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Bioactivity-Guided Isolation of Potential Antidiabetic and Antihyperlipidemic Compounds from Trigonella stellata
Journal of Natural Products ( IF 5.1 ) Pub Date : 2018-04-20 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00707
Safa M. Shams Eldin 1, 2 , Mohamed M. Radwan 1, 2 , Amira S. Wanas 1, 3 , Abdel-Azim M. Habib 2 , Fahima F. Kassem 2 , Hala M. Hammoda 2 , Shabana I. Khan 1 , Michael L. Klein , Khaled M. Elokely 4 , Mahmoud A. ElSohly 1, 5
Affiliation  

The in vitro antidiabetic and antihyperlipidemic activities of an alcoholic extract of Trigonella stellata were evaluated in terms of the activation of PPARα and PPARγ in human hepatoma (HepG2) cells. The extract was investigated phytochemically, aiming at the isolation of the most active compounds to be used as a platform for drug discovery. Three new isoflavans, (3S,4R)-4,2′,4′-trihydroxy)-7-methoxyisoflavan (1), (3R,4S)-4,2′,4′-trihydroxy-7-methoxy-4′-O-β-d-glucopyranosylisoflavan (2), and (2S,3R,4R)-4,2′,4′-trihydroxy-2,7-dimethoxyisoflavan (3), were isolated and characterized along with the five known compounds p-hydroxybenzoic acid (4), 7,4′-dihydroxyflavone (5), dihydromelilotoside (6), quercetin-3,7-O-α-l-dirhamnoside (7), and soyasaponin I (8). The structures of 13 were elucidated using various spectroscopic techniques including HRESIMS and 1D and 2D NMR. The absolute stereochemistry of the new isoflavans (13) was determined using both experimental and calculated electronic circular dichroism as well as DP4 calculations. The isolated compounds were tested for their PPARα and PPARγ activation effects in HepG2 cells.

中文翻译:

从潜在的抗糖尿病和降血脂生物活性化合物的制导隔离胡芦斯泰拉塔

体外的醇提取物的抗糖尿病和抗高血脂活性胡芦斯泰拉塔在PPAR的激活进行评价α和PPAR γ在人肝癌(HepG2细胞)的细胞。对提取物进行了植物化学研究,目的是分离最有活性的化合物,以用作药物发现的平台。三个新的异黄烷酮(3 S,4 R)-4,2',4'-三羟基)-7-甲氧基异黄烷(1),(3 R,4 S)-4,2',4'-三羟基-7-甲氧基-4'- O - β - d-吡喃葡萄糖基异黄烷(2)和(2 S,3 R,4分离并表征了R)-4,2',4'-三羟基-2,7-二甲氧基异黄酮(3)以及五种已知化合物羟基苯甲酸(4),7,4'-二羟基黄酮(5), dihydromelilotoside(6),槲皮素-3,7- ö -α--dirhamnoside(7),和大豆皂甙I(8)。的结构1 - 3分别使用各种光谱技术包括HRESIMS和1D和2D NMR阐明。新异黄烷的绝对立体(1 - 3使用实验和计算的电子圆二色性以及DP4计算来确定)。将分离的化合物是为他们的测试PPAR α和PPAR γ在HepG2细胞活化作用。
更新日期:2018-04-20
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