60(P29) ブラジル産薬用植物、Carucaaのトリテルペンとその抗男性ホルモン作用(ポスター発表の部)

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In the course of our screening program to find anti-androgen active constituents from plant sources using inhibition test against testosterone 5α-reductase and binding of 5α-dihidrotestosterone to its receptor, we reported several anti androgen active phenolic compounds, neoflavones, chalcones and prenyl flavones, from Leguminus plants. Now, an ethyl acetate soluble fraction of Brazilian medicinal plant, Carucaa, Cordia multispicata (Boraginaceae) showed a potent anti-androgen activity. From the AcOEt soluble fraction, many triterpen derivatives, such as comp. 1-15 and 16-23, were isolated by repeated chromatography such as silica gel column chromatography and HPLC using reversed phase column. Their structures were elucidated by means of spectral methods, especially using two dimensional NMR experiments. Comp 1-5 were oleanane and ursane type derivatives having a hemiketal structure at A-ring and acyloxy group at E-ring. Comp 16-23 were dammarane type derivatives, having a hemiketal structure at A-ring and some O-functions at C-22, 23 and 24 of a side chain. Of these compounds, comp. 3, 6, 7, 8, 11, 15, 16, 17, 18, 19, 20, 22, and 23 may be new compounds. Of these compounds, 14 compounds were tested their inhibitory activity against testosterone 5α-reductase. All of compounds having a hemiketal structure at A-ring and 3-keto compounds having an acyloxy group at E-ring showed the potent activity. These indicated that the hemiketal structure and the acyloxy group played important effect to anti-testosterone 5α-reductase activity.
天然有機化合物討論会の論文
1999-09-01

60(P29) ブラジル産薬用植物、Carucaaのトリテルペンとその抗男性ホルモン作用(ポスター発表の部)

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