of Organic Chemistry. 2211-2217 (1999)
• [Publications] Kenji Mori(Ed.): "Comprehensive Natural Products Chemistry,Vol-8"Elsevier Science,Ltd.(Oxford,U.K.). 749 (1999)