Vanillin enhances the passive transport rate and absorption of drugs with moderate oral bioavailability <i>in vitro</i> and <i>in vivo</i> by affecting the membrane structure

Huang, Weicai; Yang, Yingzhuo; Wen, Wen; Luo, Yong; Wu, Jiasi; Li, Xiang; Hu, Yinfan; Xu, Shijun; Chen, Simin; Wang, Ping

doi:10.1039/c9fo02846c

Cited by 11 publications

(10 citation statements)

References 39 publications

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“…Plant phenols are well-known natural compounds with a phenolic hydroxy structure, such as vanillin (4-hydroxy-3-methoxy benzaldehyde), which showed significant anti-oxidative properties, and thus resulted in a safe food additive [ 15 , 16 , 17 ]. Vanillin was reported to keep the activity of defense-related enzymes constant, including POD, PPO, and phenylalanine ammonia-lyase (PAL) in tomato fruit [ 18 ], it protected the grapes from postharvest rot caused by yeast, mold, and Botrytis cinerea , and extended the post-storage quality [ 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

Preparation of Vanillin-Taurine Antioxidant Compound, Characterization, and Evaluation for Improving the Post-Harvest Quality of Litchi

Javed

Liu

et al. 2023

Antioxidants

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Litchi’s post-harvest pericarp browning is one of the main constraints that drastically affect its visual attributes and market potential. Therefore, the vanillin-taurine Schiff base (VTSB) compound prepared from natural compounds of vanillin and taurine exhibited higher DPPH-radical-scavenging invitro antioxidant activity than vanillin. VTSB first-time report to mitigate the postharvest browning of litchi fruit. In this study, litchi fruits were dipped in 0.3 mM (based on pre-experiment) VTSB solution and stored at 25 ± 1 °C for six days to examine their effects on browning and postharvest quality. Fruit treated with VTSB had lower levels of browning degree (BD), browning index (BI), weight loss, soluble quinone (SQ), relative electrolyte leakage (REL), and malondialdehyde (MDA) than control fruit. Additionally, total anthocyanins and phenolic concentrations, Total soluble solids (TSS), and 2,2-diphenyl-1-picrylhydrazyl-free radical scavenging activity (DPPH-RSA) were preserved higher in VTSB-treated litchi fruit. The levels of Ascorbate peroxidase (APX), Superoxide dismutase (SOD), and Catalase (CAT) were higher in treated fruit, whereas polyphenol oxidase (PPO) and Peroxidase (POD) were decreased during the postharvest period. This study suggested that VTSB would be very useful for different post-harvest problems in the fruit and vegetable industry.

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Section: Introductionmentioning

confidence: 99%

Preparation of Vanillin-Taurine Antioxidant Compound, Characterization, and Evaluation for Improving the Post-Harvest Quality of Litchi

Javed

Liu

et al. 2023

Antioxidants

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“…In the first week, the culture media was switched every 2 days. After that, the culture medium was switched out daily until the transepithelial electrical resistance (TEER) for transport experiments reached 200 Ω/cm 2 ; It has been demonstrated in our prior experiments that this process requires 18–21 days under the specified culture conditions ( Huang et al, 2020 ).…”

Section: Methodsmentioning

confidence: 99%

Differences in tissue distribution ability of evodiamine and dehydroevodiamine are due to the dihedral angle of the molecule stereo-structure

et al. 2023

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“…In our laboratory, we studied vanillin, an active ingredient of another "kaiqiao" medicine benzoinum, (Banerjee and Chattopadhyay, 2019;Pharmacopoeia, 2020). We found that vanillin could enhance the passive transport rate and absorption of drugs with a moderate oral bioavailability by increasing the permeability of the cell membrane (W. Huang et al, 2020). Benzaldehyde and vanillin have similar log p values (benzaldehyde-1.48; vanillin-1.21) and both have the same benzaldehyde core.…”

Section: Introductionmentioning

confidence: 92%

Benzaldehyde, A New Absorption Promoter, Accelerating Absorption on Low Bioavailability Drugs Through Membrane Permeability

Wen

Luo

et al. 2021

Front. Pharmacol.

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Styrax, one of the most famous folk medicines, is a necessary medicine in formulas to help other drugs reach the focal zone and maximize the effectiveness, the mechanism that promotes absorption is not clear yet. This study was carried out to investigate the absorption-promoting effects and the mechanism of benzaldehyde, a key active compound of styrax, on the diffusion rates of drugs with different oral bioavailability. Caco-2 transport experiments were used to investigate the transport rate. Molecular Dynamics Simulation analysis and fluorescence-anisotropy measurements were used to explore the underlying mechanism of absorption-promoting. Validation test in vivo was carried out to reveal the absorption-promoting effects of benzaldehyde on high hydrophilicity drugs. Our data indicated that benzaldehyde(50 μM) elevated the cumulative quantity of passively diffusion drugs with high hydrophilicity such as acyclovir and hydrochlorothiazide. MD and membrane fluidity data explained that benzaldehyde can loosen the structure of the lipid bilayer. The validation tests showed that benzaldehyde (140 mg/kg) remarkably increased the Cmax and AUC0-6 of acyclovir and hydrochlorothiazide in vivo. These present studies suggested that benzaldehyde can promote the absorption of drugs with a lower oral bioavailability through disturbing the integrity of lipid bilayer enhanced membrane permeability.

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Vanillin enhances the passive transport rate and absorption of drugs with moderate oral bioavailability in vitro and in vivo by affecting the membrane structure

Abstract: Vanillin is a popular flavoring agent in the food, tobacco, and perfume industries.

Cited by 11 publications

References 39 publications

Preparation of Vanillin-Taurine Antioxidant Compound, Characterization, and Evaluation for Improving the Post-Harvest Quality of Litchi

Preparation of Vanillin-Taurine Antioxidant Compound, Characterization, and Evaluation for Improving the Post-Harvest Quality of Litchi

Differences in tissue distribution ability of evodiamine and dehydroevodiamine are due to the dihedral angle of the molecule stereo-structure

Benzaldehyde, A New Absorption Promoter, Accelerating Absorption on Low Bioavailability Drugs Through Membrane Permeability

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