Marine Natural Products Research Group, Pharmaceutical Chemistry Faculty, University of Antioquia, Medellin AA 1226, Colombia.
Chemical Institute of Nice, UMR 6001 CNRS, University of Nice-Sophia Antipolis, Parc Valrose, 06108, Nice Cedex 02, France.
Mar Drugs. 2011;9(10):1902-1913. doi: 10.3390/md9101902. Epub 2011 Oct 14.
Nine bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Verongula rigida. Two of them, aeroplysinin-1 (1) and dihydroxyaerothionin (2), are known compounds for this species, and the other seven are unknown compounds for this species, namely: 3,5-dibromo-N,N,N-trimethyltyraminium (3), 3,5-dibromo-N,N,N, O-tetramethyltyraminium (4), purealidin R (5), 19-deoxyfistularin 3 (6), purealidin B (7), 11-hydroxyaerothionin (8) and fistularin-3 (9). Structural determination of the isolated compounds was performed using one- and two-dimensional NMR, MS and other spectroscopy data. All isolated compounds were screened for their in vitro activity against three parasitic protozoa: Leishmania panamensis, Plasmodium falciparum and Trypanosoma cruzi. Compounds 7 and 8 showed selective antiparasitic activity at 10 and 5 μM against Leishmania and Plasmodium parasites, respectively. Cytotoxicity of these compounds on a human promonocytic cell line was also assessed.
从加勒比海海绵 Verongula rigida 中分离得到 9 种溴酪氨酸衍生化合物。其中两种，aeroplysinin-1（1）和二羟aerothionin（2）为该种已知化合物，另外 7 种为该种未知化合物，分别为：3,5-二溴-N,N,N-三甲基酪氨酸（3），3,5-二溴-N,N,N,O-四甲基酪氨酸（4），purealidin R（5），19-脱氧fistularin 3（6），purealidin B（7），11-羟aerothionin（8）和 fistularin-3（9）。采用一维和二维 NMR、MS 和其他光谱数据对分离得到的化合物进行了结构鉴定。对所有分离得到的化合物进行了体外活性筛选，以评估它们对三种寄生虫原生动物：Leishmania panamensis、Plasmodium falciparum 和 Trypanosoma cruzi 的抑制活性。化合物 7 和 8 在 10 和 5 μM 浓度下对利什曼原虫和疟原虫表现出选择性抗寄生虫活性。还评估了这些化合物对人单核细胞白血病细胞系的细胞毒性。
