Department of Chemistry, Center of Marine Bioproducts (CEBIMAR), Loma y 37 Alturas del Vedado, C.P. 10400 Havana, Cuba.
J Nat Prod. 2010 Aug 27;73(8):1404-10. doi: 10.1021/np100348x.
The chemical composition of the Caribbean sponge Pandaros acanthifolium was reinvestigated and led to the isolation of 12 new steroidal glycosides, namely, pandarosides E-J (1-6) and their methyl esters (7-12). Their structures were determined on the basis of extensive spectroscopic analyses, including two-dimensional NMR and HRESIMS data. Like the previously isolated pandarosides A-D (13-16), the new compounds 1-12 share an unusual oxidized D-ring and a cis C/D ring junction. The absolute configurations of the aglycones were assigned by interpretation of CD spectra, whereas the absolute configurations of the monosaccharide units were determined by chiral GC analyses of the acid methanolysates. The majority of the metabolites showed in vitro activity against three or four parasitic protozoa. Particularly active were the compounds 3 (pandaroside G) and its methyl ester (9), which potently inhibited the growth of Trypanosoma brucei rhodesiense (IC(50) values 0.78 and 0.038 microM, respectively) and Leishmania donovani (IC(50)'s 1.3 and 0.051 microM, respectively).
加勒比海绵 Pandaros acanthifolium 的化学成分经重新研究，分离得到 12 种新的甾体糖苷，分别为 pandarosides E-J（1-6）及其甲酯（7-12）。根据二维 NMR 和 HRESIMS 等广泛的光谱分析确定了它们的结构。与先前分离的 pandarosides A-D（13-16）一样，新化合物 1-12 具有不常见的氧化 D 环和顺式 C/D 环连接。通过对 CD 光谱的解释确定了糖苷配基的绝对构型，而通过对酸甲醇解产物的手性 GC 分析确定了单糖单元的绝对构型。大多数代谢产物对三种或四种寄生原生动物表现出体外活性。化合物 3（pandaroside G）及其甲酯（9）表现出特别强的活性，对 Trypanosoma brucei rhodesiense（IC50 值分别为 0.78 和 0.038 microM）和 Leishmania donovani（IC50 值分别为 1.3 和 0.051 microM）的生长有强烈的抑制作用。
