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Acquisition of pharmacologically active compounds from plant materials using ion-pair HPLC.

Research Project

Project/Area Number 11672130
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionKobe Pharmaceutical University

Principal Investigator

MARIYASU Masataka  Kobe Pharmaceutical University, Natural Medical Chemistry, Professor, 薬学部, 教授 (40102107)

Co-Investigator(Kenkyū-buntansha) NISHIYAMA Yumi  Kobe Pharmaceutical University, Natural Medical Chemistry, Associate, 薬学部, 助手 (30248116)
ICHIMARU Momoyo  Kobe Pharmaceutical University, Natural Medical Chemistry, Associate Professor, 薬学部, 講師 (00175259)
IWASA Kinuko  Kobe Pharmaceutical University, Natural Medical Chemistry, Associate Professor, 薬学部, 助教授 (30068340)
Project Period (FY) 1999 – 2001
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 2001: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 2000: ¥500,000 (Direct Cost: ¥500,000)
Keywordsion-pair HPLC / alkaloid / Monodora junodii / Xylopia parviflora / Monanthotaxis fornicata / Annonaceae plants / flavonoid / antitumor activity / Xylopia parbiflora / 鎮痛活性 / HL-60 / 生理活性物質 / Monodra iunodii / Xylopia Parbiflora / Annonaceae / 抗菌活性 / Monodra junodii / オウゴン
Research Abstract

A rapid and convenient method was developed to purify alkaloids from plant materials by the combination ofion-pair extraction and ion-pair HPLC using sodium perchlorate as an ion-pair reagent. Alkaloids form neutraland relatively hydrophobic ion-pair with perchlorate anion. The resulting ion-pairs are extractable with someorganic solvents, and were excellently separated by means of ion-pair HPLC where perchlorate was used again asan ion-pair reagent. By these methods, we purified many alkaloids from plant materials. From threeAnnonaceous medicinal plants, Monodora junodii, Xylopia parviflora, and Monanthotaxis fornicata, manyisoquinoline alkaloids (benzylisoquinolines, aporphines, protoberberines, pseudoprotoberberines and simpleisoquinolines) including five new compounds were purified. The pharmacological activity of isolatedcompounds were examined, and the following results were obtained : (1) Pseudoprotoberberine alkaloids havestrong antimalarial activity, and among them the activit … More y of pseudocoptisine and peseudoberberine is the strongest. (2) Aporphine alkloaids having methylendioxy substituent in 1 - and 2-positions exhibit strong fungicidal activity. (3) Several benzylisoquinoline alkaloids in Monanthotaxis fornicata show growth inhibition against humanleukemia cell line, HL-60. (4) Alkaloidal fraction of Xylopia parviflora have strong analgesic action, andquaternary alkaloidal fraction has stronger activity than tertiary alkaloidal fraction.
The HPLC solvent system devised in this work also can be applied for acidic substances. Flavonoids were excellently separated by the same solvent system, where separation was achieved as ion-suppression mode. Flavonoids were purified from Japanese, Chinese and Kenyan medicinal plants. The pharmacological activity (anti-oxidant and antitumor activity) of isolated compounds was examined. A few flavonoids (vitexicarpine from Vitex rotandifolia and pachypodol from Macarisia pyramidatd) show very strong growth inhibition against human leukemia cell line, HL-60.f Less

Report

(4 results)
  • 2001 Annual Research Report   Final Research Report Summary
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • Research Products

    (28 results)

All Other

All Publications (28 results)

  • [Publications] 岩佐衣子, 守安正恭 他: "Simple Isoquinoline and Benzylisoquinoline Alkaloids as Potential Antimicrobial, Antimalarial, Cvtotoxic, and Anti-HIV Agents"Bioorg.Med.Chem. 9. 2871-2884 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 岩佐衣子, 守安正恭 他: "In Vitro Cytotoxicity of the Protoberberine-Type Alkaloids"J.Nat.Prod.. 64. 896-898 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 守安正恭, 市丸百代 他: "A new Flavone from Scutellaria Radix"Natural Medicines. 55. 35-37 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 岩佐衣子, 守安正恭 他: "Fungicidal and Herbicidal Activities of Berberine Related Alkaloids"Biosci.Biotechnol.Biochem.. 64. 1998-2000 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 岩佐衣子, 守安正恭 他: "Dopaminergic neurotoxins, 6.7-dihydroxy-1-(3',4'-dihYdroxybenzyl)-isoquinolins, cause different types of cell death in SH-SY5Y cells"Neurosci.Lett. 291. 89-92 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 西山由美, 守安正恭 他: "Isoquinoline Alkaloids from Monodora junodii"Natural Medicines. 54. 42 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 西山由美, 守安正恭 他: "Secondary and Tertiary Isoquinoline Alkaloids from Monodora junodii"Natural Medicines. 54. 338-341 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Kinuko Iwasa, Masataka Moriyasu et.al.: "Fungicidal and Herbicidal Activities of Berberine Related Alkaloids"Bioorg. Med. Chem. 9. 2871-2874 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Kinuko Iwasa, Masataka Moriyasu et.al.: "In Vitro Cytotoxicity of the Protoberberine-Type Alkaloids"J. Nat. Prod. 64. 896-898 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Masataka Moriyasu, Momoyo Ichimaru et.al.: "A new Flavone from Scutellaria Radix."Natural Medicines. 55. 35-37 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Kinuko Iwasa, Masataka Moriyasu et.al.: "Fungicidal and Herbicidal Activities of Berberine Related Alkaloids"Biosci. Biotechnol. 64. 1998-2000 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Kinuko Iwasa, Masataka Moriyasu et.al.: "Dopaminergic neurotoxins, 6.7-dihydroxy-1 - (3', 4'-dihYdroxybenzyl) -isoquinolins, cause different types of cell death in SH-SY5Y cells"Neurosci. Lett.. 291. 89-92 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yumi Nishiyama, Masataka Moriyasu et al.: "Isoquinolihe Alkaloids from Monodora ju nodii"Natural Medicines. 54. 42 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yumi Nishiyama, Masataka Moriyasu et al: "Secondary and Tertiary Isoquinolihe Alkaloids from Monodora ju nodii"Natural Medicines. 54. 338-341 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 岩佐衣子, 守安正恭他: "Simple Isoquinoline and Benzylisoquinoline Alkaloids as Potential Antimicrobial, Antimalarial, Cytotoxic, and Anti-HIV Agents"Bioorg. Med. Chem. 9(12). 2871-2884 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 岩佐衣子, 守安正恭他: "In Vitro Cytotoxicity of the Protoberberine-Type Alkaloids"J. Nat. Prod.. 64(7). 896-898 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 守安正恭他: "A New Isoflavone Glycoside from Ceiba pantandra (L.) Gafrenter"Chem. Pharm. Bull.. 50(3). 403-404 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] 守安正恭,西山由美,市丸百代,岩佐衣子 他: "Secondary and tertiary Isoquinoline Alkaloids from Monondra junodii"Natural Medicines. 54(6). 338-341 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 岩佐衣子,守安正恭 他: "Fungicidal and Herbicidal Activities of Berberine Related Alkaloids"Biosci.Biotechnol.Biochem.. 64(9). 1998-2000 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 岩佐衣子,守安正恭 他: "Dopaminergic neurotoxins, 6.7-dihydroxy-1-(3',4'-dih Y droxybenzyl)-isoquinolins,cause different types of cell death in SH-SY5Y cells"Neurosci.Lett.. 291. 89-92 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 守安正恭 他: "鶏血藤Spatholobus subrectus DUNNの血小板凝集におよぼす影響"Natural Medicines. 54(5). 268-271 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 守安正恭,市丸百代 他: "A new Flavone from Scutellaria Radix."Natural Medicines. 55(1). 35-37 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] 西山由美,守安正恭,市丸百代,岩佐衣子 他: "Isoquinoline Alkaloids from Monondra junodii"Natural Medicines. 54(1). 42 (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] 西山由美,守安正恭,市丸百代 他: "Absolute Configurations of Two Acyclic Triterpenoids from Ekebergia capensis"Phytochemistry. 52(8). 1593-1596 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 岩佐衣子,西山由美,市丸百代,守安正恭 他: "Structure Relationships of Quaternary Protoberberine Alkaloids Having an Antimalarial Activity"Eur.J.Med.Chem.. 34(1). 1-7 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 守安正恭 他: "市場品厚朴の研究-中国産と日本産の比較研究"Natural Medicines. 53(2). 80-87 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 西山由美 他: "A ComparativeStudy of Embelia Schiperi and Embelia Keniensis on Blood Glucose andTriglycerides in Normal and Epinephrine-Induced Hyperglycemic Mice"American Journal of Chinese Medicine. 27(2). 365-370 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 守安正恭 他: "はかってなんぼ-分析化学入門 第14章(生薬、天然物成分の分離分祈)を執筆"丸善株式会社. 192 (2000)

    • Related Report
      1999 Annual Research Report

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Published: 2000-04-01   Modified: 2016-04-21  

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