New bioactive clerodane diterpenoids from the bark of Casearia grewiifolia
New bioactive clerodane diterpenoids from the bark of Casearia grewiifolia
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DOI：
10.1021/np049757k
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发表时间：
2005-02-01
影响因子：
5.1
通讯作者：
Buayairaksa, M
中科院分区：
文献类型：
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作者：
Kanokmedhakul, S;Kanokmedhakul, K;Buayairaksa, M
Bioactivity-guided分馏的正己烷和二氯甲烷提取物的树皮Casearia grewiifolia提供四个新clerodane二萜,caseargrewiins模拟(1 - 4),和两个已知clerodane二萜,rel - (2 s, 5 r, 6 r, 8, 9, 10 r, 18岁,19 r) -18年,19-diacetoxy-18, 19-epoxy-6-methoxy-2——(2-methylbutanoyloxy) cleroda-3 13 (16), 14-triene(5)和rel - (2 s, 5 r, 6 r, 8, 9, 10 r, 18岁,19 r) -18年,19-diacetoxy-18, 19-epoxy-6-hydroxy-2——(2-methylbutanoyloxy) cleroda-3 13 (16), 14-triene(6)。1-4的结构是在其一维和二维核磁共振谱数据解释的基础上确定的。用改进的Mosher法确定了4的绝对构型。所有化合物都显示出有希望的抗疟疾和抗真菌活性，但对三种癌细胞系也有细胞毒性。
Bioactivity-guided fractionation of hexane and dichloromethane extracts of the bark of Casearia grewiifolia afforded four new clerodane diterpenes, caseargrewiins A-D (1-4), and two known clerodane diterpenes, rel-(2S,5R,6R,8S,9S,10R,18S,19R)-18,19-diacetoxy-18,19-epoxy-6-methoxy-2-(2-methylbutanoyloxy)cleroda-3,13(16),14-triene (5) and rel-(2S,5R,6R,8S,9S,10R,18S,19R)-18,19-diacetoxy-18,19-epoxy-6-hydroxy-2-(2-methylbutanoyloxy)cleroda-3,13(16),14-triene (6). The structures of 1-4 were established on the basis of the interpretation of their 1D and 2D NMR spectral data. The absolute configuration of 4 was determined by the modified Mosher's method. All compounds exhibited promising antimalarial and antimycobacterial activities but also cytotoxicity against three cancer cell lines.