Antispasmodic and myorelaxant effects of the flavoring agent methyl cinnamate in gut: Potential inhibition of tyrosine kinase

Lima, Francisco Kleber A.; Cosker, François; Brito, Teresinha Silva de; Ribeiro-Filho, Helder Veras; Silva, Camila M.S.; Aragão, Karoline S.; Lahlou, Saad; Souza, Marcellus H.; Santos, Armênio Aguiar dos; Magalhães, Pedro Jorge Caldas

doi:10.1016/j.ejphar.2014.07.016

Cited by 9 publications

(4 citation statements)

References 29 publications

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“…The following pharmacological properties of EMC have been demonstrated: antibacterial and anti-fungal [6,7]. This includes being antispasmodic and myorelaxant for anti-neuropathic pain and anti-inflammatory effects [8,9]. EMC was also shown to inhibit adipocyte differentiation in 3T3-L1 cells [10].…”

Section: Introductionmentioning

confidence: 99%

A Phytochemical Constituent, (E)-Methyl-Cinnamate Isolated from Alpinia katsumadai Hayata Suppresses Cell Survival, Migration, and Differentiation in Pre-Osteoblasts

Park

Lee

Cho

et al. 2020

IJMS

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Background: (E)-methyl-cinnamate (EMC), a phytochemical constituent isolated from Alpinia katsumadai Hayata, is a natural flavor compound with anti-inflammatory properties, which is widely used in the food and commodity industry. However, the pharmacological effects of methyl-cinnamate on pre-osteoblasts remain unknown. This study aimed to investigate the pharmacological effects and mechanisms of EMC in pre-osteoblast MC3T3-E1 cells (pre-osteoblasts). Methods: Cell viability and apoptosis were evaluated using the MTT assay and TUNEL staining. Cell migration and osteoblast differentiation were examined using migration assays, as well as alkaline phosphatase activity and staining assays. Western blot analysis was used to examine intracellular signaling pathways and apoptotic proteins. Results: EMC decreased cell viability with morphological changes and increased apoptosis in pre-osteoblasts. EMC also induced the cleavage of Poly (ADP-ribose) polymerase (PARP) and caspase-3 and reduced the expression of anti-apoptotic proteins. In addition, EMC increased TUNEL-positive cells in pre-osteoblasts, decreased the activation of mitogen-activated protein kinases, and suppressed cell migration rate in pre-osteoblasts. Subsequently, EMC inhibited the osteoblast differentiation of pre-osteoblasts, as assessed by alkaline phosphatase staining and activity assays. Conclusion: These findings demonstrate that EMC has a pharmacological and biological role in cell survival, migration, and osteoblast differentiation. It suggests that EMC might be a potential phytomedicine for treating abnormalities of osteoblast function in bone diseases.

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Section: Introductionmentioning

confidence: 99%

A Phytochemical Constituent, (E)-Methyl-Cinnamate Isolated from Alpinia katsumadai Hayata Suppresses Cell Survival, Migration, and Differentiation in Pre-Osteoblasts

Park

Lee

Cho

et al. 2020

IJMS

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“…5 For example, methyl cinnamate is a compound widely used in foodstuffs as a flavoring agent or to control food browning. 6 Butyl cinnamate is a fragrance ingredient used in many fragrance compounds. 7 The solubility of t-CA in the alcohols can provide basic data for the esterification and the separation of reaction mixture.…”

Section: Introductionmentioning

confidence: 99%

“…Cinnamates produced from esterification are used in the food, perfumery, cosmetic, and pharmaceutical industries . For example, methyl cinnamate is a compound widely used in foodstuffs as a flavoring agent or to control food browning . Butyl cinnamate is a fragrance ingredient used in many fragrance compounds .…”

Section: Introductionmentioning

confidence: 99%

Solid–Liquid Phase Equilibrium of trans-Cinnamic Acid in Several Alcohols: Measurements and Thermodynamic Modeling

Zeng

Sun

2016

J. Chem. Eng. Data

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The solubilities of trans-cinnamic acid (t-CA) in methanol, ethanol, propanol, n-butanol, isopropyl alcohol, and isobutyl alcohol were measured by a synthetic method at temperatures ranging from (283.15 to 333.15) K. The modified Apelblat equation, the λh equation, and activity coefficient models (nonrandom two-liquid, NRTL; universal quasichemical, UNIQUAC) were used to correlate these data. It was found that all of the models show good agreement with the experimental data, and the modified Apelblat equation and NRTL model give better correlation results. Furthermore, on the basis of the NRTL model and experimental data, the thermodynamic excess functions (G E, S E, H E) of t-CA + alcohols (methanol, ethanol, propanol, n-butanol, isopropyl alcohol, and isobutyl alcohol) system were determined.

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“…Methionine-and choline-deficient diet leads to nonhydroalcoholic fatty liver diseases in mouse, rat and swine model systems, therefore, it is expected that the administration of choline would contribute to the prevention of nonhydro-alcoholic steatohepatitis and fibrosis. Methyl cinnamate is a safe antibacterial and flavouring agent used in food industry, and was shown to inhibit the gastrointestinal contractility [50], PPARγ activity and adipocyte differentiation in part, by the CaMKK2-AMPK signalling pathway [51]. Phenethylamine is widely used in weight-loss type of dietary supplements [52].…”

Section: Resultsmentioning

confidence: 99%

Comparative Chemomapping of Phytoconstituents from Different Extracts of Globe Artichoke - Cynara Scolymus L.

et al. 2017

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ABSTRACT. Artichoke (Cynara scolymus L.) is a well-known herb for its efficiency in the prevention/treatment of liver injuries, among other human chronic diseases. The aim of present study was to analyse the phytoconstituents content of aqueous and hydro-alcoholic extracts obtained from the leaves of artichoke. The chemomapping was carried out using UHPLC-ESI-MS. Several new and some known phytoconstituents were identified in the two type of extracts that have slightly different composition profiles. The newly found phytoconstituents in artichoke, plead for multiple health promoting effects that have presumably more stochastic than determinative features. Therefore, further experiments are needed using such extracts, and based on a system biology approach to clarify the complexity of beneficial effects of artichoke.

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Antispasmodic and myorelaxant effects of the flavoring agent methyl cinnamate in gut: Potential inhibition of tyrosine kinase

Cited by 9 publications

References 29 publications

A Phytochemical Constituent, (E)-Methyl-Cinnamate Isolated from Alpinia katsumadai Hayata Suppresses Cell Survival, Migration, and Differentiation in Pre-Osteoblasts

A Phytochemical Constituent, (E)-Methyl-Cinnamate Isolated from Alpinia katsumadai Hayata Suppresses Cell Survival, Migration, and Differentiation in Pre-Osteoblasts

Solid–Liquid Phase Equilibrium of trans-Cinnamic Acid in Several Alcohols: Measurements and Thermodynamic Modeling

Comparative Chemomapping of Phytoconstituents from Different Extracts of Globe Artichoke - Cynara Scolymus L.

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