Potent inhibition of bacterial neuraminidase activity by pterocarpans isolated from the roots of Lespedeza bicolor

Woo, Hyun Sim; Kim, Dae Wook; Long, Marcus J. C.; Lee, Byong Won; Lee, Ji Hye; Kim, Jun Young; Kang, Jae Eun; Park, Ki Hun

doi:10.1016/j.bmcl.2011.08.046

Cited by 34 publications

(24 citation statements)

References 18 publications

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“…In particular, LB has a potential inhibitory effect on bacterial neuraminidase activity [9]. In addition, LB showed anticancer activity against a human lung carcinoma and human prostate carcinoma cell line [10].…”

Section: Lespedeza Bicolor Extract Improves Amyloid Beta 25-35 -Inducmentioning

confidence: 99%

Lespedeza bicolor Extract Improves Amyloid Beta25 – 35-Induced Memory Impairments by Upregulating BDNF and Activating Akt, ERK, and CREB Signaling in Mice

et al. 2019

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Lespedeza bicolor, a traditional herbal medicine widely used in Australia, North America, and Eastern Asia, has various therapeutic effects on inflammation, nephritis, hyperpigmentation, and diuresis. In this study, to evaluate the effects of L. bicolor on cognitive function, we examined whether L. bicolor improved amyloid beta-induced memory impairment and assessed the possible mechanisms in mice. Catechin, rutin, daidzein, luteolin, naringenin, and genistein were identified in the powdered extract of L. bicolor by HPCL-DAD analyses. In behavioral experiments, L. bicolor (25 and 50 mg/kg, p. o.) significantly improved amyloid beta25 – 35 (6 nmol, intracerebroventricular)-induced cognitive dysfunction in the Y-maze, novel recognition, and passive avoidance tests. Our molecular studies showed L. bicolor (25 and 50 mg/kg, p. o.) significantly recovered the reduced glutathione content as well as increased thiobarbituric acid reactive substance and acetylcholinesterase activities in the hippocampus. Furthermore, we found that L. bicolor significantly increased the expression of brain-derived neurotrophic factor, and phospho-Akt, extracellular signal-regulated kinase, and cAMP response element binding caused by amyloid beta25 – 35 in the hippocampus. In conclusion, L. bicolor exerts a potent memory-enhancing effect on cognitive dysfunction induced by amyloid beta25 – 35 in mice.

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Section: Lespedeza Bicolor Extract Improves Amyloid Beta 25-35 -Inducmentioning

confidence: 99%

Lespedeza bicolor Extract Improves Amyloid Beta25 – 35-Induced Memory Impairments by Upregulating BDNF and Activating Akt, ERK, and CREB Signaling in Mice

et al. 2019

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“…. Negative optical rotation value ([α] D 24 − 201º)[16], as well as characteristic Cotton effects in the CD spectrum of 7 (positive bands at λ 192 nm and 292 nm, and negative bands at 216 and 234 nm), confirmed the 6aR,11aR configuration of the asymmetric centers in 7[2,17]. Thus, the structure of 7 was determined as (6aR,11aR)-8-O-methyl-6a,11a-dihydrolespedezol A 2 .Compound 8 was obtained as a yellow amorphous powder.…”

mentioning

confidence: 71%

“…It is widely distributed in East Asia, including the Primorye region of the Russian Far East [1]. In traditional folk medicine, this plant is used for the treatment of nephritis, azotemia, inflammation, hyperpigmentation, energy depletion, diabetes and diuresis [2][3][4][5][6]. In addition, L. bicolor extracts possess antioxidant, anti-tyrosinase, anti-inflammatory, estrogenic, antimicrobial and antifungal activities [6][7][8].…”

Section: Introductionmentioning

confidence: 99%

Polyphenolic Compounds from Lespedeza Bicolor Root Bark Inhibit Progression of Human Prostate Cancer Cells via Induction of Apoptosis and Cell Cycle Arrest

et al. 2020

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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.

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“…The bacterial NA cleaves sialic acid from the glycoprotein ligand of a sialic acid-binding immunoglobulin lectin inhibitory receptor (SiglecG/10), abrogating its ability to dampen the immune response [ 9 ]. In some cases, they play an essential role in dissemination of infection and biofilm formation [ 10 , 11 ]. This indicates that bacterial NA could promote abnormal inflammatory responses leading to subsequent morbidity.…”

Section: Introductionmentioning

confidence: 99%

Bakkenolides and Caffeoylquinic Acids from the Aerial Portion of Petasites japonicus and Their Bacterial Neuraminidase Inhibition Ability

et al. 2020

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Petasites japonicus have been used since a long time in folk medicine to treat diseases including plague, pestilential fever, allergy, and inflammation in East Asia and European countries. Bioactive compounds that may prevent and treat infectious diseases are identified based on their ability to inhibit bacterial neuraminidase (NA). We aimed to isolate and identify bioactive compounds from leaves and stems of P. japonicas (PJA) and elucidate their mechanisms of NA inhibition. Key bioactive compounds of PJA responsible for NA inhibition were isolated using column chromatography, their chemical structures revealed using 1 H NMR, 13 C NMR, DEPT, and HMBC, and identified to be bakkenolide B (1), bakkenolide D (2), 1,5-di-O-caffeoylquinic acid (3), and 5-O-caffeoylquinic acid (4). Of these, 3 exhibited the most potent NA inhibitory activity (IC50 = 2.3 ± 0.4 μM). Enzyme kinetic studies revealed that 3 and 4 were competitive inhibitors, whereas 2 exhibited non-competitive inhibition. Furthermore, a molecular docking simulation revealed the binding affinity of these compounds to NA and their mechanism of inhibition. Negative-binding energies indicated high proximity of these compounds to the active site and allosteric sites of NA. Therefore, PJA has the potential to be further developed as an antibacterial agent for use against diseases associated with NA.

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Potent inhibition of bacterial neuraminidase activity by pterocarpans isolated from the roots of Lespedeza bicolor

Cited by 34 publications

References 18 publications

Lespedeza bicolor Extract Improves Amyloid Beta25 – 35-Induced Memory Impairments by Upregulating BDNF and Activating Akt, ERK, and CREB Signaling in Mice

Lespedeza bicolor Extract Improves Amyloid Beta25 – 35-Induced Memory Impairments by Upregulating BDNF and Activating Akt, ERK, and CREB Signaling in Mice

Polyphenolic Compounds from Lespedeza Bicolor Root Bark Inhibit Progression of Human Prostate Cancer Cells via Induction of Apoptosis and Cell Cycle Arrest

Bakkenolides and Caffeoylquinic Acids from the Aerial Portion of Petasites japonicus and Their Bacterial Neuraminidase Inhibition Ability

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