Biological Activity of Isoflavonoids from <i>Azorella madreporica</i>

Quesada, Luisa; Areche, Carlos; Astudillo, Luís; Gutiérrez, Margarita; Sepúlveda, Beatriz; San-Martı́n, Aurelio

doi:10.1177/1934578x1200700921

Cited by 10 publications

(7 citation statements)

References 20 publications

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“…IFL (OB = 45.17%) was identified and considered to be an active inhibitor against angiogenesis and a promising compound as a potential cancer chemopreventive agent [43]. LIA (OB = 41.61%) was identified for its antibacterial and gastroprotective properties [44]. At low concentrations, it inhibits MRP-mediated efflux to control MRP-like activity in human erythrocytes.…”

Section: Discussionmentioning

confidence: 99%

The Alexipharmic Mechanisms of Five Licorice Ingredients Involved in CYP450 and Nrf2 Pathways in Paraquat-Induced Mice Acute Lung Injury

Liu

Zhong

Zhang

et al. 2019

Oxidative Medicine and Cellular Longevity

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Oxidative stress is an important mechanism in acute lung injury (ALI) induced by paraquat (PQ), one of the most widely used herbicides in developing countries. In clinical prophylaxis and treatment, licorice is a widely used herbal medicine in China due to its strong alexipharmic characteristics. However, the corresponding biochemical mechanism of antioxidation and detoxification enzymes induced by licorice’s ingredients is still not fully demonstrated. In this study, the detoxification effect of licorice was evaluated in vivo and in vitro. The detoxification and antioxidation effect of its active ingredients involved in the treatment was screened systematically according to Absorption, Distribution, Metabolism, and Excretion (ADME): predictions and evidence-based literature mining methods in silico approach. Data shows that licorice alleviate pulmonary edema and fibrosis, decrease Malondialdehyde (MDA) contents and increase Superoxide Dismutase (SOD) activity in PQ-induced ALI mice, protect the morphologic appearance of lung tissues, induce cytochrome 3A4 (CYA3A4) and Nuclear factor erythroid 2-related factor 2 (Nrf2) expression to active detoxification pathways, reduce the accumulation of PQ in vivo, protect or improve the liver and renal function of mice, and increase the survival rate. The 104 genes of PPI network contained all targets of licorice ingredients and PQ, which displayed the two redox regulatory enzymatic group modules cytochrome P450 (CYP450) and Nrf2 via a score-related graphic theoretic clustering algorithm in silico. According to ADME properties, glycyrol, isolicoflavonol, licochalcone A, 18beta-glycyrrhetinic acid, and licoisoflavone A were employed due to their oral bioavailability OB≥30%, drug-likeness DL≥0.1, and being highly associated with CYP450 and Nrf2 pathways, as potential activators to halt PQ-induced cells death in vitro. Both 3A4 inhibitor and silenced Nrf2 gene decreased the alexipharmic effects of those ingredients significantly. All these disclosed the detoxification and antioxidation effects of licorice on acute lung injury induced by PQ, and glycyrol, isolicoflavonol, licochalcone A, 18beta-glycyrrhetinic acid, and licoisoflavone A upregulated CYP450 and Nrf2 pathways underlying the alexipharmic mechanisms of licorice.

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Section: Discussionmentioning

confidence: 99%

The Alexipharmic Mechanisms of Five Licorice Ingredients Involved in CYP450 and Nrf2 Pathways in Paraquat-Induced Mice Acute Lung Injury

Liu

Zhong

Zhang

et al. 2019

Oxidative Medicine and Cellular Longevity

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“…The gastroprotective activity of the diterpene 1 was evaluated in the HCl/EtOH-induced lesion model as described previously. [ 31 32 ] Mice were randomly distributed into groups of seven animals each and fasted for 12 h with free access to water prior to the experiment. Diterpenoid 1 and lansoprazole were suspended in Tween 80 (1% solution), and was administered intragastrically to mice at a dose of 20 mg/kg in a 10 ml/kg vol.…”

Section: Methodsmentioning

confidence: 99%

A new mulinane diterpenoid from the cushion shrub Azorella compacta growing in Perú

Salgado

Areche

Sepúlveda³

et al. 2014

Phcog Mag

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Background:Azorella compacta is a rare yellow-green compact resinous cushion shrub growing from the high Andes of southern Perú to northwestern Argentina, and which is a producer of biologically active and unique diterpenoids.Objective:This study investigated the secondary metabolites present in a Peruvian sample of Azorella compacta and the evaluation of gastroprotective activity of the isolated compounds in a gastric- induced ulcer model in mice.Material and Methods:Six secondary metabolites (diterpenoids 1-6) present in the dichloromethane (DCM) extract of A. compacta growing in Perú were isolated by a combination of Sephadex LH-20 permeation and silica gel chromatography and their chemical structures were elucidated by spectroscopic methods (NMR) and molecular modeling. The gastroprotective activity of the new compound 1 was evaluated on the HCl/EtOH-induced gastric lesion model in mice and compared to the activity showed by the known compounds.Results:A new mulinane diterpene along with five known diterpenoids have been isolated from a Peruvian sample of A. compacta and the gastroprotective results show that compound 1 is less active than the other known mulinane diterpenoids isolated.Conclusions:A. compacta growing in Perú showed the presence of the new mulinane 1, which was poorly active in the HCl/EtOH-induced gastric lesion model in mice. Indeed, the activity was lower than other diterpenoids (2-6) showing an oxygenated function at C-16 or/and C-20, which confirm the role of an oxygenated group (OH or carboxylic acid) for the gastroprotective activity of mulinane compounds.

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“…3C). This novel finding is noteworthy because some of the compounds (e.g., 79, 81, 82, 90, 93, 96) exhibit good anti-inflammatory (unpublished work in this laboratory), antitumor [38][39][40], and antibacterial [41,42] activities. Therefore, it makes sense to further investigate whether therapeutic effects of the herb pair or TCM preparations containing it would be influenced, because the precipitates are usually discarded during decocting or manufacturing.…”

Section: Chemical Changes Induced By Herb Combinationmentioning

confidence: 99%

Deciphering chemical interactions between Glycyrrhizae Radix and Coptidis Rhizoma by liquid chromatography with transformed multiple reaction monitoring mass spectrometry

Liu

Liao

et al. 2017

J. Sep. Sci.

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In this study, we propose an integrated strategy for the efficient identification and quantification of herbal constituents using liquid chromatography with mass spectrometry. First, liquid chromatography with quadrupole time-of-flight mass spectrometry was employed for the chemical profiling of herbs, where a targeted following nontargeted approach was developed to detect trace constituents by using structural correlations and extracted ion chromatograms. Next, ion pairs and parameters of MS of quadrupole time-of-flight mass spectrometry were selected to design multiple reaction monitoring transitions for the identified compounds on liquid chromatography with triple quadrupole mass spectrometry. The relative concentration of each constituent was then calculated using a semiquantitative calibration curve. The proposed strategy was applied in a study of chemical interactions between Glycyrrhizae Radix and Coptidis Rhizoma. A total of 140 compounds were identified or tentatively characterized from the herbs, 132 of which were relatively quantified. The visualized quantitative results clearly showed codecoction produced significant constituent concentration variations especially for those with a low polarity. The case study also indicated that the present methodology could provide a reliable, accurate, and labor-saving solution for chemical studies of herbal medicines.

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Biological Activity of Isoflavonoids from Azorella madreporica

Cited by 10 publications

References 20 publications

The Alexipharmic Mechanisms of Five Licorice Ingredients Involved in CYP450 and Nrf2 Pathways in Paraquat-Induced Mice Acute Lung Injury

The Alexipharmic Mechanisms of Five Licorice Ingredients Involved in CYP450 and Nrf2 Pathways in Paraquat-Induced Mice Acute Lung Injury

A new mulinane diterpenoid from the cushion shrub Azorella compacta growing in Perú

Deciphering chemical interactions between Glycyrrhizae Radix and Coptidis Rhizoma by liquid chromatography with transformed multiple reaction monitoring mass spectrometry

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