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SEARCH FOR NEW ANTIDIABETOGENIC AND ANTI-OBESE SEED COMPOUNDS FROM THE TRADITIONAL EGYPTIAN MEDICINES

Research Project

Project/Area Number 16590023
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionKYOTO PHARMACEUTICAL UNIVERSITY

Principal Investigator

YOSHIKAWA Masayuki  KYOTO PHARMACEUTICAL UNIVERSITY, SCHOOL OF PHARMACY, PROFESSOR, 薬学部, 教授 (90116129)

Co-Investigator(Kenkyū-buntansha) MATSUDA Hisashi  KYOTO PHARMACEUTICAL UNIVERSITY, SCHOOL OF PHARMACY, ASSOCIATE PROFESSOR, 薬学部, 助教授 (40288593)
森川 敏生  京都薬科大学, 薬学部, 助手 (10340449)
Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2005: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 2004: ¥2,400,000 (Direct Cost: ¥2,400,000)
KeywordsEgyptian folk medicine / Nigella sativa / anti-obese activity / Salvia officinalis / Citrullus colocynthis / antidiabetogenic activity / Anastatica hierochuntica / seed compound / 血糖値上昇抑制作用 / 抗アレルギー作用 / 肝保護作用 / Dichrocephala integrifolia / 一酸化窒素産生抑制作用 / 脂質代謝促進作用 / nigellamine / 中性脂質上昇抑制作用 / carnosic acid / 内臓脂肪蓄積抑制作用
Research Abstract

We have searched antidiabetogenic and anti-obese seed compounds from traditional Egyptian medicines through bioassay screening. As the results, new dolabellane-type diterpene alkaloids, nigellamines A_1-A_5, B_1-B_3, C and D, were isolated from seeds of Nigella sativa, which is prescribed in folk medicines for treatment of asthma and used as a food in Egypt and Turkey. These constituents were found to show lipid metabolism promoting activity. Previously, several dolabellane-type diterpenes were isolated from the marine soft coral, brown algae, or liverwort. However, the isolation reports of this type of diterpenes from higher plants were very rare.
In addition, the leaves of Salvia officinalis, which is originated from Mediterranean area and known as a culinary herb in Japan, showed significant inhibitory effect on serum triglyceride elevation in olive oil-loaded mice. Through bioassay-guided separation using the inhibitory activity against pancreatic lipase activity, abietan-type diter … More penes (carnosic acid) were isolated from the active fraction. Carnosic acid (5 mg/kg/d, p.o.) reduced the gain of body weight and the accumulation of epididymal fat weight in high fat diet-fed mice after 2 weeks.
The fruit of Citrullus colocynthis, which is used as an catharsis and anti-diabetic agents in traditional Egyptian medicines, was found to show inhibitory effects on increase in serum glucose levels in oral sucrose-loaded rats and an antiallergic effect on ear passive cutaneous anaphylaxis (PCA) reaction in mice. Through bioassay-guided separation, the principal cucurbitane-type triterpene glycoside, cucurbitacin E 2-O-β-D-glucopyranoside, was found to exhibit antiallergic activity and new cucurbitane-type triterpene glycosides, colocinthosides A and B, were isolated.
Furthermore, new skeletal flavanones, anastatins A and B and new lignans, hierochin A-C, were isolated from the whole plants of Anastatica hierochuntica, which is distributed in the Sahara-Arabian deserts and used by women as a charm for child birth. Anastatins A and B showed potent hepatoprotective activity. Less

Report

(3 results)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • Research Products

    (29 results)

All 2006 2005 2004

All Journal Article (29 results)

  • [Journal Article] Synthesls and biological evaluation of deoxy salacinols, the role of polar substituents in the side chain on the α-glucosidase inhibitory activity2006

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Bioorg. Med. Chem. 14

      Pages: 500-509

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis and biological evaluation of deoxy salacinols, the role of polar substituents in the side chain on the α-glucosidase inhibitory activity2006

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Bioorg.Med.Chem. 14

      Pages: 500-509

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Structure-actlvlty relatlonshlps of 1'・∫-1'-acetoxychavlcol acetate tor inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages.2005

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Bioorg. Med. Chem. Lett. 15

      Pages: 1949-1953

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] lnhibitors of nitric oxide production from the rhizomes of Alpinia gatanga : structures of ncw 8-9' linked neolignans and sesquineolignan2005

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Chem. Pharm, Bull 53

      Pages: 625-630

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] 1'・∫-1'- Acetoxychavicol acetate as a new type of interferon-β production in lipopolysaccgaride-activated mouse peritoneal2005

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Bioorg. Med, Chem. 13

      Pages: 3289-3294

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Antidiabetogenic constituents from Salacia species2005

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      J.Trad.Med. 22

      Pages: 145-153

    • NAID

      110002555185

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Structure-activity relationships of 1'S-1'-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages2005

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Bioorg.Med.Chem.Lett. 15

      Pages: 1949-1953

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Inhibitors of nitric oxide production from the rhizomes of Alpinia galanga : structures of new 8-9' linked neolignans and Sesquineolignan2005

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Chem.Pharm.Bull. 53

      Pages: 625-630

    • NAID

      10016654112

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] 1'S-1'-Acetoxychavicol acetate as a new type inhibitor of interferon-β production in lipopolysaccharide-activated mouse peritoneal macrophages2005

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Bioorg.Med.Chem. 13

      Pages: 3289-3294

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Structure-activity relationships of 1′S-1′-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages.2005

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      Bioorg.Med.Chem.Lett. 15

      Pages: 1949-1953

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Inhibitors of nitric oxide production from the rhizomes of Alpinia galanga : structures of new 8-9′ linked neolignans and sesquineolignan2005

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      Chem.Pharm.Bull. 53

      Pages: 625-630

    • NAID

      10016654112

    • Related Report
      2005 Annual Research Report
  • [Journal Article] 1′S-1′-Acetoxychavicol acetate as a new type inhibitor of interferon-β production in lipopolysaccharide-activated mouse peritoneal macrophages2005

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      Bioorg.Med.Chem. 13

      Pages: 3289-3294

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Antidiabetogenic constituents from Salacia species2005

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      J.Trad.Med. 22

      Pages: 145-153

    • NAID

      110002555185

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis and biological evaluation of deoxy salacinols, the role of polar substituents in the side chain on the α-glucosidase inhibitory activity2005

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      Bioorg.Med.Chem.Lett. 14

      Pages: 500-509

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Novel Dolabellane-Type Diterpene Alkaloids with Lipid Metabolism Promoting Activities from the Seeds of Nigella Stativa2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Org. Lett. 6

      Pages: 869-872

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Niellamines A_3, A_4, A_5, and C, New Dolabellane-Type Dlterpene Alkaloids, with Lipid Metabolism-Promoting Activities from the Egyptian Medicinal Food Black Cumin2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Chem. Pharm. Bull 52

      Pages: 494-497

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Structures of New Sesquiterpenes and Hepatoprotective Constituents from the Egyptian Herbal Medicine Cyperus Longus2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      J.Nat.Prod. 67

      Pages: 569-576

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Carnosic acid, A New Class of Lipid Absorption Inhibitor from Sage2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Bioorg. Med. Chem. Lett. 14

      Pages: 1943-1946

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] New Crinine-Type Alkaloids with lnhibitory Effect on lnduction of Inducible Nitric Oxide Synthase from Crinum Yemense2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      J.Nat.Prod. 67

      Pages: 1119-1124

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Novel Dolabellane-Type Diterpene Alkaloids with Lipid Metabolism Promoting Activities from the Seeds of Nigella sativa2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Org.Lett. 6

      Pages: 869-872

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Nigellamines A_3, A_4, A_5, and C, New Dolabellane-Type Diterpene Alkaloids, with Lipid Metabolism-Promoting Activities from the Egyptian Medicinal Food Black Cumin2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Chem.Pharm.Bull. 52

      Pages: 494-497

    • NAID

      110003615601

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Structures of New Sesquiterpenes and Hepatoprotective Constituents from the Egyptian Herbal Medicine Cyperus longus2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      J.Nat.Prod. 67

      Pages: 569-576

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Carnosic acid, A New Class of Lipid Absorption Inhibitor from Sage2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      Bioorg.Med.Chem.Lett. 14

      Pages: 1943-1946

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] New Crinine-Type Alkaloids with Inhibitory Effect on Induction of Inducible Nitric Oxide Synthase from Crinum yemense2004

    • Author(s)
      Masayuki Yoshikawa et al.
    • Journal Title

      J.Nat.Prod. 67

      Pages: 1119-1124

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Novel Doalbellane-Type Diterpene Alkaloids with Lipid Metabolism Promoting Activities from the Seeds of Nigella sativa2004

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      Org.Lett. 6

      Pages: 869-897

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Nigellamines A3,A4,A5,and C, New Dolabellane-type Diterpene Alkaloids, with Lipid Metabolism-Promoting Activities from the Egyptian Medicinal food Black Cumin2004

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      Chem.Pharm.Bull. 52

      Pages: 494-497

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Structures of New Sesquiterpenes and Hepatoprotective Constituents from the Egyptian Herbal Medicine Cyperus longus2004

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      J.Nat.Prod. 67

      Pages: 569-576

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Carnosic Acid, a New Class of Lipid Absorption Inhibitor from Sage2004

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      Bioorg.Med.Chem.Lett. 14

      Pages: 1943-1946

    • Related Report
      2004 Annual Research Report
  • [Journal Article] New Crinine-Type Alkaloids with Inhibitory Effect on Induction on Inducible Nitric Oxide Synthase from Crinum yemense2004

    • Author(s)
      Masayuki Yoshikawa
    • Journal Title

      J.Nat.Prod. 67

      Pages: 1119-1124

    • Related Report
      2004 Annual Research Report

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Published: 2004-04-01   Modified: 2016-04-21  

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