I.Studies on the Constituents and Biological Activities of Morus australis Poir.II.Synthesis of Benzocamphorin and its Derivatives.

• Main Authors: Yu-RenLiao, 廖宇仁
• Other Authors: Tian-Shung Wu
• Format: Others
• Language: zh-TW
• Published: 2012
• Online Access: http://ndltd.ncl.edu.tw/handle/62mdp9

博士 === 國立成功大學 === 化學系碩博士班 === 100 === Forty compounds were isolated from the stems of Morus australis Poir. and were characterized by comprehensive analyses of their 1D, 2D-NMR and mass spectral data, and also by chemical transformation studies. Two new compounds were characterized as morustralin A (303)、morustralin B (304) by spectroscopic analyses. One compound was (Z)-1-hydroxy-4-(2-nitroethenyl)benzene (305) which were reported for the first time from natural sources. On the other hand, thirty- seven known compounds were identified as atalantoflavone (299)、morusin (11)、oxydihydromorusin (25)、cyclomorusin A (19)、neocyclomorusin (132)、artocommunols CD (300)、2-(2,4-diacetoxy-phenyl)-5-hydroxy-8,8-dimethyl-3-(3-methyl-but-2-enyl)-8H-pyrano[2,3-f]chromen-4-one (301)、orobol (302)、 moracin B (192)、ergosterol (306)、ergosta-4, 6, 8 (14), 22-tetraen-3-one (307)、ursolic acid (308)、norartocarpetin (309)、kuwanon C (310)、morusinol (311)、moracin P (312)、7-Hydroxycoumarin (313)、Scopoletin (314)、Vanillic acid (315)、Syringic acid (316)、Methyl syringate (317)、p-Hydroxybenzaldehyde (318)、Vanillin (319)、Syringaldehyde (320)、4-Hydroxy-3-methoxycinnamic acid (321)、angustifolin (322)、 toddanin (323)、Methyl gallate (324)、Gallic acid (325)、4-Hydroxycinnamic acid (326)、3-(5,6-dimethoxybenzofuran-2-yl)-5-methoxyphenol (327)、unknown(328)、unknown(329)。The structures of the isolated compounds were elucidated by 1H-, 13C-, 2D-NMR, MS, UV and IR spectral analyses and the comparison of spectroscopic data with those reported in the literatures. The bioactive assay of the isolated compounds including anti-platelet aggregation and anti-inflammatory effects exhibited potent anti-platelet aggregation bioactivity. A naturally occurring enynyl-benzenoid, benzocamphorin F(351)、H(336), from the edible fungus Taiwanofungus camphoratus (Antrodia camphorata) was characterized by the comprehensive spectral analysis. It displayed anti-inflammatory bioactivity and would be valuable for further biological studies. The present study is the first total synthesis (by Sonogashira reaction) of benzocamphorin F、H and the developed strategy described a more efficient procedure that allowed large-scale production of benzocamphorin F for the further research of biological activity (anti-inflammatory) both in vitro and in vivo.