Abstract:
A new oxidized heptene, 7-benzoyloxy-4-hydroxy-1-ethoxy-2E,4Z-heptadiene-1,6-dione, namely siamheptene A (1), together with eight known compounds (2-9), were isolated from the leaves of Uvaria siamensis. Their structures were elucidated by detailed analysis of spectroscopic (IR, 1D and 2D NMR) and mass spectrometric data. Compound 9 is reported for the first time from Uvaria genus. Siamheptene A was evaluated for cytotoxicity against HeLa (cervical cancer cells), A549 (lung cancer cells), and Vero cells using the MTT assay and screened for antibacterial activities. In addition, the isolated compounds (1-7, and 9) were investigated for their antioxidant (DPPH, FRAP and ABTS+ assays), anti-glycation, and anti-tyrosinase properties. Based on our results, compound 1 had mild cytotoxicity against Hela and A549 cancer cell lines, with IC50 ranging from 31.09 to 31.67 μg/mL. Compound 1 also showed antioxidant activities in all tasted assays. However, it showed no detectable activity (>128 μg/mL) against various bacterial strains, and it has no inhibitory effects on tyrosinase enzymes. Among of all tested compounds, chrysin (5), showcased highest anti-glycation and anti-tyrosinase activities. This comprehensive analysis provides highlighting the potential of 1 as a lead compound for further structural modification and development of cytotoxic or antioxidant agents.
摘要:
一种新的氧化庚烯,7-苯甲酰氧基-4-羟基-1-乙氧基-2E,4Z-庚二烯-1,6-二酮,即西庚烯A(1),连同八种已知化合物(2-9),是从紫菜的叶子中分离出来的。通过光谱分析(IR,1D和2DNMR)和质谱数据。化合物9为首次从Uvaria属中报道。评估了对HeLa(宫颈癌细胞)的细胞毒性,A549(肺癌细胞),和Vero细胞使用MTT测定法并筛选抗菌活性。此外,研究了分离的化合物(1-7和9)的抗氧化剂(DPPH,FRAP和ABTS测定),抗糖基化,和抗酪氨酸酶特性。根据我们的结果,化合物1对Hela和A549癌细胞系具有轻微的细胞毒性,IC50范围为31.09至31.67μg/mL。化合物1在所有品尝测定中也显示出抗氧化活性。然而,它对各种细菌菌株没有可检测的活性(>128μg/mL),对酪氨酸酶没有抑制作用。在所有测试的化合物中,chrysin(5),展示了最高的抗糖基化和抗酪氨酸酶活性。这种综合分析突出了1作为进一步结构修饰和开发细胞毒性剂或抗氧化剂的先导化合物的潜力。