High-Speed Counter-Current Chromatography with an Online Storage Technique for the Preparative Isolation and Purification of Dihydroflavonoids from <i>Sophora alopecuroides</i>
 L<i>.</i>

Sun, Zhong-Lin; He, Jian-Ming; Lan, Jiang-Er; Mu, Quanquan

doi:10.1002/pca.2698

Cited by 12 publications

(5 citation statements)

References 39 publications

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“…While betulinic acid is broadly effective, its poor solubility in aqueous environments, limited half-life [67; 68], and complex purification protocols [74] have precluded its development as a therapeutic. To work around these limitations of betulinic acid, studies have focused on enhancing the half-life and solubility of the compound by using delivery systems such as nanoparticles, nanoemulsions, liposomes, etc.…”

Section: Discussionmentioning

confidence: 99%

Betulinic acid, derived from the desert lavender Hyptis emoryi, attenuates paclitaxel-, HIV-, and nerve injury–associated peripheral sensory neuropathy via block of N- and T-type calcium channels

Bellampalli

Moutal

et al. 2018

Pain

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The Federal Pain Research Strategy recommended development of nonopioid analgesics as a top priority in its strategic plan to address the significant public health crisis and individual burden of chronic pain faced by >100 million Americans. Motivated by this challenge, a natural product extracts library was screened and identified a plant extract that targets activity of voltage-gated calcium channels. This profile is of interest as a potential treatment for neuropathic pain. The active extract derived from the desert lavender plant native to southwestern United States, when subjected to bioassay-guided fractionation, afforded 3 compounds identified as pentacyclic triterpenoids, betulinic acid (BA), oleanolic acid, and ursolic acid. Betulinic acid inhibited depolarization-evoked calcium influx in dorsal root ganglion (DRG) neurons predominantly through targeting low-voltage-gated (Cav3 or T-type) and CaV2.2 (N-type) calcium channels. Voltage-clamp electrophysiology experiments revealed a reduction of Ca, but not Na, currents in sensory neurons after BA exposure. Betulinic acid inhibited spontaneous excitatory postsynaptic currents and depolarization-evoked release of calcitonin gene-related peptide from lumbar spinal cord slices. Notably, BA did not engage human mu, delta, or kappa opioid receptors. Intrathecal administration of BA reversed mechanical allodynia in rat models of chemotherapy-induced peripheral neuropathy and HIV-associated peripheral sensory neuropathy as well as a mouse model of partial sciatic nerve ligation without effects on locomotion. The broad-spectrum biological and medicinal properties reported, including anti-HIV and anticancer activities of BA and its derivatives, position this plant-derived small molecule natural product as a potential nonopioid therapy for management of chronic pain.

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Section: Discussionmentioning

confidence: 99%

Betulinic acid, derived from the desert lavender Hyptis emoryi, attenuates paclitaxel-, HIV-, and nerve injury–associated peripheral sensory neuropathy via block of N- and T-type calcium channels

Bellampalli

Moutal

et al. 2018

Pain

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“…The high‐speed counter‐current chromatography equipment (HSCCC) (Jiangyin Countercurrent Co. Ltd., Jiangyin, China) and high‐pressure liquid chromatography (HPLC) were performed using Agilent 1,200 system. Other reagents and instrumentation utilized for extraction, isolation, and structure characterization in this study were described previously in detail (Sun, He, Lan, & Mu, 2017).…”

Section: Methodsmentioning

confidence: 99%

“…Other reagents and instrumentation utilized for extraction, isolation, and structure characterization in this study were described previously in detail (Sun, He, Lan, & Mu, 2017).…”

Section: Extraction Isolation and Characterizationmentioning

confidence: 99%

Synergistic anticancer effect of flavonoids from Sophora alopecuroides with Sorafenib against hepatocellular carcinoma

Zhu

Sun

et al. 2022

Phytotherapy Research

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Sorafenib (SF), a multi‐kinase inhibitor, is the first FDA‐approved systemic chemotherapy drug for advanced hepatocellular carcinoma (HCC). However, its clinical application is limited by severe toxicity and side effects associated with high applied doses. Sophora alopecuroides L. is traditionally used as Chinese herbal medicine for treating gastrointestinal diseases, bacillary dysentery, viral hepatitis, and other diseases, and exerts an important role in anti‐tumor. Hence, we investigated the synergistic actions of seventeen flavonoids from this herb combined with SF against HCC cell lines and their primary mechanism. In the experiment, most compounds were found to prominently enhance the inhibitory effects of SF on HCC cells than their alone treatment. Among them, three compounds leachianone A (1), sophoraflavanone G (3), and trifolirhizin (17) exhibited significantly synergistic anticancer activities against MHCC97H cells at low concentration with IC50 of SF reduced by 5.8‐fold, 3.6‐fold, and 3.5‐fold corresponding their CI values of 0.49, 0.66, and 0.46 respectively. Importantly, compounds 3 or 17 combined with SF could synergistically induce MHCC97H cells apoptosis via the endogenously mitochondrial‐mediated apoptotic pathway, involving higher Bax/Bcl‐2 expressions with the activation of caspase‐9 and ‐3, and arrest the cell cycle in G1 phases. Strikingly, this synergistic effect was also closely related to the co‐suppression of ERK and AKT signaling pathways. Furthermore, compound 3 significantly enhanced the suppression of SF on tumor growth in the HepG2 xenograft model, with a 79.3% inhibition ratio at high concentration, without systemic toxicity, compared to either agent alone. These results demonstrate that the combination treatment of flavonoid 3 and SF at low doses exert synergistic anticancer effects on HCC cells in vitro and in vivo.

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“…To overcome these limitations and enhance drug discovery throughput, molecular methods based on high‐affinity and high‐selectivity protein–ligand interactions have been successfully applied 20 . In particular, combined ultrafiltration‐liquid chromatography‐mass spectrometry (UF‐LC–MS) is a powerful method for screening a wide range of biologically active compounds from botanical extracts because the UF step facilitates the separation of ligand–receptor complexes from unbound compounds, while the subsequent LC–MS step can identify the ligands 21 …”

Section: Introductionmentioning

confidence: 99%

Rapid screening and purification of potential inhibitors from Medicago sativa by ultrafiltration‐liquid chromatography combined with stepwise flow rate counter‐current chromatography

Hou

Liu

Xia

et al. 2020

Phytochemical Analysis

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Introduction Medicago sativa contains flavonoids, saponins, coumarins, sterols, monoterpenes, and organic acids, with flavonoids being the main active constituents. Flavonoids naturally contain a 2‐phenylchromone structure with antioxidant, free radical scavenging, cardiovascular, and trace estrogen‐like effects. Objective Screening and isolation of neuraminidase, lipoxidase, and lactate dehydrogenase inhibitors from M. sativa via ultrafiltration‐liquid chromatography‐mass spectrometry (UF‐LC–MS) combined with stepwise flow rate counter‐current chromatography (CCC). Method Utilising the medicinal plants M. sativa as the research objects and UF‐LC–MS was used for activity screening followed by isolation and purification of the inhibitors by stepwise flow rate CCC. Finally, identification of the three active compounds was achieved by MS and nuclear magnetic resonance. Results Three major compounds, viz. quercetin, genistein, and formononetin, were identified as potent neuraminidase, lipoxidase, and lactate dehydrogenase inhibitors, respectively. A two‐phase solvent system of ethyl acetate/methanol/n‐butanol/water (5.0:1.5:5.0:10; v/v/v/v) was subsequently selected for separation by stepwise flow rate CCC. Conclusion This novel approach based on UF‐LC–MS and stepwise flow rate CCC represents a powerful tool for the screening and isolation of neuraminidase, lipoxidase, and lactate dehydrogenase inhibitors from complex matrices. Therefore, a useful platform for the large‐scale production of bioactive and nutraceutical ingredients was developed herein.

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High-Speed Counter-Current Chromatography with an Online Storage Technique for the Preparative Isolation and Purification of Dihydroflavonoids from Sophora alopecuroides L.

Abstract: This recycling HSCCC method combined with an online storage technique could be a rapid, effective and simple approach to isolate stilbene-dihydroflavonoids from herbs of the Sophora genus simultaneously. Copyright © 2017 John Wiley & Sons, Ltd.

Cited by 12 publications

References 39 publications

Betulinic acid, derived from the desert lavender Hyptis emoryi, attenuates paclitaxel-, HIV-, and nerve injury–associated peripheral sensory neuropathy via block of N- and T-type calcium channels

Betulinic acid, derived from the desert lavender Hyptis emoryi, attenuates paclitaxel-, HIV-, and nerve injury–associated peripheral sensory neuropathy via block of N- and T-type calcium channels

Synergistic anticancer effect of flavonoids from Sophora alopecuroides with Sorafenib against hepatocellular carcinoma

Rapid screening and purification of potential inhibitors from Medicago sativa by ultrafiltration‐liquid chromatography combined with stepwise flow rate counter‐current chromatography

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