New ursane triterpenoids from Ficus pandurata and their binding affinity for human cannabinoid and opioid receptors

Khedr, Amgad I. M.; Ibrahim, Sabrin R. M.; Mohamed, Gamal A.; Ahmed, Hany E. A.; Ahmad, Amany S.; Ramadan, Mohamed; El-Baky, Atef E. Abd; Yamada, Koji; Ross, Samir A.

doi:10.1007/s12272-016-0784-y

Cited by 24 publications

(7 citation statements)

References 75 publications

(86 reference statements)

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“…[ 17 , 34 , 35 ]. Ficus pandurata Hance, mainly containing the chemical constituents of triterpenes, flavonoids, coumarins, sterols, and so on [ 36 , 37 ], had been recorded to possess the functions of clearing heat, detoxification, and anti-inflammation in the traditional Chinese medicine documentation [ 22 ]. Therefore, Ficus pandurata Hance would be probably used for IBD therapy according to the basic theory of traditional China herbal medicine, which has been validated in our experimental study.…”

Section: Discussionmentioning

confidence: 99%

Ficus pandurata Hance Inhibits Ulcerative Colitis and Colitis‐Associated Secondary Liver Damage of Mice by Enhancing Antioxidation Activity

Dai

Zhan

Peng

et al. 2021

Oxidative Medicine and Cellular Longevity

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Inflammatory bowel disease (IBD), a global disease threatening human health, is commonly accompanied by secondary liver damage (SLD) mediated by the gut-liver axis. Oxidative stress acts a critical role in the onset of IBD, during which excessive oxidation would destroy the tight junctions between intestinal cells, promote proinflammatory factors to penetrate, and thereby damage the intestinal mucosa. Ficus pandurata Hance (FPH) is widely used for daily health care in South China. Our previous study showed that FPH protected acute liver damage induced by alcohol. However, there is no study reporting FPH treating ulcerative colitis (UC). This study is designed to investigate whether FPH could inhibit UC and reveal its potential mechanism. The results showed that FPH significantly alleviated the UC disease symptoms including the body weight loss, disease activity index (DAI), stool consistency changing, rectal bleeding, and colon length loss of UC mice induced by dextran sulfate sodium (DSS) and reversed the influences of DSS on myeloperoxidase (MPO) and diamine oxidase activity (DAO). FPH suppressed UC via inhibiting the TLR4/MyD88/NF-κB pathway and strengthened the gut barrier of mice via increasing the expressions of ZO-1 and occludin and enhancing the colonic antioxidative stress property by increasing the levels of T-SOD and GSH-Px and the expressions of NRF2, HO-1, and NQO1 and reducing MDA level and Keap1, p22-phox, and NOX2 expressions. Furthermore, FPH significantly inhibited SLD related to colitis by reducing the abnormal levels of the liver index, ALT, AST, and cytokines including TNFα, LPS, LBP, sCD14, and IL-18 in the livers, as well as decreasing the protein expressions of NLRP3, TNFα, LBP, CD14, TLR4, MyD88, NF-κB, and p-NF-κB, suggesting that FPH alleviated UC-related SLD via suppressing inflammation mediated by inhibiting the TLR4/MyD88/NF-κB pathway. Our study firstly investigates the anticolitis pharmacological efficacy of FPH, suggesting that it can be enlarged to treat colitis and colitis-associated liver diseases in humans.

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Section: Discussionmentioning

confidence: 99%

Ficus pandurata Hance Inhibits Ulcerative Colitis and Colitis‐Associated Secondary Liver Damage of Mice by Enhancing Antioxidation Activity

Dai

Zhan

Peng

et al. 2021

Oxidative Medicine and Cellular Longevity

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“…As for the decrease of the relative abundance of Elaidic carnitine, Elaidic carnitine is involved in fatty acid oxidation and it can indicate hepatocytes damage ( 40 ). Compound Stigmastane-3,6-dione was extracted from medicinal plants, which showed good selective binding affinity for CB2 receptor thus could have an anti-inflammatory effect ( 41 ). We observed an increase of the relative abundance of Alpha-tocopherolquinone in serum.…”

Section: Discussionmentioning

confidence: 99%

Serum metabolic effects of corn oligopeptides with 7-day supplementation on early post-surgery primary liver cancer patients: a double-blind randomized controlled trial

Rong¹,

Xia²,

Zhang³

et al. 2022

Hepatobiliary Surg Nutr

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Background Liver cancer as the main leading cancer has caused heavy burdens globally. The prognosis of liver cancer is closely related with postoperative nutrition support. Corn oligopeptides (COPs) are protein hydrolysates produced by enzymatic treatments, which have shown potential bioactivities, such as inhibiting angiotensin I-converting enzyme, resisting lipid peroxidation and anti-oxidant. However, the correlation between COPs and liver cancer patients is still unknown and the potential mechanism of COPs on liver cancer is unclear as well. The aim of this study was to assess effects of 7-day intervention of COPs after surgery on liver function and serum metabolic profiles of liver cancer patients. Methods Patients were assigned into COPs intervention group (n=50) and control group (n=91) for 7 days. Investigations were scheduled at 1 st day and 7 th day after liver resection surgery respectively, mainly including anthropometric, biochemical indexes and liquid chromatography-mass spectrometry (LC/MS) analysis. Results Seven-day supplementation of COPs on early post-surgery liver cancer patients down-regulated levels of alanine aminotransferase, aspartate aminotransferase, total bilirubin, direct bilirubin and up-regulated prothrombin time activity and prealbumin levels. LC/MS analysis revealed metabolic signatures including regulation of 16 metabolites, which was closely related with two metabolic pathways (nicotinate and nicotinamide metabolism, fatty acid metabolism). Conclusions COPs supplementation has displayed the potentials on alleviating the injury of liver function and it may be due to regulation of fatty acid metabolism, nicotinate and nicotinamide metabolism, lipid peroxidation and anti-inflammatory action. More researches are warranted in future to confirm the exact mechanisms.

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“…In order to identify secondary metabolite signatures in plants that potentially modulate ECS proteins, we are currently screening global plant extract libraries within the frameworks of MedPlant.EU and the Swiss NCCR TransCure. Different widespread (canonical) triterpenoids have already been shown to inhibit metabolic enzymes of the major EC 2‐AG (King et al ., ; Bento et al ., ; Chicca et al ., ; Parkkari et al ., ), ubiquitous plant flavonoids were found to inhibit FAAH, the metabolic enzyme degrading AEA and other N ‐acylethanolamines (NAEs) (Thors et al ., ; ; ) and to weakly modulate CB receptors (Khedr et al ., ) (Table ). Intriguingly, the ubiquitous plant sesquiterpene β‐caryophyllene (BCP) has been shown to exert potent CB 2 receptor‐mediated cannabimimetic effects in mice (Gertsch, ; Gertsch et al ., ; Bento et al ., ; Horváth et al ., ; Cheng et al ., ; Klauke et al ., ) and N ‐alkylamides from maca ( Lepidium meyenii Walp.)…”

Section: Cannabimimetics In the Plant Kingdom And Vegetable Foodmentioning

confidence: 99%

Cannabimimetic phytochemicals in the diet – an evolutionary link to food selection and metabolic stress adaptation?

Gertsch

2017

British J Pharmacology

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The endocannabinoid system (ECS) is a major lipid signalling network that plays important pro-homeostatic (allostatic) roles not only in the nervous system but also in peripheral organs. There is increasing evidence that there is a dietary component in the modulation of the ECS. Cannabinoid receptors in hominids co-evolved with diet, and the ECS constitutes a feedback loop for food selection and energy metabolism. Here, it is postulated that the mismatch of ancient lipid genes of hunter-gatherers and pastoralists with the high-carbohydrate diet introduced by agriculture could be compensated for via dietary modulation of the ECS. In addition to the fatty acid precursors of endocannabinoids, the potential role of dietary cannabimimetic phytochemicals in agriculturist nutrition is discussed. Dietary secondary metabolites from vegetables and spices able to enhance the activity of cannabinoid-type 2 (CB 2 ) receptors may provide adaptive metabolic advantages and counteract inflammation. In contrast, chronic CB 1 receptor activation in hedonic obese individuals may enhance pathophysiological processes related to hyperlipidaemia, diabetes, hepatorenal inflammation and cardiometabolic risk. Food able to modulate the CB 1 /CB 2 receptor activation ratio may thus play a role in the nutrition transition of Western high-calorie diets. In this review, the interplay between diet and the ECS is highlighted from an evolutionary perspective. The emerging potential of cannabimimetic food as a nutraceutical strategy is critically discussed. LINKED ARTICLESThis article is part of a themed section on Principles of Pharmacological Research of Nutraceuticals. To view the other articles in this section visit http://onlinelibrary.wiley.com/doi/10.1111/bph.v174.11/issuetoc Abbreviations 2-AG, 2-arachidonoyl glycerol; AA, arachidonic acid; AEA, N-arachidonoylethanolamine, anandamide; apoE, apolipoprotein E; BAT, brown adipose tissue; BCP, β-caryophyllene; CNR1, gene encoding CB 1 receptors; DHA, docosahexaenoic acid; DIM, 3,3 0 -diindolylmethane; EC, endocannabinoid; ECS, endocannabinoid system; EPA, eicosapentanoic acid; FAAH, fatty acid amide hydrolase; NAE, N-acylethanolamine; PEA, palmitoylethanolamide; PUFA, polyunsaturated fatty acid; SNP, single nucleotide polymorphism; T2DM, diabetes mellitus type 2; THC, Δ 9 -tetrahydrocannabinol; TRPV1, transient re- The endocannabinoid system (ECS) is an ancient panorgan eicosanoid signalling network in which arachidonic acid (AA) derived lipids act in concert with particular receptors and enzymes resulting in the complex modulation of numerous central and peripheral physiological and pathophysiological processes (Pertwee, 2005(Pertwee, , 2009Di Marzo, 2008a;Pacher and Mechoulam, 2011;DiPatrizio and Piomelli, 2015). The ECS comprises classical GPCR cannabinoid receptors (CB 1 and CB 2 ) and potentially also the orphan receptor GPR55 (Pertwee, 2007;Ryberg et al., 2007), which are differentially activated by the endocannabinoids (ECs) 2-arachidonoyl glycerol (2-AG) and N-arachidonoylethanolamine ...

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New ursane triterpenoids from Ficus pandurata and their binding affinity for human cannabinoid and opioid receptors

Cited by 24 publications

References 75 publications

Ficus pandurata Hance Inhibits Ulcerative Colitis and Colitis‐Associated Secondary Liver Damage of Mice by Enhancing Antioxidation Activity

Ficus pandurata Hance Inhibits Ulcerative Colitis and Colitis‐Associated Secondary Liver Damage of Mice by Enhancing Antioxidation Activity

Serum metabolic effects of corn oligopeptides with 7-day supplementation on early post-surgery primary liver cancer patients: a double-blind randomized controlled trial

Cannabimimetic phytochemicals in the diet – an evolutionary link to food selection and metabolic stress adaptation?

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