Tocolytic activity of the Lippia alba essential oil and its major constituents, citral and limonene, on the isolated uterus of rats

Pereira-de-Morais, Luís; Silva, Andressa de Alencar; Silva, Renata Evaristo Rodrigues da; Costa, Roger Henrique Sousa da; Monteiro, Álefe Brito; Barbosa, Cristina Rodrigues dos Santos; Amorim, Thaís de Souza; Menezes, Irwin Rose Alencar de; Kerntopf, Marta Regina; Barbosa, Roseli

doi:10.1016/j.cbi.2018.11.006

Cited by 21 publications

(10 citation statements)

References 15 publications

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“…Similar to our results, several monoterpenes have been suggested to block VOCCs in smooth muscles from various rat organs; these include citral in the aorta [31], 1,8-cineole, citral and limonene in the trachea [42,43], as well as citral and limonene in the uterus [44]. In addition, endogenous substances, such as progesterone and 5β-pregnanediol, have shown that VOCC inhibition is the main vascular relaxation route stimulated by these hormones in HUA vessels [33].…”

Section: Discussionsupporting

confidence: 89%

Relaxant Effect of Monoterpene (−)-Carveol on Isolated Human Umbilical Cord Arteries and the Involvement of Ion Channels

Silva

Pereira-de-Morais

et al. 2020

Molecules

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Carveol is a monoterpene present in the structure of many plant products. It has a variety of biological activities: antioxidant, anticancer and vasorelaxation. However, studies investigating the effect of monoterpenoids on human vessels have not yet been described. Thus, the present study aimed to characterize the effect of (−)-carveol on human umbilical arteries (HUAs). HUA ring preparations were isolated and subjected to isometric tension recordings of umbilical artery smooth muscle contractions. (−)-Carveol exhibited a significant vasorelaxant effect on KCl and 5-HT-induced contractions, obtaining EC50 values of 344.25 ± 8.4 and 175.82 ± 4.05 µM, respectively. The participation of calcium channels in the relaxation produced by (−)-carveol was analyzed using vessels pre-incubated with (−)-carveol (2000 µM) in a calcium-free medium, where the induction of contractions was abolished. The vasorelaxant effect of (−)-carveol on HUAs was reduced by tetraethylammonium (TEA), which increased the (−)-carveol EC50 to 484.87 ± 6.55 µM. The present study revealed that (−)-carveol possesses a vasorelaxant activity in HUAs, which was dependent on the opening of calcium and potassium channels. These results pave the way for further studies involving the use of monoterpenoids for the vasodilatation of HUAs. These molecules have the potential to treat diseases such as pre-eclampsia, which is characterized by resistance in umbilical arteries.

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Section: Discussionsupporting

confidence: 89%

Relaxant Effect of Monoterpene (−)-Carveol on Isolated Human Umbilical Cord Arteries and the Involvement of Ion Channels

Silva

Pereira-de-Morais

et al. 2020

Molecules

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“…It is popularly known as lemon herb balm, Brazilian lemon balm, False-Melissa, Carmelite lemon balm, common lemon balm tea, field lemon balm and bush matgrass, among others [ 3 , 4 ]. The essential oil of this species is described as antibacterial [ 5 , 6 , 7 ], antifungal [ 8 , 9 , 10 , 11 ], anxiolytic, anticonvulsant [ 12 , 13 ], anesthetic [ 14 , 15 , 16 ], and smooth muscle relaxant [ 17 , 18 , 19 , 20 ]. Moreover, in folk medicine, this species is used to control blood pressure, as a calmant, and to treat respiratory diseases [ 21 , 22 , 23 ].…”

Section: Introductionmentioning

confidence: 99%

Effect of Lippia alba (Mill.) N.E. Brown Essential Oil on the Human Umbilical Artery

Borges

Bastos

Dantas

et al. 2022

Plants

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Lippia alba is popularly known as lemon balm, with its essential oil (EO) cited for displaying antimicrobial, sedative, and vasorelaxant effects. Yet, its action on isolated human vessels has not been described in the literature. Thus, we evaluated the vasorelaxant effect of essential oil of L. alba (EOLa) on human umbilical arteries (HUA) isolated in organ baths. HUA rings were isolated, subjected to contractions induced by potassium chloride (KCl), serotonin (5-HT), or histamine (HIST) to record the isometric tension, and then treated with EOLa (30–1000 µg/mL). The EOLa showed a more prominent inhibitory effect on the pharmacomechanical coupling contraction via HIST with an EC50 value of 277.1 ± 8.5 µg/mL and maximum relaxant effect at 600 µg/mL. The addition of tetraethylammonium (TEA) or 4-aminopyridine (4-AP) in HUA preparations did not inhibit EOLa total relaxant effect at 1000 µg/mL. In the presence of gliblenclamide (GLI), the oil relaxed the HUA rings by 90.8% at maximum concentration. The EOLa was also investigated for its effects on voltage-operated calcium channels (VOCCs), where the HUA preincubation with this oil at 1000 μg/mL inhibited BaCl2 (0.1–30 mM)-induced contractions. This study demonstrates for the first time that EOla has a vasorelaxant effect on HUA and its particular blockade of VOCCs.

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“…In addition to being an important odor component in cosmetics and foods, citral also shows good biological activities in vitro, including antibacterial, antifungal, antioxidant, and anti-inflammatory effects [ 17 , 18 , 19 ]. Furthermore, citral has potential therapeutic significance as a local anesthetic and relaxant for smooth muscle due to its capability of promoting the relaxation of uterine, tracheal and aortic smooth muscle [ 20 , 21 , 22 , 23 ]. However, the interest for citral as an anti-tyrosinase agent has always been considerably lower and under-investigated.…”

Section: Introductionmentioning

confidence: 99%

Newly Designed Quinazolinone Derivatives as Novel Tyrosinase Inhibitor: Synthesis, Inhibitory Activity, and Mechanism

et al. 2022

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We synthesized a series of quinazolinone derivates as tyrosinase inhibitors and evaluated their inhibition constants. We synthesized 2-(2,6-dimethylhepta-1,5-dien-1-yl)quinazolin-4(3H)-one (Q1) from the natural citral. The concentration, which led to 50% activity loss of Q1, was 103 ± 2 μM (IC50 = 103 ± 2 μM). Furthermore, we considered Q1 to be a mixed-type and reversible tyrosinase inhibitor, and determined the KI and KIS inhibition constants to be 117.07 μM and 423.63 μM, respectively. Our fluorescence experiment revealed that Q1 could interact with the substrates of tyrosine and L-DOPA in addition to tyrosinase. Molecular docking studies showed that the binding of Q1 to tyrosinase was driven by hydrogen bonding and hydrophobicity. Briefly, the current study confirmed a new tyrosinase inhibitor, which is expected to be developed into a novel pigmentation drug.

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Tocolytic activity of the Lippia alba essential oil and its major constituents, citral and limonene, on the isolated uterus of rats

Cited by 21 publications

References 15 publications

Relaxant Effect of Monoterpene (−)-Carveol on Isolated Human Umbilical Cord Arteries and the Involvement of Ion Channels

Relaxant Effect of Monoterpene (−)-Carveol on Isolated Human Umbilical Cord Arteries and the Involvement of Ion Channels

Effect of Lippia alba (Mill.) N.E. Brown Essential Oil on the Human Umbilical Artery

Newly Designed Quinazolinone Derivatives as Novel Tyrosinase Inhibitor: Synthesis, Inhibitory Activity, and Mechanism

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