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1998 Fiscal Year Final Research Report Summary

Absolute Stereochemistry and Biosynthesis of Antibiotic Enacyloxins.

Research Project

Project/Area Number 09460054
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionTohoku University

Principal Investigator

SUGIYAMA Takeyoshi  Tohoku Univ.Dept.of Applyed Biol.Chem.Associate Professor., 農学部, 助教授 (10125586)

Co-Investigator(Kenkyū-buntansha) WATANABE Toshihiko  Akita Natl.Coll.Technol.Dept.of Chem.Biol.Engineering, Professor., 物質工学科, 教授 (00089799)
Project Period (FY) 1997 – 1998
Keywordsenacyloxin / inhibition of protein biosynthesis / antibiotics / absolute stereochemistry / organic synthesis / biosynthesis-related substance
Research Abstract

Enacyloxins (ENXs) are antibiotics produced by bacteria Frateuria sp. W-315 in a spent medium of Neurospora crassa. They are active against Gram-positive and Gram-negative bacteria Their mode of action is considered to be the inhibition of protein biosynthesis of susceptible strains. To elcidate the absolute stereochemistry of EM, ENX IIa derivative was oxidized with periodate and one of the products were compared with authentic samples which were derived from D-glucose. The stereochemistry of some of chiral centers were determined as 12'S, 17'R,18'S,19'R.The stereochemistry of other chiral centers are studied now.
As to biosynthesis of ENX, acidic compound, which appearance and disappearance are closely related to the biosynthetic status of EM, was newly found in the culture medium. To elucidate the chemical structure of the above acidic compound, the production and pufication are in progress.

  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Q.-W.Shi: "Three Novel Bicyclic 3,8-Secotaxane Diterpenoids from the Needles of the Chinese Yew, Taxus chinensis var.Mairei." J.Natl.Prod.61. 1437-1440 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Q.-W.Shi: "A Newly Rearranged 2(3→21)Abeotaxane Diterpene from the Bark of Chinese Yew, Taxus mairei." Biosci.Biotechnol.Biochem.62. 2263-2266 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Sassa.: "Acremolactone A, a Herbicidal Epoxydihydropyranyl γ-Lactone from Acremonium roseum 14267." J.Antibibotics. 51. 967-969 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Sassa: "Isolation and Identification of New Antifungal Macrophorins E, F, and G as Malonyl Meroterpenes from Botrysphaeria berengeriana." Biosci.Biotechnol.Biochem.62. 2260-2262 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Q.-W.Shi: "Isolation and Structural Determination of a Novel Bicyclic Taxane Diterpene from Needles of Chinese Yew, Taxus mairei" Biosci.Biotechnol.Biochem.63. 756-759 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Q.-W.Shi: "Thrss Novel Bicyclic 3,8-Secotaxane Diterpenoids from the Needles of Chinese Yew, Taxus chinensis var.mairei." J.Natl.Chem.61. 1437-1440 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Q.-W.Shi: "A Newly Rearranged 2 (3*21) Abeotaxane Diterpene from the Bark of Chinese Yew, Taxus mairei." Biosci.Biotechnol.Biochem.62. 2263-2266 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Sassa: "Acremolactone A,a Herbicidal Epoxydihydroy-pyrannyl eta-lactone from Acremonium roseum 14267." J.Antibiotics. 51. 967-969 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Sassa: "Isolation and Identification of New Antifungal Macrophorins E,F,and G as Malonyl Meroter-penes from Botrysphaeria berengeriana." Biosci.Biotechnol.Biochem.62. 2260-2262 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Q.-W.Shi: "Isolation and Structural Determination of a Novel Bicyclic Taxane Diterpene from Needles from Chinese Yew, Taxus mairei." Biosci.Biotechnol.Biochem.63. 756-759 (1999)

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

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Published: 1999-12-08  

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