[Synthetic Studies on Bioactive Substances: From Research on Water-soluble Compounds to the Field of Lipophilic Ligands].

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  • Author(s): Kittaka A;Kittaka A
  • Source:
    Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan [Yakugaku Zasshi] 2024; Vol. 144 (12), pp. 1109-1123.
  • Publication Type:
    Journal Article; Review; English Abstract
  • Language:
    Japanese
  • Additional Information
    • Source:
      Publisher: Nihon Yakugakkai Country of Publication: Japan NLM ID: 0413613 Publication Model: Print Cited Medium: Internet ISSN: 1347-5231 (Electronic) Linking ISSN: 00316903 NLM ISO Abbreviation: Yakugaku Zasshi Subsets: MEDLINE
    • Publication Information:
      Original Publication: Tokyo : Nihon Yakugakkai
    • Subject Terms:
      Solubility* ; Water*/chemistry; Ligands ; Humans ; Ribose/chemistry ; Vitamin D/analogs & derivatives ; Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Vitamins/chemical synthesis
    • Abstract:
      This is a personal review of my chemistry research on retirement from Teikyo University. Under the guidance of Prof. Masaji Ohno of the Faculty of Pharmaceutical Sciences, The University of Tokyo, my research career started with the synthesis of water-soluble basic natural compounds, including the first artificial bleomycin showing potent molecular-oxygen activation effects and DNA binding abilities. While studying abroad at Eidgenössische Technische Hochschule (ETH) under the guidance of Prof. Albert Eschenmoser, I studied the formation of ribose under prebiotic conditions. The condensation reaction between formaldehyde and glycolaldehyde phosphate produced ribose in far greater yield than the formose reaction. In the School of Pharmacy, Showa University, I conducted research in nucleic acid chemistry to synthesize, for example, anomeric spiro-nucleosides using radical chemistry and oligonucleotides that interacted with the κB motif. After moving to Teikyo University in 1999, I engaged in studies on the synthesis of vitamin D derivatives, included in fat-soluble vitamins, with selective biological activities without calcemic side-effects, and discovered, for example, 2α-(3-hydroxypropyl)-19-nor-1α,25-dihydroxyvitamin D 3 (MART-10), which exhibits potent anticancer activity in vivo, 2α-[2-(tetrazol-2-yl)ethyl]-1α,25-dihydroxyvitamin D 3 (AH-1), which shows greater bone-forming effects than natural active vitamin D 3 in vivo, and the A-ring-converted vitamin D derivative KK-052, which is an in vivo selective inhibitor of sterol regulatory-element binding protein (SREBP), a master transcription factor of lipogenesis, independent of the vitamin D canonical activity through a vitamin D receptor.
    • Contributed Indexing:
      Keywords: anticancer effect; bleomycin; bone-forming effect; prebiotic chemistry; sterol regulatory-element binding protein; vitamin D
    • Accession Number:
      0 (Ligands)
      059QF0KO0R (Water)
      681HV46001 (Ribose)
      1406-16-2 (Vitamin D)
      0 (Antineoplastic Agents)
      0 (Vitamins)
    • Publication Date:
      Date Created: 20241201 Date Completed: 20241201 Latest Revision: 20241201
    • Publication Date:
      20241204
    • Accession Number:
      10.1248/yakushi.24-00157
    • Accession Number:
      39617476