Veras Maria Leopoldina, Bezerra Maria Zeneide B, Lemos Telma Leda G, Uchoa Daniel Esdras de A, Braz-Filho Raimundo, Chai Hee-Byung, Cordell Geoffrey A, Pessoa Otília Deusdênia L
Curso de Pós-Graduação em Química Orgânica, Departamento de Química Orgânica e Inorgânica, Centro de Ciências, Universidade Federal do Ceará, 12.200, Fortaleza, CE, 60021-970, Brazil.
J Nat Prod. 2004 Apr;67(4):710-3. doi: 10.1021/np0340347.
Three withaphysalins, rel-(17S,20R,22R)-5 beta,6 beta:18,20-diepoxy-4 beta-hydroxy-1,18-dioxowitha-2,24-dienolide(withaphysalin M) (1), rel-(17S,20R,22R)-5 beta,6 beta:18,20-diepoxy-4 beta-hydroxy-18-ethoxy-1-oxowitha-2,24-dienolide (withaphysalin F ethyl ether, withaphysalin O) (2), and rel-(17S,20R,22R)-5 beta,6 beta:18,20-diepoxy-4 beta-hydroxy-1,18-dioxowitha-24-enolide (withaphysalin N) (3), were isolated from the leaves of Acnistus arborescens. The structures were deduced from 1D ((1)H NMR, (13)C NMR, DEPT-(13)C NMR) and 2D (COSY, HMQC, HMBC) NMR analysis and the relative stereochemical assignments based on 1D NOESY correlations and analysis of coupling constants. Compounds 1 and 2 displayed potent cytotoxic activity against a panel of human cancer cell lines.
从乔木状阿尼斯木（Acnistus arborescens）的叶子中分离出了三种withaphysalins，分别是rel-(17S,20R,22R)-5β,6β:18,20-二环氧-4β-羟基-1,18-二氧代威他-2,24-二烯内酯（withaphysalin M）（1）、rel-(17S,20R,22R)-5β,6β:18,20-二环氧-4β-羟基-18-乙氧基-1-氧代威他-2,24-二烯内酯（withaphysalin F乙醚，withaphysalin O）（2）和rel-(17S,20R,22R)-5β,6β:18,20-二环氧-4β-羟基-1,18-二氧代威他-24-烯内酯（withaphysalin N）（3）。通过一维（(1)H NMR、(13)C NMR、DEPT-(13)C NMR）和二维（COSY、HMQC、HMBC）核磁共振分析以及基于一维NOESY相关性和耦合常数分析的相对立体化学归属推断出其结构。化合物1和2对一组人类癌细胞系显示出强大的细胞毒性活性。
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