Siddique Amreen A, Joshi Pallavi, Misra Laxminarain, Sangwan Neelam S, Darokar Mahendra P
a Chemical Sciences Division, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O. CIMAP , Lucknow 226 015 , India.
Nat Prod Res. 2014;28(6):392-8. doi: 10.1080/14786419.2013.871545. Epub 2014 Jan 14.
From the leaves of Withania somnifera L. Dunal, a new withasteroid named as 5,6-de-epoxy-5-en-7-one-17-hydroxy withaferin A (6) was isolated along with several known compounds, namely 16β-acetoxy-6α,7α-epoxy-5α-hydroxy-1-oxowitha-2,17(20),24-trienolide (1), withanone (2), 16-en-27-deoxy withaferin A (3), 27-deoxy withaferin A (4), withaferin A (5), withanolide D (7) and 27-hydroxy withanone (8). Its structure was determined using spectroscopic methods, namely IR, (1)H NMR, (13)C NMR, COSY, HMBC and HRMS. Among the known compounds, 16β-acetoxy-6α,7α-epoxy-5α-hydroxy-1-oxowitha-2,17(20),24-trienolide (1) was previously reported from the roots of W. somnifera. Now, it has been isolated from the leaves, as well. The cytotoxic activity of the new steroid was carried out using the MTT assay against a panel of cancer cell lines, namely MCF-7 (breast), WRL-68 (liver), PC-3 (prostate) and CACO-2 (colon). The results showed that the new compound possesses strong cytotoxic activity against liver and breast cancer with an IC50 of 1.0 μg/mL and a moderate activity against colon (IC50 3.4 μg/mL) and prostate (IC50 7.4 μg/mL) cancer cells.
从睡茄（Withania somnifera L. Dunal）的叶子中，分离出一种名为5,6-去环氧-5-烯-7-酮-17-羟基睡茄素A（6）的新甾体类化合物，同时还分离出几种已知化合物，即16β-乙酰氧基-6α,7α-环氧-5α-羟基-1-氧代睡茄-2,17(20),24-三烯醇内酯（1）、睡茄酮（2）、16-烯-27-脱氧睡茄素A（3）、27-脱氧睡茄素A（4）、睡茄素A（5）、睡茄内酯D（7）和27-羟基睡茄酮（8）。其结构通过光谱方法确定，即红外光谱（IR）、氢核磁共振（¹H NMR）、碳核磁共振（¹³C NMR）、化学位移相关谱（COSY）、异核多键相关谱（HMBC）和高分辨质谱（HRMS）。在这些已知化合物中，16β-乙酰氧基-6α,7α-环氧-5α-羟基-1-氧代睡茄-2,17(20),24-三烯醇内酯（1）先前已从睡茄的根中报道过。现在，它也从叶子中分离出来了。使用MTT法对一组癌细胞系，即MCF-7（乳腺癌）、WRL-68（肝癌）、PC-3（前列腺癌）和CACO-2（结肠癌）进行了新甾体的细胞毒性活性测试。结果表明，该新化合物对肝癌和乳腺癌具有较强的细胞毒性活性，IC50为1.0 μg/mL，对结肠癌（IC50为3.4 μg/mL）和前列腺癌（IC50为7.4 μg/mL）细胞具有中等活性。
