Estrada Omar, Contreras Whendy, Acha Giovana, Lucena Eva, Venturini Whitney, Cardozo Alfonso, Alvarado-Castillo Claudia
Centro de Biofisica y Bioquímica, Instituto Venezolano de Investigaciones Científicas (IVIC), Altos de Pipe 1020-A, Venezuela.
Facultad de Agronomía, Universidad Central de Venezuela, Maracay 2101, Venezuela.
Molecules. 2014 Dec 17;19(12):21215-25. doi: 10.3390/molecules191221215.
Three new lupane-type triterpenoids: 6β,30-dihydroxybetulinic acid glucopyranosyl ester (4), 6β,30-dihydroxybetulinic acid (5) and 6β-hydroxybetulinic acid (6), were isolated from Licania cruegeriana Urb. along with six known compounds. Their structures were elucidated on the basis of spectroscopic methods, including IR, ESIMS, 1D- and 2D-NMR experiments, as well as by comparison of their spectral data with those of related compounds. All compounds were evaluated in vivo for their effects on the mean arterial blood pressure (MABP) and heart rate (HR) of spontaneously hypertensive rats (SHR) and also in vitro for their capacity to inhibit the human platelet aggregation. None of the isolated flavonoids 1-3 showed cardiovascular effects on SHR and among the isolated triterpenoids 4-9 only 5 and 6 produced a significant reduction in MABP (60.1% and 17.2%, respectively) and an elevation in HR (11.0% and 41.2%, respectively). Compounds 3, 4, 5 and 6 were able to inhibit human platelet aggregation induced by ADP, collagen and arachidonic acid with different selectivity profiles.
从克鲁格梨榄(Licania cruegeriana Urb.)中分离出三种新的羽扇豆烷型三萜类化合物:6β,30 - 二羟基桦木酸葡萄糖吡喃糖基酯(4)、6β,30 - 二羟基桦木酸(5)和6β - 羟基桦木酸(6),同时还分离出六种已知化合物。通过光谱方法,包括红外光谱(IR)、电喷雾离子化质谱(ESIMS)、一维和二维核磁共振实验,并将它们的光谱数据与相关化合物的数据进行比较,从而阐明了它们的结构。对所有化合物进行了体内实验,以研究其对自发性高血压大鼠(SHR)平均动脉血压(MABP)和心率(HR)的影响,还进行了体外实验,以研究其抑制人血小板聚集的能力。分离出的黄酮类化合物1 - 3对SHR均未表现出心血管效应,在分离出的三萜类化合物4 - 9中,只有5和6能使MABP显著降低(分别为60.1%和17.2%),并使HR升高(分别为11.0%和41.2%)。化合物3、4、5和6能够以不同的选择性抑制由二磷酸腺苷(ADP)、胶原蛋白和花生四烯酸诱导的人血小板聚集。