From the green alga Avrainvillea amadelpha, two new naturally halo-benzaldehyde derivatives were isolated by various chromatographic methods along with 10 known metabolites of bromophenols, sulfonoglycolipid, and steroids. Based on the 1D and 2D NMR spectra as well as on MS data, the structures of the new compounds were identified as 5-bromo-2-(3-bromo-4-hydroxybenzyl)-3,4-dihydroxybenzaldehyde named avrainvilleal ( 1 ), and 3-iodo-4-hydroxy-benzaldehyde ( 2 ). Using SRB assay, both compounds showed mild and weak cytotoxic activity against HeLa and MCF-7 cancer cell lines, compared to the good activity of their extract (IC 50 values 3.1 and 4.3 μg/mL, respectively). However, avrainvilleal ( 1 ) displayed an effective scavenged DPPH radical activity with IC 50 value 3.5 μM, compared to the antioxidant quercetin with IC 50 value 1.5 μM.

中文翻译：

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来自红海藻 Avrainvillea amadelpha 的卤代酚代谢物及其体外抗氧化和细胞毒活性

通过各种色谱方法从绿藻 Avrainvillea amadelpha 中分离出两种新的天然卤代苯甲醛衍生物以及 10 种已知的溴酚、磺基糖脂和类固醇代谢物。基于一维和二维核磁共振谱以及质谱数据，新化合物的结构被鉴定为 5-溴-2-(3-溴-4-羟基苄基)-3,4-二羟基苯甲醛，命名为 avrainvilleal ( 1 ) , 和 3-iodo-4-hydroxy-benzaldehyde (2)。使用 SRB 测定，与其提取物的良好活性相比，这两种化合物对 HeLa 和 MCF-7 癌细胞系均显示出温和和弱的细胞毒活性（IC 50 值分别为 3.1 和 4.3 μg/mL）。然而，与 IC 50 值为 1.5 μM 的抗氧化剂槲皮素相比，avrainvilleal (1) 显示出有效的清除 DPPH 自由基活性，IC 50 值为 3.5 μM。