Abstract
From a root bark of Lespedeza bicolor Turch we isolated two new (7 and 8) and six previously known compounds (1–6) belonging to the group of prenylated polyphenols. Their structures were elucidated using mass spectrometry, nuclear magnetic resonance and circular dichroism spectroscopy. These natural compounds selectively inhibited human drug-resistant prostate cancer in vitro. Prenylated pterocarpans 1–3 prevented the cell cycle progression of human cancer cells in S-phase. This was accompanied by a reduced expression of mRNA corresponding to several human cyclin-dependent kinases (CDKs). In contrast, compounds 4–8 induced a G1-phase cell cycle arrest without any pronounced effect on CDKs mRNA expression. Interestingly, a non-substituted hydroxy group at C-8 of ring D of the pterocarpan skeleton of compounds 1–3 seems to be important for the CDKs inhibitory activity.
Highlights
Lespedeza bicolor Turcz. is a shrub plant belonging to the Leguminosae family
We further investigated the metabolites of L. bicolor root bark collected in the Primorye Region (Russian Federation)
The fractions were tested for the presence of polyphenolics using TLC plates treated with FeCl3 and an HPLC–PDA–MS technique
Summary
Lespedeza bicolor Turcz. is a shrub plant belonging to the Leguminosae family. It is widely distributed in East Asia, including the Primorye region of the Russian Far East [1]. A group from Korea has shown that L. bicolor extracts exert a potent memory-enhancing effect when treating cognitive dysfunction induced by amyloid β peptide (25–35) in mice models [9]. This extract has been described as a promising therapeutic tool to prevent diabetic nephropathy in methylglyoxal (MGO)-induced models both in vitro and in vivo [10]. The L. bicolor extract reduced hyperglycemia-induced hepatic damage, hepatic oxidative stress, and inflammation, as well as liver fibrosis [11]. Only a little information is available on the compounds responsible for the biological activity of the extract and even less is known about mechanisms of action of these substances
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