PDF(Pubmed)
Abstract：
Thirty-two fungal polyketide derivatives, including eleven new compounds, namely (3R,5\'R)-5-hydroxytalaroflavone (1), talaroisochromenols A-C (3, 5, and 11), (8R,9R,10aR)-5-hydroxyaltenuene (13), (8R,9R,10aS)-5-hydroxyaltenuene (14), (8R,9S,10aR)-5-hydroxyaltenuene (15), nemanecins D and E (25 and 26), 2,5-dimethyl-8-iodochromone (27), and talarofurolactone A (29), together with one new naturally occurring but previously synthesized metabolite, 6-hydroxy-4-methoxycoumarin (28), were isolated and identified from the deep-sea cold-seep-derived fungus Talaromyces sp. CS-258. Among them, racemic ((±)-11) or epimeric (13-15, 25, and 26) mixtures were successfully separated by chiral or gradient elution HPLC. Meanwhile, compound 27 represents a rarely reported naturally occurring iodinated compound. Their planar structures as well as absolute configurations were determined by extensive analysis via NMR, MS, single-crystal X-ray diffraction, Mosher\'s method, and ECD or NMR calculation (with DP4+ probability analysis). Possible biosynthetic routes of some isolated compounds, which are related to chromone or isochromone biosynthetic pathways, were put forward. The biological analysis results revealed that compounds 7, 9, 10, 18-22, 24, 30, and 31 showed broad-spectrum antibacterial activities against several human and aquatic pathogens with MIC ranges of 0.5-64 μg/mL.
摘要：
32种真菌聚酮衍生物，包括11种新化合物,即(3R，5\'R)-5-羟基滑石黄酮(1)，talaroisochromenolsA-C（3、5和11），(8R,9R,10aR)-5-羟基altenuene(13)，(8R,9R,10aS)-5-羟基altenuene(14)，(8R,9S,10aR)-5-羟基altenuene(15)，尼曼菌素D和E(25和26)，2,5-二甲基-8-碘代色酮(27),和talarofurotoneA（29），连同一种新的天然存在但先前合成的代谢物，6-羟基-4-甲氧基香豆素(28)，从深海冷渗衍生的真菌Talaromycessp。中分离并鉴定。CS-258.其中,外消旋（（±）-11）或差向异构（13-15、25和26）混合物通过手性或梯度洗脱HPLC成功分离。同时,化合物27代表很少报道的天然碘化化合物。通过NMR的广泛分析确定了它们的平面结构以及绝对构型，MS,单晶X射线衍射,Mosher\的方法，和ECD或NMR计算(用DP4+概率分析)。一些分离化合物的可能的生物合成途径，与色酮或异色酮生物合成途径有关，被提出。生物学分析结果表明，化合物7、9、10、18-22、24、30和31对几种人和水生病原体具有广谱抗菌活性，MIC范围为0.5-64μg/mL。
