In vitro anti-inflammatory activity of terpenes via suppression of superoxide and nitric oxide generation and the NF-κB signalling pathway

Marques, Franciane Martins; Figueira, Mariana Moreira; Schmitt, Elisângela Flávia Pimentel; Kondratyuk, Tamara P.; Endringer, Denise Coutinho; Scherer, Rodrigo; Fronza, Márcio

doi:10.1007/s10787-018-0483-z

Cited by 72 publications

(37 citation statements)

References 48 publications

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“…During the inflammatory responses, the leukocyte proteinases play an important role in the development of tissue damage (Gunathilake et al., 2018). In recent studies, many terpenoids contributed significantly to in vitro anti‐inflammatory activities of various plant extracts (Gallily et al., 2018; Marques et al., 2018; Namdar et al., 2019; Prakash, 2017). Thus, the presence of this component class in the plant extract maybe contributes to its anti‐inflammatory properties.…”

Section: Discussionmentioning

confidence: 99%

Effects of solvent—solvent fractionation on the total terpenoid content and in vitro anti‐inflammatory activity of Serevenia buxifolia bark extract

Truong

Pham

et al. 2021

Food Science & Nutrition

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Severinia buxifolia (Rutaceae) is often used as a traditional medical plant. The present study was carried out to estimate the effects of solvents (petroleum ether and hexane: ethyl acetate) used in liquid–liquid extraction to total terpenoid content (TTC) and in vitro anti‐inflammatory activity of the extracts obtained from S. buxifolia bark. The results showed that solvent fractionation increased the TTC compared with crude extracts. The hexane: ethyl acetate bark extract fraction (HEF) had the highest TTC (731.48 µg/ml) in comparison with the petroleum ether bark extract fraction (PEF) (564.81 µg/ml) and the crude extract (CE) (184.26 µg/ml). In addition, one of composition of terpenoid of S. buxifolia, namely ursolic acid, was determined by HPLC method from the crude CE and the fractions PEF and HEF: 2.44 μg/g DW, 3.56 μg/g DW and 5.04 μg/g DW, respectively. The samples had an in vitro anti‐inflammatory activity comparable with that of two reference standards (aspirin and indomethacin). Particularly, the HEF fraction had the highest in vitro anti‐inflammatory activity (i.e., albumin denaturation: IC50 = 147.91 μg/mL, heat‐induced hemolysis: IC50 = 159.91 μg/mL, proteinase inhibition: IC50 = 117.72 μg/mL, and lipoxygenase activity: IC50 = 90.45 μg/mL). Besides, the preliminary experiments of this study were conducted to determine the influences of maceration factors (solvent type, temperature, and time) for S. buxifolia bark extract. The TTC ranged from 453.70 to 842.59 mg linalool/g DW, and the extraction yield from 2.40% to 5.120% in all extracts. Based on TTC and EY, the hexane: acetone mixture is recommended as the optimal solvent to obtain the crude bark extract (CE) at 46°C for 24 hr of maceration. Extracts of S. buxifolia bark are a promising source for the treatment of inflammatory diseases.

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Section: Discussionmentioning

confidence: 99%

Effects of solvent—solvent fractionation on the total terpenoid content and in vitro anti‐inflammatory activity of Serevenia buxifolia bark extract

Truong

Pham

et al. 2021

Food Science & Nutrition

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“…To the best of our knowledge and among the nine active compounds, (S)-(+)-carvone (4), (+)-dihydrocarvone (7), (+)- (8) and (−)-dihydrocarveol (9), (S)-(−)-pulegone (13) and the carvone derivatives (20 and 21), were never reported to have anti-inflammatory effects, while carvone, either as the racemic mixture 31 or the (R)-(−) enantiomer (5) 3,32,33 and (−)-carveol (6) 33 , were recently reported to inhibit some effects correlated with inflammation.…”

Section: Discussionmentioning

confidence: 99%

Standardised comparison of limonene-derived monoterpenes identifies structural determinants of anti-inflammatory activity

Sousa

Leitão

Neves

et al. 2020

Sci Rep

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Mint species are widely used in traditional and conventional medicine as topical analgesics for osteoarthritic pain and for disorders of the gastrointestinal and respiratory tracts which are all associated with chronic inflammation. To identify the structural determinants of anti-inflammatory activity and potency which are required for chemical optimization towards development of new anti-inflammatory drugs, a selected group of monoterpenes especially abundant in mint species was screened by measuring bacterial lipopolysacharide (LPS)-induced nitric oxide (NO) production in murine macrophages. Nine compounds significantly decreased LPS-induced NO production by more than 30%. IC 50 values were calculated showing that the order of potency is: (S)-(+)-carvone > (R)-(−)-carvone > (+)-dihydrocarveol > (S)-8-hydroxycarvotanacetone > (R)-8hydroxycarvotanacetone > (+)-dihydrocarvone > (−)-carveol > (−)-dihydrocarveol > (S)-(-)-pulegone. Considering the carbon numbering relative to the common precursor, limonene, the presence of an oxygenated group at C6 conjugated to a double bond at C1 and an isopropenyl group and S configuration at C4 are the major chemical features relevant for activity and potency. The most potent compound, (S)-(+)-carvone, significantly decreased the expression of NOS2 and IL-1β in macrophages and in a cell model of osteoarthritis using primary human chondrocytes. (S)-(+)-carvone may be efficient in halting inflammation-related diseases, like osteoarthritis. Inflammation is an orchestrated physiological response elicited by exogenous inducers such as infectious agents, allergens, irritants and toxic compounds, as well as by endogenous triggers released from stressed or damaged tissues/cells 1. Although aiming at restoring homeostasis, inflammation has the potential to cause tissue damage and perpetuate itself 2. Likewise, inflammation has been reported as an important component associated with most chronic human diseases, such as rheumatic 3 , metabolic and neurodegenerative diseases and cancer 2,4. Due to the increased incidence of these diseases in relation with population aging and the lack of efficacy and adverse side effects of currently available anti-inflammatory drugs more directed to acute inflammation, new therapeutic agents are needed to contend chronic inflammation-associated diseases 5-7. Natural products are increasingly used for their anti-inflammatory properties and as sources of new anti-inflammatory compounds 5,6. Among the species most widely used, those of the family Lamiaceae, genus Mentha L., commonly designated as mint species, are widely used in traditional 8 and conventional medicine, especially as essential oils. These are well-known for anti-inflammatory, antimicrobial, carminative, antispasmodic and analgesic properties. Among several chemical classes identified in mint essential oils, monoterpenes belonging to the limonene synthase pathway, such as menthol, menthone, pulegone and carvone, are especially abundant 8. Some components of this group of monoterpenes have been ...

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“…HepG2 cells (85% confluency) were seeded in 25 cm 2 cell culture plates and exposed to PDC (30 µM; 24 hr) with pretreatment of AM and MAR (30 µg/ml and 0.5 µg/ml, respectively, for 1 hr). To the pretreated cells, Griess reagent was added and absorbance was recorded at 540 nm as mentioned earlier (Marques et al, 2019).…”

Section: Estimation Of Nitric Oxide (No) Generationmentioning

confidence: 99%

Aegle marmelos extract rich in marmelosin exacted ameliorative effect against chromium‐induced oxidative stress and apoptosis through regulation of Gadd45 in HepG2 cell line

et al. 2021

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Hexavalent chromium [Cr (VI)] is highly toxic compared to other valence states of chromium. In the process of metabolic reduction, Cr (VI) converts to trivalent chromium. Aegle marmelos (Bael), a sacred plant of India and its fruits are being consumed as traditional formulations against various diseases such as ulcer, gastric mucosal damage, inflammations, febrile delirium, acute bronchitis, anxiety, etc. The present study assessed the protective effects of marmelosin (MAR) from Aegle marmelos against K 2 Cr 2 O 7 -induced toxic effects in HepG2 cell line through its antiapoptotic mechanism. Results of the study revealed that pretreatment of MAR ameliorated cell viability, mitochondrial damage, and DNA damage induced by K 2 Cr 2 O 7 in HepG2 cell line as evidenced by cell morphology, MTT, LDH, and MMP assays. Pretreatment of MAR attenuated K 2 Cr 2 O 7 -induced oxidative stress by downregulating intracellular ROS and RNS. Further, pretreatment of MAR significantly downregulated K 2 Cr 2 O 7 -induced apoptotic markers, such as Bax, Caspase 3, and Gadd45. Our results suggested that application of marmelosin could be beneficial in ameliorating chromium-induced apoptotic cell death by suppressing oxidative stress and regulating excessive DNA damage. Practical applicationsThe study focused on protective mechanism of marmelosin from Aegle marmelos against chromium-induced oxidative stress for the first time. In this research, we reported that marmelosin effectively ameliorated K 2 Cr 2 O 7 -induced morphological changes such as oxidative stress and apoptotic cell death by regulating Gadd45, Bcl-2, Bax, and Caspase 3 gene expressions, and inhibition of intracellular ROS and RNS.The study provides a better understanding of the pharmacological mechanisms of Aegle marmelos and its bioactive compound, that is, marmelosin in the management of intoxication of heavy metals associated with excessive DNA damage.

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In vitro anti-inflammatory activity of terpenes via suppression of superoxide and nitric oxide generation and the NF-κB signalling pathway

Cited by 72 publications

References 48 publications

Effects of solvent—solvent fractionation on the total terpenoid content and in vitro anti‐inflammatory activity of Serevenia buxifolia bark extract

Effects of solvent—solvent fractionation on the total terpenoid content and in vitro anti‐inflammatory activity of Serevenia buxifolia bark extract

Standardised comparison of limonene-derived monoterpenes identifies structural determinants of anti-inflammatory activity

Aegle marmelos extract rich in marmelosin exacted ameliorative effect against chromium‐induced oxidative stress and apoptosis through regulation of Gadd45 in HepG2 cell line

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