• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to project page

1986 Fiscal Year Final Research Report Summary

Study of the Constituents of Amaryllidaceae Plants as Antiviral Agents

Research Project

Project/Area Number 60570990
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionThe University of Tokushima

Principal Investigator

KOBAYASHI Shigeru  Faculty of Pharmaceutical Sciences, The University of Tokushima, 薬学部, 教授 (70035533)

Co-Investigator(Kenkyū-buntansha) ルナール 純子  東京医科大学, 講師 (90074632)
IMAKURA Yasuhiro  Faculty of Pharmaceutical Sciences, The University of Tokushima, 薬学部, 助手 (10112640)
KIHARA Masaru  Faculty of Pharmaceutical Sciences, The University of Tokushima, 薬学部, 助教授 (80035550)
RENARD Junko  Department of Microbiology, Tokyo Medical College
Project Period (FY) 1985 – 1986
KeywordsAmaryllidaceae plant / Leucojum asetivum L. / Crinum latifolium / Hymenocallis rotata / Acid A / Acid B / Apogalanthamine analog / 抗ウイルス作用
Research Abstract

Novel alkaloids, leucotamine, 0-demethylleucotamine, 3-0-acetylungiminorine, demethylmaritidine and (-)-N-demethyllycoramine, were isolated from Amaryllidaceae plants, namely Leucojum asetivum L. and Hymenocallis rotata. The structure of latifine isolated from Crinum latifolium was determined by its spectral data and by the synthesis of its racemate.
The structures of acid A and acid B, oxidation products of lycoramine, were confirmed by their spectral data and by the synthesis of acid A.
The apogalanthamine analogs were prepared by photochemical reaction of halo-N-benzyl- <beta> -phenethylamine derivatives.
A novel synthesis of 4-phenyl-1,2,3,4-tetrahydro-4-isoquinolinols was carried out by cyclization of phenacylamine derivatives with zerovalent nickel.
With regard to Amaryllidaceae alkaloids(biosynthesized from norbelladine <C_(15)> <H_(17)> N <O_3> ), tests for antiviral activity in a system of herpes simplex virus/ Vero cells gave the following results:(1)some activity was found in 3 groups of compounds, out of seven, namely Lycorine, Tazettine and Lycorenine. (2)Compounds with a 0.2 or less, chemotherapeutic index had as a common structure a hexahydroindole ring. (3)The activity of those alkaloids was due to their capacity to inhibit the viral multiplication. (4)The mechanism could be explained by the inhibition of DNA polymerase activity.

  • Research Products

    (20 results)

All Other

All Publications (20 results)

  • [Publications] Shigeru Kobayashi: Chem.Pharm.Bull.33. 5358-5363 (1985)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Shigeru Kobayashi: J.Chem.Research(S). 280-281 (1986)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Shigeru Kobayashi: J.Chem.Research(M). 2444-2470 (1986)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masaru Kihara: Chem Pharm.Bull "in Press". 35. 1070-1075 (1987)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Shigeru Kobayashi: Chem.Pharm.Bull.34. 2443-2447 (1986)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Shigeru Kobayashi: Chem.Pharm.Bull.34. 4045-4055 (1986)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] ShigeruKobayasi: Heterocycles. 23. 159-164 (1985)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masaru Kihara: Chem.Pharm.Bull.33. 1260-1265 (1985)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masaru Kihara: J.Chem.Research(London).

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Junko Renard: ANNALES DE L´INSTITUTT PASTEUR.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Shigeru Kobayashi, Masaru Kihara, Kazuyoshi Yuasa, Yasuhiro Imakura, Tetsuro Shingu, Akira Kato, and Toshihiro Hashimoto: "Alkaloidal Constituents of Leucojum asetivum L." Chem. Pharm. Bull.33. 5258-5263 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Shigeru Kobayashi, Toshihiro Tokumoto, Seiichiro Iguchi, Masaru Kihara, Yasuhiro Imakura, and Zenei Taira: "Structure and Snythesis of a Novel Alkaloid, Latifine, from Crinum latifolium" J. Chem. Research(S). 280-281 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Shigeru Kobayashi, Toshihiro Tokumoto, Seiichiro Iguchi, Masaru Kihara, Yasuhiro Imakura, and Zenei Taira: "Structure and Synthesis of a Novel Alkaloid, Latifine, from Crinum latifolium" J. Chem. Research(M). 2444-2470 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masaru Kihara, Tomomi Koike, Yasuhiro Imakura, Kiyoshi Kida, Tetsuro Shingu, and Shigeru Kobayashi: "Alkaloidal Constituents of Hymenocallis rotata HERB.(Amaryllidaceae)" Chem. Pharm. Bull.35. 1070-1075 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Shigeru Kobayashi, Toshihiro Tokumoto, Tomomi Koike(n'ee Ohta), Kinji Iizuka, Hiroshi Irie, and Shojiro Uyeo: "Structure and Synthesis of Acid A, an Oxidation Product of Lycoramine" Chem. Pharm. Bull.34. 2443-2447 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Shigeru Kobayshi, Toshihiro Tokumoto, Masaru Kihara, Yasuhiro Imakura, Tetsuro Shingu, Junji Koizumi, and Shojiro Uyeo: "Structure of Acid B and Related Compounds, Oxidation Products of Lycoramine" Chem. Pharm. Bull.34. 4050-4055 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Shigeru Kobayashi, Masaru Kihara, and Yoshiyuki Miyake: "Abnormal Photolysis of N-Benzyl- <beta> -phenethylamine Derivatives having Bromine and Iodine Atoms" Heterocycles. 23. 159-164 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masaru Kihara, Yoshiyuki Miyake, Morio Iitomi, and Shigeru Kobayashi: "Syntheses of Apogalanthamine Analogs as <alpha> -adrenergic Blocking Agents VIII. Syntheses of 4- and 9-Bromo-5,6,7,8-tetrahydrodibenz[c,e]-azocines and Their Methylenedioxy Derivatives" Chem. Pharm. Bull.33. 1260-1265 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masaru Kihara, Yukio Ishida, and Shigeru Kobayashi: "A Novel Synthesis of 4-Phenyl-1,2,3,4-tetrahydro-4-isoquinolinols with Zerovalent Nickel" J. Chem. Research(London).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Junko Renard, Taijoeng Kim, Yasuhiro Imakura, Masaru Kihara, et Shigeru Kobayashi: "Action d'alcaloides d'Amaryllidaceae sur le virus herpes simplex in vitro" ANNALES DE L'INSTITUT PASTEUR.

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

URL: 

Published: 1988-11-10  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi