75(P-67) Studies on the Constituents from the Fruits of Vitex rotundifolia

• Ono Masateru

  School of Agriculture, Kyushu Tokai University

• Masuoka Chikako

  School of Agriculture, Kyushu Tokai University

• Ito Yasuyuki

  School of Agriculture, Kyushu Tokai University

• Yoshimitsu Hitoshi

  Faculty of Engineering, Kyushu Kyoritsu University

• Nohara Toshihiro

  Faculty of Pharmaceutical Sciences, Kumamoto University

Bibliographic Information

Other Title

• 75(P-67) 蔓荊子の成分に関する研究(ポスター発表の部)

Abstract

Vitex rotundifolia L. (Verbenaceae) is widely distributed in Asia, and its fruit, Viticis Fructus is used as folk medicine for headaches, colds, eye-pain etc. During the course of our studies on natural antioxidants from crude drugs, the methanol extract of this fruit showed a stronger antioxidative activity than 3-tert-butyl-4-hydroxyanisole (BHA), which is the standard synthetic antioxidant, using the ferric thiocyanate method. Therefore, we have examined the constituents of the methanol extract, and isolated twenty-three labdane-type (1-23), a rearranged labdane-type (24), four norlabdane-type (25-28), two abietane-type (29, 30) and a rearranged abietane-type (31) diterpenes, eight iridoids (32-39) and eleven aromatic compounds (40-50). Among them, thirty compounds (1-21, 23, 24, 26-28, 31, 38, 39, 48) are regarded as novel ones. The structures were characterized on the basis of spectroscopic data and X-ray crystallographic analysis. Of the isolated compounds, fifteen compounds (6, 29, 30, 36, 37, 40-43, 45-50) were examined for their antioxidative activity using the ferric thiocyanate method, and eleven compounds (30, 37, 40-43, 45-49) indicated a stronger antioxidative activity than the standard natural antioxidant, α-tocopherol. Especially, nine compounds (30, 37, 40-43, 45-47) were identified as stronger antioxidants than BHA. Moreover, the scavenging effect of thirteen compounds (30, 36, 37, 40-43, 45-50) on the stable radical 1,1-dipheny1-2-picrylhydrazyl (DPPH) was examined. Among them, six compounds (40-43, 45, 46) exhibited potent scavenging effect. In particular, the effect of one dihydroflavonol (46) was almost twice that of α-tocopherol at a concentration of 0.02mM. In addition, eight compounds (1-6, 8, 11) were investigated for their immunosuppressive activity on mouse allogenic mixed lymphocyte reaction (MRL) in vitro, and all tested compounds showed the activity (IC_<50>: 1, 21.07μM; 2, 13.85μM; 3, 126.37μM; 4, 58.71μM; 5, 98.09μM; 6, 11.43μM; 8, 22.70μM; 11, 17.72μM).

Journal

• Symposium on the Chemistry of Natural Products, symposium papers

  Symposium on the Chemistry of Natural Products, symposium papers 42 (0), 445-450, 2000

  Symposium on the Chemistry of Natural Products Steering Committee

Details

• CRID: 1390282681054975616
• NII Article ID: 110006681977
• DOI: 10.24496/tennenyuki.42.0_445
• ISSN: 24331856
• Text Lang: ja
• Data Source:
  • JaLC
  • CiNii Articles
• Abstract License Flag: Disallowed