Cocrystals to tune oily vitamin E into crystal vitamin E

Zhu, Bi‐Xue; Zhang, Qi; Lu, Liye; Bao, Junjie; Rong, Xiaoyi; Wang, Jianrong; Mei, Xuefeng

doi:10.1016/j.ijpharm.2020.120057

Cited by 8 publications

(6 citation statements)

References 19 publications

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“…78 The above cases highlight the potential of cocrystallization to serve as a widely applicable approach for raising the melting points, reducing volatility, and further improving thermal stability, without the risk caused by altering the chemical structure of active ingredients. 84 The current research results showed that the melting point of pharmaceutical cocrystal systems is dominated by the strength of intermolecular interactions, or the crystal lattice energy. And the growing cocrystal database paints a broader prospect for the accurate prediction of thermodynamic characteristics of cocrystals, which was elementarily realized by the algorithm analysis of the melting points and sublimation thermodynamic characteristics of individual compounds participating in cocrystal formation.…”

Section: Melting Points Volatility and Thermal Stabilitymentioning

confidence: 76%

“…As is expected, the compact spherical crystallization and protection of the reactive phenolic hydroxy group lead to satisfying storage stability. 84…”

Section: Cocrystal Strategy To Different Environmental Stressmentioning

confidence: 99%

“…As is expected, the compact spherical crystallization and protection of the reactive phenolic hydroxy group lead to satisfying storage stability. 84 Hirshfeld surface analysis helps to visualize the enhanced molecular interactions in the cocrystals of high melting points. Luo et al reported that the close contact between 2,3-dimethyl pyrazine (2,3-DMP) and hydroxybenzoic acids leads to successful solidification and stabilization of liquid 2,3-DMP (Fig.…”

Section: Melting Points Volatility and Thermal Stabilitymentioning

confidence: 99%

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Enhancing the stability of active pharmaceutical ingredients by the cocrystal strategy

2022

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Section: Melting Points Volatility and Thermal Stabilitymentioning

confidence: 76%

“…As is expected, the compact spherical crystallization and protection of the reactive phenolic hydroxy group lead to satisfying storage stability. 84…”

Section: Cocrystal Strategy To Different Environmental Stressmentioning

confidence: 99%

Section: Melting Points Volatility and Thermal Stabilitymentioning

confidence: 99%

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Enhancing the stability of active pharmaceutical ingredients by the cocrystal strategy

2022

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“…27−33 For example, the cocrystals of liquid materials could be transformed into a solid state with elevated melting points. 30,34,35 The delivery profile of essential oils could also be modified by cocrystallization. 36 More interestingly, the molecular selfassembly varied in different cocrystals, leading to a complex supramolecular architecture.…”

Section: ■ Introductionmentioning

confidence: 99%

Stabilizing L-Menthol by Cocrystallization: Supramolecular Cavities Succeeded in Retaining the Volatile Flavor

Liu

Zhang

Cheng

et al. 2022

Crystal Growth & Design

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L-menthol is one of the most important flavoring additives with abundant plant sources. The distinctive odor, cooling characteristic, and diversified biological activities attribute to its widespread application, especially on confections, oral-care commodities, over-the-counter drugs, and tobacco flavors. However, the manufacturing and storage of L-menthol face challenges due to its high volatility and low melting point. In this work, cocrystallization provides a new strategy to manage the stability problem of this important ingredient. Coformers of dietary sources were chosen based on a supramolecular synthon design, and six cocrystals of L-menthol were synthesized by either a solventmediated or solvent-free approach. These new solid forms could significantly increase the melting point and reduce the vapor pressure up to 1/45 of the pure L-menthol. Moreover, cocrystals present a high retention rate under storage conditions. The superior stability can be ascribed to diversified supramolecular cavities assembled by coformers, to which L-menthol molecules are restricted by hydrogen bonds.

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“…Vitamin E has antioxidant properties and neutralizes the chemical effects of harmful substances and destructive free radicals that damage body tissues. Foods rich in vitamin E include canola oil, olive oil, peanuts, meats, dairy, and fortified cereals (Feng et al, 2009; Subongkot, 2019; Zhu et al, 2021). Also vitamin E can be used as an oral supplement in capsules by humans.…”

Section: Introductionmentioning

confidence: 99%

Development of an effective and safe system for bioavailability of vitamin E supplements in the stomach

Kouchi

Amani

Naseri³

et al. 2022

J Surfact & Detergents

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Vitamin E deficiency has caused many problems for humans, especially patients who have difficulty absorbing this substance in their meals. Vitamin E supplements are commonly suggested to patients to solve these problems. Thus, improving the bioavailability of vitamin E in O/W microemulsions is one of the challenges for researchers. Another challenge is the safe production of these materials which must be considered. Using biosurfactants instead of surfactants is a move towards green and safe production and consumption of these materials. This paper discusses method of preparing vitamin E microemulsions by using a crude biosurfactant from Yarrowia lipolytica IMUFRJ50628. In this work, maximal crude biosurfactant concentration 3.3 g/L was attained after 130 h of cultivation and the crude biosurfactant was characterized by FTIR analysis. Phase diagram of bio‐ based microemulstions (water/vitamin E/soy bean oil/lecithin/biosurfactant) was compared with chemical‐based microemulstions (water/vitamin E/soy bean oil/lecithin/Tween 80). The results showed that the crude biosurfactant is a good alternative to the Tween 80 for green production consideration. Dynamic light scattering measurements for the both systems showed they were stable under human stomach conditions such as 37°C and pH = 2 for 7 days. Our successful method for preparing a bio‐ based O/W microemulsion confirmed that biosurfactants can be used instead of surfactants from chemical synthesis and it is thought that the incorporation of biosurfactants may be widely used in the future as a vehicle for vitamin E in the pharmaceutical and food industries.

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Cocrystals to tune oily vitamin E into crystal vitamin E

Cited by 8 publications

References 19 publications

Enhancing the stability of active pharmaceutical ingredients by the cocrystal strategy

Enhancing the stability of active pharmaceutical ingredients by the cocrystal strategy

Stabilizing L-Menthol by Cocrystallization: Supramolecular Cavities Succeeded in Retaining the Volatile Flavor

Development of an effective and safe system for bioavailability of vitamin E supplements in the stomach

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