70 Croton sublyratusより得た抗Shay潰瘍性フラノジテルペン

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概要

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• Pharmacological screening directed towards to find antipeptic ulcer substances of plant origin led us to find that extract of a crude drug named Plau-noi in Thailand, identified with stems of Croton sublyratus Kurz (Euphrbiaceae), showed significant inhibitory activities against Shay-ulcer in rat and reserpine-ulcer in mouse. From the active fractions, furanoditerpene A, B, C, D, E, and F were isolated together with 18-hydroxygeranylgeraniol (1) showing anti-reserpine ulcer activity. Structural elucidation of the furanoditerpenoids and the anti-Shay ulcer activity of B, C, D, and E will be discussed. The structure and absolute configuration of A were determined by the spectral data and the X-ray crystallographic analysis of p-bromobenzoate (3). Sodium borohydride reduction of A and B gave the identical diol (7). Oxidation of B and C with Cornforth reagent gave the identical ketone (5). Sodium borohydride reduction of C and D gave the identical triol(14). Acetylation of D and E with acetic anhydride-pyridine gave the identical triacetate(12). From results of the above chemical interconversion, the absolute structures of A, B, C, D, and E were clarified. Finally, the structure of F was determined by the chemical correlation with bacchotricuneatin B (16).

• 天然有機化合物討論会の論文
• 1978-08-22

著者

• 畠 忠

  Analytical and Metabolic Research Laboratories, Sankyo Co., Ltd.,

• 桑野 晴光

  三共中研

• 桑野 晴光

  三共分代研

• 田村 千尋

  三共中研

• 小木曽 彰

  Central Research Laboratories Sankyo Co. Ltd.

• 北沢 栄一

  Central Research Laboratories Sankyo Co. Ltd.

• 畠 忠

  Analytical And Metabolic Research Laboratories Sankyo Co. Ltd.

• 小木曽 彰

  三共中研

• 北沢 栄一

  三共中研

• 高橋 秀次

  三共中研

• 畠 忠

  三共中研

• 田村 千尋

  Analytical And Metabolic Research Laboratories : Sankyo Company Ltd.

• 高橋 秀次

  Central Research Laboratories, Sankyo Co., Ltd.

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