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首页> 外文期刊>RSC Advances >Antiprotozoal dimeric naphthylisoquinolines, mbandakamines B3 and B4, and related 5,8′-coupled monomeric alkaloids, ikelacongolines A–D, from a Congolese Ancistrocladus liana
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Antiprotozoal dimeric naphthylisoquinolines, mbandakamines B3 and B4, and related 5,8′-coupled monomeric alkaloids, ikelacongolines A–D, from a Congolese Ancistrocladus liana

机译：刚果人Ancistrocladus藤本植物的抗原生动物二聚萘基异喹啉，mbandakamines B3和B4，以及相关的5,8'-偶联单体生物碱，ikelacongolines A–D

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From the leaves of a botanically and phytochemically as yet unexplored Ancistrocladus liana discovered in the rainforests of the Central region of the Democratic Republic of the Congo in the vicinity of the town of Ikela, six new naphthylisoquinoline alkaloids were isolated, viz. , two constitutionally unsymmetric dimers, the mbandakamines B _(3) ( 3 ) and B _(4) ( 4 ), and four related 5,8′-linked monomeric alkaloids, named ikelacongolines A–D ( 5a , 5b , 6 , and 7 ). The dimers 3 and 4 are structurally unusual quateraryls comprising two 5,8′-coupled monomers linked via a sterically strongly constrained 6′,1′′-connection between their naphthalene units. These compounds contain seven elements of chirality, four stereogenic centers and three consecutive chiral axes. They were identified along with two known related compounds, the mbandakamines A ( 1 ) and B _(2) ( 2 ), which had so far only been detected in two Ancistrocladus species indigenous to the Northwestern Congo Basin. In addition, five known monomeric alkaloids, previously found in related Central African Ancistrocladus species, were isolated from the here investigated Congolese liana, three of them belonging to the subclass of 5,8′-coupled naphthylisoquinoline alkaloids, whereas two compounds exhibited a less frequently occurring 7,8′-biaryl linkage. The stereostructures of the new alkaloids were established by spectroscopic (in particular HRESIMS, 1D and 2D NMR), chemical (oxidative degradation), and chiroptical (electronic circular dichroism) methods. The mbandakamines B _(3) ( 3 ) and B _(4) ( 4 ) displayed pronounced activities in vitro against the malaria parasite Plasmodium falciparum and the pathogen of African sleeping sickness, Trypanosoma brucei rhodesiense .
机译：从植物和植物化学的叶子中，在伊凯拉镇附近的刚果民主共和国中部地区雨林中发现了尚未开发的Ancistrocladus藤本植物，分离出六个新的萘基异喹啉生物碱，即。 ，两个结构不对称的二聚体，即mbandakamines B _（3）（3）和B _（4）（4），以及四个相关的5,8'-连接单体生物碱，称为ikelacongolines A–D（5a，5b，6，和7）。二聚体3和4是结构上不同寻常的季芳基，其包含两个5,8'-偶联的单体，它们通过在它们的萘单元之间的空间上受强约束的6'，1''-连接而连接。这些化合物包含七个手性元素，四个立体异构中心和三个连续的手性轴。它们与两种已知的相关化合物，即mbandakamines A（1）和B _（2）（2）一起被鉴定出，迄今为止仅在刚果西北盆地土著的两个Ancistrocladus物种中被检测到。此外，从这里调查的刚果藤本植物中分离出了五个以前在中非按蚊属物种中发现的已知单体生物碱，其中三个属于5,8'-偶联的萘基异喹啉生物碱的亚类，而两个化合物的出现频率较低发生7,8'-联芳基键。通过光谱法（特别是HRESIMS，1D和2D NMR），化学（氧化降解）和手性（电子圆二色性）方法建立了新生物碱的立体结构。 mbandakamines B _（3）（3）和B _（4）（4）在体外显示出明显的活性，可对抗疟原虫恶性疟原虫和非洲昏睡病原体罗氏锥虫。

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