94135-47-4Relevant academic research and scientific papers
Novel rhynchophylline analogues as microvascular relaxation agents for the treatment of microvascular dysfunction caused by diabetes
Guo, Wei,Zhu, Huikun,Wang, Zhijun,Chen, Ji-An,Wu, Jian,Zhu, Yizhun,Gu, Xianfeng
, p. 657 - 664 (2017)
Dysfunction in vascular reactivity in the micro- and macrocirculation is well established in cardiovascular disease. However, little is known about methods that may improve vascular reactivity in patients likely to develop microvascular dysfunction. One of the racemic analogues of rhynchophylline (G2) and its stereoisomers (G2-a and G2-b) were synthesized to address this knowledge gap. The preliminary pharmaceutical studies on the relaxation of the rat thoracic aorta showed that G2 and its stereoisomers are more potent (at least 30-fold) than the natural product rhynchophylline, which encouraged us to further investigate their functions and mechanisms as treatments for microvascular dysfunction caused by diabetes. G2-a displayed the best microvascular relaxation activity on rat mesenteric arteries among the three compounds, and G2 or G2-a caused relaxation in an endothelium-dependent manner. In ex vivo tests, G2 and G2-a exhibited a weaker potency in inducing microvascular relaxation in mesenteric arteries from diabetic rats than from normal rats, most likely, due to microvascular endothelium damage caused by diabetes. However, based on the animal studies, G2 ameliorated diabetes-induced endothelial dysfunction in rat mesenteric arteries in vivo. Further investigations of the mechanism showed that G2 mainly induced the recovery of endothelial function by upregulating endothelial nitric oxide synthase (eNOS) expression and further increasing the concentration of nitric oxide (NO), which is required for vascular relaxation.
Design and synthesis of simplified speciophylline analogues and β-carbolines as active molecules against Plasmodium falciparum
Pierrot, David,Sinou, Véronique,Bun, Sok-Siya,Parzy, Daniel,Taudon, Nicolas,Rodriguez, Jean,Ollivier, Evelyne,Bonne, Damien
, p. 133 - 137 (2018/12/11)
A structure–activity relationship study of active molecules against chloroquine-resistant Plasmodium falciparum K1 strain is reported. Structurally simplified analogues of antiplasmodial active alkaloids presented similar levels of activity as their corresponding natural products extracted from Guiera senegalensis and Mitragyna inermis with IC50 values on chloroquine-resistant P. falciparum K1 strain of up to 10.6 μM for spirooxindoles and 13.8 μM for β-carbolines. The identification of such simpler and cheaper structural analogues is crucial to efficiently study these natural products' action mode as well as developing new cures against malaria.
Efficient assembly of an indole alkaloid skeleton by cyclopropanation: Concise total synthesis of (±)-minfiensine
Shen, Liqun,Zhang, Min,Wu, Yi,Qin, Yong
supporting information; experimental part, p. 3618 - 3621 (2009/02/08)
(Chemical Equation Presented) Cascading into (±)-minfiensine: An efficient method was developed for the assembly of tetracyclic skeleton 1 by a three-step, one-pot cascade reaction including cyclopropanation, ring opening, and ring closure (see scheme; Ts=p-toluenesulfonyl). The concise total synthesis of the (±)-minfiensine was completed in about a 4% overall yield.
