Chang Y C, Nair M G, Nitiss J L
Department of Horticulture and Pesticide Research Center, Michigan State University, East Lansing 48824, USA.
J Nat Prod. 1995 Dec;58(12):1901-5. doi: 10.1021/np50126a016.
A number of metabolites of daidzein and genestein have been synthesized and their biological activities determined. Equol [3], 5,7,4'-trihydroxyisoflavan [5], 4,7,4'-trihydroxyisoflavan [6], dihydrodaidzein [8], and dihydrogenistein [9] were synthesized either from daidzein [1] or genistein [2] by hydrogenation. Similarly, the derivatives 4, 7, and 11 were synthesized from 3, 6, and 10, respectively. During acetylation and nmr experiments, 9 was converted to a novel enol intermediate [10]. Antifungal, antibacterial, mosquitocidal, nematocidal, and topoisomerase inhibition activities of these compounds were evaluated, with equol [3] being the most active of the compounds tested against topoisomerase I.
已合成了大豆苷元和染料木黄酮的多种代谢产物，并测定了它们的生物活性。雌马酚[3]、5,7,4'-三羟基异黄酮[5]、4,7,4'-三羟基异黄酮[6]、二氢大豆苷元[8]和二氢染料木黄酮[9]是通过大豆苷元[1]或染料木黄酮[2]氢化合成的。同样，衍生物4、7和11分别由3、6和10合成。在乙酰化和核磁共振实验中，9转化为一种新型烯醇中间体[10]。评估了这些化合物的抗真菌、抗菌、灭蚊、杀线虫和拓扑异构酶抑制活性，其中雌马酚[3]是测试的化合物中对拓扑异构酶I活性最高的。
