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1999 Fiscal Year Final Research Report Summary

MOLECULAR DESIGN OF BIOACTIVE HYBRID COMPLEXES

Research Project

Project/Area Number 08404044
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Research Field Inorganic chemistry
Research InstitutionNARA WOMEN'S UNIVERSITY

Principal Investigator

YANO Shigenobu  NARA WOMEN'S UNIV., PROF., 大学院・人間文化研究科, 教授 (60011186)

Co-Investigator(Kenkyū-buntansha) SUZUKI Takahito  NARA WOMEN'S UNIV., PROF., 理学部, 教授 (60144135)
MIKATA Yuji  NARA WOMEN'S UNIV., RESEARCH ASSISTANT, 理学部, 助手 (10252826)
KATO Masako  NARA WOMEN'S UNIV., ASSOCIATED. PROF., 大学院・人間文化研究科, 助教授 (80214401)
OKURA Ichiro  TOKYO INSTITUTE OF TECHNOLOGY, PROF., 生命理工学部, 教授 (90089821)
Project Period (FY) 1996 – 1999
KeywordsBIOACTIVITY / INTERCALETER / HYBRID COMPLEX / GLYCOSIDE COMPLEX / ANTIFUNGAL ACTIVITY / PHOTOTOXITY / ANTITUMOR ACTIVITY / PORPHYRIN
Research Abstract

[Ni(aldose3-tren)]ィイD12+ィエD1(aldoseィイD23ィエD2-tren = tris(N-aldosyl-2-aminoethyl)amine) were successfully isolated and characterized including x-ray crystallography. Antitumor cis-dichloroplatinum(II) complexes linked to an intercalator via one methylene chain were prepared and characterized, and their intercalation with DNA was examined. Trimanganese complexes with a linear MnィイD1IIィエD1MnィイD1IIIィエD1MnィイD1IIィエD1assemblage bridged by carbohydrates were prepared and their magnetic properties were analyzed. Peroxo-bridged dinuclear cobalt(III) complex containing N-glycoside ligands from tris(2-aminoethyl)amine and D-Glucose were prepared and its reversible dioxygen binding property has been observed. Unprecedented chiral Inversion around the seven-coordinated cobalt center induced by an Interaction between sugars and sulfate anions has been discovered. Antifungal nickel(II) complexes derived from amino sugars against pathogenic yeast, Candida Albicans were newly developed. First zinc(II) complexes containing N-glycosides derived from ethylenediamine and D-glucosamine were prepared and characterized. General Synthetic method of useful chelating reagents having a sugar unit via o-glycoside linkage was developed and effective antitumor cisplatin type complexes were developed. Sugar-dependent photocytotoxic property of tetra- and octa-glycoconjugated tetraphenylporphyrins has been examined. Effective phototoxic property of newly prepared tetra- and octa-glycoconjugated tetraphenylchlorins was observed.

  • Research Products

    (42 results)

All Other

All Publications (42 results)

  • [Publications] S. Yano: "Successful Isolation of an Intermediate to {Ni(aldose3-tren)]^<2+>(aldose3-tren=tris(N-aldosyl-2-aminoethyl)amine):X-Ray Crystal Structure of (Tris(N-L-rbamnosyl-2-aminoethyl)amine) (sulfate) nickel (II) Hydrate Trimethanol Solvate : [Ni((L--Rha)3-tren)(SO4)・H_2O・3CH_3OH (Rha=rhamnose)"Inorg. Chim. Acta.. 249. 1-3 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Tanase: "Assembly of Carbohydrates on Nickel (II) Center by Utilizing N-Glycosidic Bond Formation with Tris(2-aminoethyl)amine(tren). Syntheses and Characterization of [Ni{N-(aldosl)-tren}(H_2O)]^<2+>, [Ni{N,N'-di(aldoxyl)-tren}]^<2+> and [Ni{N,N',N''-tri(aldosyl)-tren}]^<2+>"Inorg. Chem.. 35. 4848-4857 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S. Yano: "Intelligent Sugar Complexes"Mol. Cryst. Liq. Cryst.. 276. 253-256 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y. Mikata: "Synthesis, Characterization, Intercalation with DNA, and Antitumor Activity of a cis-Dichloroplatinum (II) Complex Linked to an Intercalator via one Methylene Chain"Bioorg. Med. Chem. Lett.. 7 (8). 1083-1086 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S. Yano: "Trimananese complexes with a linear MnIIMnIIIMnII assemblage bridged by carbohydrates"Chem. Commun.. 997-998 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Tanase: "Seven-coordinate Manganese (II) Complexes with a Cage-type N-Glycoside Ligand. Configurational Switch Depending on Counter Anions"Inorg. Chim. Acta.. 266. 5-7 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Tanase: "Peroxo-Bridged Dinuclear Cobalt (III) Complex Containing N-Glycoside Ligands from Tris(2-aminoethyl)amine and D-Glucose and its Reversible Dioxygen Binding Property"Chem. Commun.. 2115-2116 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Tanase: "Stereochemistry of nickel (II) complexes with N-glycosylamine ligands 1,3-diaminopropane and aldopentoses. Correlation between configurational structures and circular dichroism spectra"J. Chem. Soc., DALTON Trans.. 345-352 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S. Yano: "Unprecedented Chiral Inversion around the Seven-coordinated Cobalt Center Induced by an Interaction between Sugars and Sulfate Anions"Inorg. Chem.. 36. 4187-4194 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S. Yano: "Antifungal Nickel (II) Complexes Derived from Amino Sugars against Pathogenic Yeast, Candida Albicans"J. Inorg. Biochem.. 69. 15-23 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y. Kanaoka: "Synthesis and Evolution of Nitro 5-Diazaflavin-Pyrrolecarboxamine(s) Hybrid Molecules as Novel DNA Targeted Bioreductive Antitumor Agents"Bioorg. Med. Chem. Lett.. 6 (3). 301-314 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y. Mikata: "Effect of side chain location in (20aminoethyl)aminomethyl-2-phenylquinolins as antitumor agents"Bioorg. Med. Chem. Lett.. 8. 1243-1248 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y. Mikata: "Sugar-Dependent Photocytotoxic Property of Tetra- and Octa-glycoconjugated Tetraphenylporphyrins"Tetrahedron. Lett.. 39. 4505-4508 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y. Mikata: "Intercalator-linked Cisplatin : Synthesis and Antitumor Activity of cis-Dichloroplatinum (II) Complexes Connected to Acridine and Phenylquinolines by one Methylene Chain"Inorg. Chim. Acta.. 279. 51-57 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y. Mikata: "Synthesis and Photoperty of Tetra- and Octa-Glycoconjugated Tetraphyenylchlorins"Bioorg. Med. Chem. Lett.. 8. 3543-3548 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y. Mikata: "Convenient Preparation of Chiral Ethylenediamine Linked to D-Glucose"Carbohydr. Res.. 313. 175-179 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S. Yano: "General Synthesis of Useful Chelating Reagents having a Sugar Unit, 1,3-Diamino-2-prophyl β-D-Glucopyranosie and 1,3-Diamino-2-Prophyl α-D-Manno pyranoside"Chem. Lett.. 255-256 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Tanase: "Peroxo-Bridged Dinuclear Cobalt(III) Complex Containing N-Glycoside Ligands from Tris(2-aminoethyl)amine and D-Glucose or Maltose (α, D-Glucopyranosyl-(1->4)-D-Glucose)"Inorg. Chem.. 38. 3150-3159 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S. Yano: "First synthesis and characterization of zinc (II) complexes containing N-glycosides derived from ethylenediamine and D-glucosamine"J. Chem. Soc. DALTON Trans.. 1851-1855 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Tanase: "Substrate-dependent Chemoselective Aldose-Aldose and Aldose-Ketose Isomerizations of Carbohydrates Promoted by Combinations of Calcium Ion and Monoamine"Carbohydr. Res., in press..

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Tanase: "Novel Mn^<II>Mn^<III>Mn^<II> Trinuclear Complexes with Carbohydrates Bridged Derived from Seven-Coordinate Mn(II) Complexes with N-Glycoside"Inorg. Chem., in press..

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Yano, M.Doi, M.Kato, I.Okura, T.Nagano, Y.Yamamoto and T.Tanase: "Successful Isolation of an Intermediate to [Ni(aldoseィイD23ィエD2-tren)]ィイD12+ィエD1(aldoseィイD23ィエD2-tren = tris(N-aldosyl-2-aminoethyl)amine) : X-Ray Crystal Structure of {Tris(N-L-rhamnosyl-2-aminoethyl)amine} (sulfate)nickel(II) Hydrate Trimethanol Solvate : [Ni((L-Rha)2-tren)(SOィイD24ィエD2)]・HィイD22ィエD2O・3CHィイD23ィエD2OH (Rha = rhamnose)"Inorg. Chim. Acta.. 249. 1-3 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Tanase, M.Doi, R.Nouchi, M.Kato, Y.Sato, K.Ishida, K.Kobayashi, T.Sakurai, Y.Yamamoto and S.Yano: "Assembly of Carbohydrates on Nickel(II) Center by Utilizing N-Glycosidic Bond Formation with Tris (2-aminoethyl)amine(tren). Syntheses and Characterization of [Ni{N-(aldosyl)-tren}(HィイD22ィエD2O)]ィイD12+ィエD1, [Ni{N, N'-di(aldosyl)-tren}]ィイD12+ィエD1 and [Ni{N, N', N''-tri(aldosyl)-tren}]ィイD12+ィエD1"Inorg. Chem.. 35. 4848-4857 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Yano, M.Nakagoshi, A.Teratani, M.Kato, T.Tanase, Y.Yamamoto, H.Uekusa and Y.Ohashi: "Intelligent Sugar Complexes"Mol. Cryst. Liq. Cryst.. 276. 253-256 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Mikata, K.Mogami, M.Kato and S.Yano: "Synthesis, Characterization, Intercalation with DNA, and Antitumor Activity of a cis-Dichloroplatinum(II) Complex Liked to an Intercalator via one Methylene Chain"Bioorg. Med. Chem. Lett.. 7(8). 1083-1086 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Yano, M.Doi, S.Tamakoshi, W.Mori, M.Mikuriya, A.Ichimura, I.Kinoshita, Y.Yamamoto and T.Tanase: "Trimanganese complexes with a linear MnIIMnIIIMnII assemblage bridged by carbohydarates"Chem. Commun.. 997-998 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Tanase, S.Tamakoshi, M.Doi, W.Mori and S.Yano: "Seven-coordinate Manganese(II) Complexes with a Cage-type N-Glycoside Ligand. Configurational Switch Depending on Counter Anions"Inorg. Chim. Acta. 266. 5-7 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Tanase, T.Onaka, M.Nakagoshi, I.Kinoshita, K.Shibata, M.Doe, J.Fujii and S.Yano: "Peroxo-Bridged Dinuclear Cobalt(III) Complex Containing N-Glycoside Ligands from Tris(2-aminoethyl)amine and D-Glucose and its Reversible Dioxygen Binding Property"Chem. Commun.. 2115-2116 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Yano, M.Nakagoshi, A.Teratani, M.Kato, T.Onaka, M.Iida, T.Tanase, Y.Yamamoto, H.Uekusa and Y.Ohashi: "Unprecedented Chiral Inversion around the Seven-coordinated Cobalt Center induced by an Interaction between Sugars and Sulfate Anions"Inorg. Chem.. 36. 4187-4194 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Tanase, Y.Yasuda, T.Onaka and S.Yano: "Stereochemistry of nickel(II) complexes with N-glycosylamine ligands from 1,3-diaminopropane and aldopentoses. Correlation between configurational structures and circular dichroism spectra"J. Chem. Soc., DALTON Trans.. 345-352 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Yano, S.Inoue, R.Nouchi, K.Mogami, Y.Shinohara, Y.Yasuda, M.Kato, T.Tanase, T.Kakuchi, Y.Mikata, T.Suzuki and Y.Yamamoto: "Antifungal Nickel(II) Complexes Derived from Amino Sugars against Pathogenic Yeast, Candida Albicans,"J. Inorg. Biochem. 69. 15-23 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Kanaoka, Y.Ikeuchi, T.Kawamoto, K.Bessho, N.Akimoto, Y.Mikata, M.Nishida, S.Yano, T.Sasaki and F.Yoneda: "Synthesis and Evolution of Nitro 5-Diazaflavin-Pyrrolecarboxamine(s) Hybrid Molecules as Novel DNA Targeted Bioreductive Antitumor Agents"Bioorg. Med. Chem. Lett.. 6(3). 301-314 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Mikata, M.Yokoyama, S.Ogura, I.Okura, M.Kawasaki, M.Maeda and S.Yano: "Effect of side chain location in (2-aminoethyl)aminomethyl-2-phenylquinolins as antitumor agents"Bioorg. Med. Chem. Lett.. 8. 1243-1248 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Mikata, Y.Onchi, K.Tabata, S.Ogura, I.Okura, H.Ono and S.Yano: "Sugar-Dependent Photocytotoxic Property of Tetra- and Octa-glycoconjugated Tetraphenylporphyrins"Tetrahedron. Lett.. 39. 4505-4508 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Mikata, Y.Yokoyama, K.Mogami, M.Kato, I.Okura, M.Chikira and S.Yano: "Intercalator-linked Cisplatin : Synthesis and Antitumor Activity of cis-Dichloroplatinum(II) Complexes Connected to Acridine and Phenylquinolines by one Methylene Chain"Inorg. Chim. Acta.. 279. 51-57 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Mikata, Y.Onchi, M.Shibata, T.Kakuchi, H.Ono, S.Ogura, I.Okura and S.Yano: "Synthesis and Phototoxic Property of Tetra- and Octa-Glycoconjugated Tetraphenylchlorins"Bioorg. Med. Chem. Lett.. 8. 3543-3548 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Mikata, K.Yoneda, T.Tanase, I.Kinoshita, M.Doe, F.Nishida, K.Mochida and S.Yano: "Convenient Preparation of Chiral Ethlenediamine Linked to D-Glucose"Carbohydr. Res.. 313. 175-179 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Yano, Y.Shinohara, K.Mogami, M.Yokoyama, T.Tanase, T.Sakakibara, F.Nishida, K.Mochida, I.Kinoshita, M.Doe, I.Kanako, Y.Naruta, P.Mehrkhodavandi, P.Bugly, B.Song, C.Orvig and Y.Mikata: "General Synthesis of Useful Chelating Reagents having a Sugar Unit, 1, 3-Diamino-2-propyl β-D-Glucopyranoside and 1, 3-Diamino-2-propyl α-D-Manno pyranoside"Chem. Lett.. 255-256 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Tanase, T.Onaka, M.Nakagoshi, I.Kinoshita, K.Shibata, M.Doe, J.Fujii and S.Yano: "Peroxo-Bridged Dinuclear Cobalt(III) Complex Containing N-Glycoside Ligands from Tris(2-aminoethyl)amine and D-Glucose or Maltose (α, D-Glucopyranosyl-(1->4)-D-Glucose)"Inorg. Chem.. 38. 3150-3159 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Yano, S.Inoue, Y.Yasuda, T.Tanase, Y.Mikata, T.Kakuchi, T.Tsubomura, M.Yamasaki, I.Kinoshita and M.Doe: "First synthesis and characterization of zinc(II) complexes containing N-glycosides derived from ethylenediamine and D-glucosamine"J. Chem. Soc. DALTON Trans.. 1851-1855 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Tanase, T.Takei, M.Hidai, and S.Yano: "Substrate-dependent Chemoselective Aldose-Aldose and Aldose-Ketose Isomerizations of Carbohydrates Promoted by Combinations of Calcium Ion and Monoamine"Carbohydr. Res.. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Tanase, M.Tamakoshi, M.Doi, S.Yano, M.Mikuriya, and H.Sakurai: "Novel MnィイD1IIィエD1MnィイD1IIIィエD1MnィイD1IIィエD1 Trinuclear Complexes with Carbohydrates Bridged Derived from Seven-Coordinate Mn(II) Complexes with N-Glycoside"Inorg. Chem.. (in press).

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2001-10-23  

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