1997 Fiscal Year Annual Research Report

超活性海洋天然物の精密構造解析

Research Project

Project/Area Number	07102002
Research Institution	Tohoku University
Principal Investigator	安元健東北大学, 農学部教授 (20011885)
Co-Investigator(Kenkyū-buntansha)	山下まり東北大学, 農学部, 教務職員 (50192430)
Keywords	シガトキシンの絶対構造 / 下痢性貝毒群の絶対構造 / 新規貝毒スピラミノ酸 / 赤潮毒プリムネシン / 新規貝毒ジムノジミン / ウミガメ中毒原因毒 / テトロドトキシン耐性機構 / クルペオトキシズム原因毒パリトキシン
Research Abstract	[食中毒原因毒の化学構造と起源の解明]1)「クルペオトキシズム」の原因毒パリトキシン類の同定と起源渦鞭毛藻 Ostreopsis siamensisの同定 2)ウミガメ中毒原因をらん藻類の炎症毒リングビアトキシンAと同定 3)サメ中毒試料から原因毒carchatoxin類を単離 4)アイルランド産毒化二枚貝の新規毒スピラミノ酸の構造決定 5)神経性貝毒の本体である新規ブレベトキシン誘導体の化学構造決定 6)オゴノリ中毒の原因物質ポリカバノシドの新規誘導体の構造決定 7)ニュージーランド産カキの毒ジムノジミンの構造決定と起源生物 Gymnodinium sp.の同定 8)ペクテノトキシン-7,-8とラクトン環の解裂したセコ酸の構造と起源決定 9)イェッソトキシン類の新規誘導体の構造と起源決定 10)シガトキシンの新規誘導体の構造決定 11)赤潮鞭毛藻Prymnesium parvumの溶血性魚毒プリムネシン-1,-2の構造決定 12)テトロドトキシン新規誘導体の発見。 [精密化学構造の決定] シガトキシン、マイトトキシン、ガンビエロール、ペクテノトキシン、ジノフィシストキシンの絶対構造決定、プリムネシン、ガンビエル酸の一部の基の絶対配置の決定、ポロニカムトキシンの化学合成による構造確認を行った。 [微量定量法の開発] 以下の微量分析法を開発した。 1)ペクテノトキシン-2、イエッソトキシン類、シガトキシン-4Aの蛍光HPLC定量法 2)シガトキシン類の化学発光定量法 3) ジノフィシストキシン類の酵素阻害に基づく迅速・微量定量法 [作用発現機構の解明] 以下の4項目について成果を得た。 1)トリチウム標識オカダ酸の調製と作用解析への利用 2)テトロドトキシン同族体を用いたラット脳Naチャンネルの微細構造解析 3)フグ筋肉Naチャンネル遺伝子の構造解析によるフグのテトロドトキシン耐性機構の考察 4)フグ血漿中のサキシトキシン結合蛋白の単離

Research Products

(21 results)

All Other

All Publications (21 results)

[Publications] Patrizia Ciminiello: "Yessotoxin in mussels of the northern Adriatic Sea" Toxicon. 35(2). 177-183 (1997)
[Publications] Masayuki Satake: "Isolation and structure of ciguatoxin-4A,a new cituatoxin precursor,from cultures of dinoflagellate Gambierdiscus toxicus and parrotfigh Scarus gibbus." Biosci. Biotech. Biochem.60(12). 2103-2105 (1997)
[Publications] Emiko Ito: "Effects of repeated injection of palytoxin of lymphoid tissues in mice." Toxicon. 35(5). 679-688 (1997)
[Publications] Hiroko Ogura: "Synthetic Study of Ciguatoxin. Absolute Configuration of the C2 Hydroxy Group." Tetrahedron. 53(9). 3057-3072 (1997)
[Publications] Masayuki Satake: "Two New Analogs of Yessotoxin,Homoyessotoxin and 45-Hydroxyhomoyessotoxin,Isolated from Mussels of the Adriatic Sea." Natural Toxins. 5(3). 107-110 (1997)
[Publications] Takeshi Yasumoto: "Fluorometric Measurement of Yessotoxins in Shellfish by High-pressure Liquid Chromatography" Biosci.Biotech.Biochem.61(10). 1775-1777 (1997)
[Publications] Kazuya Murata: "Isolaton and Structures of New Ciguatoxin Analogs,Brevetoxin B2,from Greenshell Mussels from New Zealand." Tetrahedron. 54. 735-742 (1998)
[Publications] Mari Yotsu Yamashita: "Synthesis and Confirmation of the Structures of PolonicumtoxinsA,B,and C" Heterocylces.48. 79-93 (1998)
[Publications] Tomoji Igarashi: "Biological activities of prymnesin-2 isolated from a red tide alga Prymnesium parvum." Natural Toxins. (印刷中).
[Publications] Katsunori Sasaki: "The Identification and Characterization of Pectenotoxin (PTX) 4 and PTX7 as Spiroketal Stereoisomers of Two Previously Reported Pectenotoxins" J.Organic Chemistry. (印刷中).
[Publications] Takeshi Yasumoto: "Bioactive Compounds from Marine Microalgae" Chimia. 52(印刷中).
[Publications] Katsunori Sasaki: "Application of the Phenylglycine Methyl Ester to the Establishment of the Absolute Configuration of Dinophysistoxin-1,a Polyether Toxin Responsible for Diarrhetic Shellfish Poisoning" Enantiomer. 1(印刷中).
[Publications] Katsunori Sasaki: "Identification of the Absolute Configuration of Pectenotoxin-6,a Polyrther Macrolide Compound,by NMR Spectroscopic Method Using a Chiral Anisotropic Reagent,Phenylglycine Methyl Ester." Biosci,Biotech,Biochem.61(10). 1783-1785 (1997)
[Publications] Hideyuki Onodera: "New Saxitoxin Analogues From the Freshwater Filametous Cyanobacterium Lyngbya wollei." Natural Toxins. 5(4). 146-151 (1997)
[Publications] Masayuki Satake: "Identification of Protoceratium reticulatum as the Biogenetic Origin of Yessotoxin." Natural Toxins. 5(4). 164-167 (1997)
[Publications] Masayuki Satake: "The Absolute Configuration of Ciguatoxin." J.Am.Chem.Soc. 119(46). 11325-11326 (1997)
[Publications] Hiroshi Nagai: "Manauealides,Some of the Causative Agents of a Red Alga Gracilaria coronopifolia Poisoning in Hawaii." jornal of NATURAL PRODUCTS. 60(9). 925-928 (1997)
[Publications] Masayuki Satake: "Isolaton and Structures of New Ciguatoxin Analogs,2,3-DihydroxyCTX3C and 51-Hydroxy CTX3C,Accoumulated in Tropical Reef Fish." Tetrahedron Letters. 39. 1197-1198 (1998)
[Publications] Hiroyuki Ogino: "Toxicologic Evaluation of Yessotoxin" Natural Toxins. (印刷中).
[Publications] Emiko Ito: "Effects of Repeated Injections of Palytoxin on Lymphold Tissues in Mice" Toxicon. 35. 679-688 (1997)
[Publications] Hiroko Tohda.: "Unstable Expression of the Multi-Drug-Resistant Phennotype in chinese Hamster Ovary Cells Resistant to Okadaic Acid" Biochemical and Biophysical Research Communications. 232. 398-402 (1997)

1997 Fiscal Year Annual Research Report

超活性海洋天然物の精密構造解析

Principal Investigator

安元 健 東北大学, 農学部 教授 (20011885)

Research Products

[Publications] Patrizia Ciminiello: "Yessotoxin in mussels of the northern Adriatic Sea" Toxicon. 35(2). 177-183 (1997)

[Publications] Masayuki Satake: "Isolation and structure of ciguatoxin-4A,a new cituatoxin precursor,from cultures of dinoflagellate Gambierdiscus toxicus and parrotfigh Scarus gibbus." Biosci. Biotech. Biochem.60(12). 2103-2105 (1997)

[Publications] Emiko Ito: "Effects of repeated injection of palytoxin of lymphoid tissues in mice." Toxicon. 35(5). 679-688 (1997)

[Publications] Hiroko Ogura: "Synthetic Study of Ciguatoxin. Absolute Configuration of the C2 Hydroxy Group." Tetrahedron. 53(9). 3057-3072 (1997)

[Publications] Masayuki Satake: "Two New Analogs of Yessotoxin,Homoyessotoxin and 45-Hydroxyhomoyessotoxin,Isolated from Mussels of the Adriatic Sea." Natural Toxins. 5(3). 107-110 (1997)

[Publications] Takeshi Yasumoto: "Fluorometric Measurement of Yessotoxins in Shellfish by High-pressure Liquid Chromatography" Biosci.Biotech.Biochem.61(10). 1775-1777 (1997)

[Publications] Kazuya Murata: "Isolaton and Structures of New Ciguatoxin Analogs,Brevetoxin B2,from Greenshell Mussels from New Zealand." Tetrahedron. 54. 735-742 (1998)

[Publications] Mari Yotsu Yamashita: "Synthesis and Confirmation of the Structures of PolonicumtoxinsA,B,and C" Heterocylces.48. 79-93 (1998)

[Publications] Tomoji Igarashi: "Biological activities of prymnesin-2 isolated from a red tide alga Prymnesium parvum." Natural Toxins. (印刷中).

[Publications] Katsunori Sasaki: "The Identification and Characterization of Pectenotoxin (PTX) 4 and PTX7 as Spiroketal Stereoisomers of Two Previously Reported Pectenotoxins" J.Organic Chemistry. (印刷中).

[Publications] Takeshi Yasumoto: "Bioactive Compounds from Marine Microalgae" Chimia. 52(印刷中).

[Publications] Katsunori Sasaki: "Application of the Phenylglycine Methyl Ester to the Establishment of the Absolute Configuration of Dinophysistoxin-1,a Polyether Toxin Responsible for Diarrhetic Shellfish Poisoning" Enantiomer. 1(印刷中).

[Publications] Katsunori Sasaki: "Identification of the Absolute Configuration of Pectenotoxin-6,a Polyrther Macrolide Compound,by NMR Spectroscopic Method Using a Chiral Anisotropic Reagent,Phenylglycine Methyl Ester." Biosci,Biotech,Biochem.61(10). 1783-1785 (1997)

[Publications] Hideyuki Onodera: "New Saxitoxin Analogues From the Freshwater Filametous Cyanobacterium Lyngbya wollei." Natural Toxins. 5(4). 146-151 (1997)

[Publications] Masayuki Satake: "Identification of Protoceratium reticulatum as the Biogenetic Origin of Yessotoxin." Natural Toxins. 5(4). 164-167 (1997)

[Publications] Masayuki Satake: "The Absolute Configuration of Ciguatoxin." J.Am.Chem.Soc. 119(46). 11325-11326 (1997)

[Publications] Hiroshi Nagai: "Manauealides,Some of the Causative Agents of a Red Alga Gracilaria coronopifolia Poisoning in Hawaii." jornal of NATURAL PRODUCTS. 60(9). 925-928 (1997)

[Publications] Masayuki Satake: "Isolaton and Structures of New Ciguatoxin Analogs,2,3-DihydroxyCTX3C and 51-Hydroxy CTX3C,Accoumulated in Tropical Reef Fish." Tetrahedron Letters. 39. 1197-1198 (1998)

[Publications] Hiroyuki Ogino: "Toxicologic Evaluation of Yessotoxin" Natural Toxins. (印刷中).

[Publications] Emiko Ito: "Effects of Repeated Injections of Palytoxin on Lymphold Tissues in Mice" Toxicon. 35. 679-688 (1997)

[Publications] Hiroko Tohda.: "Unstable Expression of the Multi-Drug-Resistant Phennotype in chinese Hamster Ovary Cells Resistant to Okadaic Acid" Biochemical and Biophysical Research Communications. 232. 398-402 (1997)

安元健東北大学, 農学部教授 (20011885)