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Relationship between structural properties and biological activity of (-)-menthol and some menthyl esters. / Mansurov, Dilshod A.; Khaitbaev, Alisher Kh; Khaitbaev, Khamid Kh et al.

In: Computational Biology and Chemistry, Vol. 115, 108357, 04.2025.

Research output: Contribution to journalArticle

Harvard

Mansurov, DA, Khaitbaev, AK, Khaitbaev, KK, Toshov, KS & Benassi, E 2025, 'Relationship between structural properties and biological activity of (-)-menthol and some menthyl esters', Computational Biology and Chemistry, vol. 115, 108357. https://doi.org/10.1016/j.compbiolchem.2025.108357

APA

Mansurov, D. A., Khaitbaev, A. K., Khaitbaev, K. K., Toshov, K. S., & Benassi, E. (2025). Relationship between structural properties and biological activity of (-)-menthol and some menthyl esters. Computational Biology and Chemistry, 115, [108357]. https://doi.org/10.1016/j.compbiolchem.2025.108357

Vancouver

Mansurov DA, Khaitbaev AK, Khaitbaev KK, Toshov KS, Benassi E. Relationship between structural properties and biological activity of (-)-menthol and some menthyl esters. Computational Biology and Chemistry. 2025 Apr;115:108357. Epub 2025 Jan 18. doi: 10.1016/j.compbiolchem.2025.108357

Author

Mansurov, Dilshod A. ; Khaitbaev, Alisher Kh ; Khaitbaev, Khamid Kh et al. / Relationship between structural properties and biological activity of (-)-menthol and some menthyl esters. In: Computational Biology and Chemistry. 2025 ; Vol. 115.

BibTeX

@article{621031578bd942609a4b978e65b94cd1,
title = "Relationship between structural properties and biological activity of (-)-menthol and some menthyl esters",
abstract = "Menthol is a naturally occurring cyclic terpene alcohol and is the major component of peppermint and corn mint essential oils extracted from Mentha piperita L. and Mentha arvensis L. Menthol and its derivatives are widely used in pharmaceutical, cosmetic and food industries. Among its eight isomers, (-)-menthol is the most effective one in terms of refreshing effect. While the invigorating property of (-)-menthol is generally known, this claim is based on a substantial amount of literature and experience. (-)-Menthol has consistently been reported to possess better cooling and refreshing qualities in comparison to its isomers, making it the preferred choice in a broad range of applications such as personal care products, pharmaceuticals and food additives. Additionally, the (-)-menthol molecular structure allows it to have a tighter fitting with the thermoreceptors in the skin and mucous membranes, and thus to provide a more intense cooling feeling. Thus, although others have similar properties to a degree, (-)-menthol is the best compared to all in its refreshing capacity. This study focuses on menthol and some of its esters, viz. menthyl acetate, propionate, butyrate, valerate and hexanoate, with the purpose of establish a connection between structural, electrostatic and electronic characteristics and biological effects. The mostly favoured interactions of the esters with biotargets were investigated at a molecular level, offering a plausible foundation for their bioactivity elucidation. This study is conducted at a quantum mechanical and molecular docking level. The results may be of possible usefulness in areas of applications, such as pharmacological research and drug.",
keywords = "Density Functional Theory, Menthol, Menthyl Esters, Molecular Docking",
author = "Mansurov, {Dilshod A.} and Khaitbaev, {Alisher Kh} and Khaitbaev, {Khamid Kh} and Toshov, {Khamza S.} and Enrico Benassi",
year = "2025",
month = jan,
day = "18",
doi = "10.1016/j.compbiolchem.2025.108357",
language = "English",
volume = "115",
journal = "Computational Biology and Chemistry",
issn = "1476-9271",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Relationship between structural properties and biological activity of (-)-menthol and some menthyl esters

AU - Mansurov, Dilshod A.

AU - Khaitbaev, Alisher Kh

AU - Khaitbaev, Khamid Kh

AU - Toshov, Khamza S.

AU - Benassi, Enrico

PY - 2025/1/18

Y1 - 2025/1/18

N2 - Menthol is a naturally occurring cyclic terpene alcohol and is the major component of peppermint and corn mint essential oils extracted from Mentha piperita L. and Mentha arvensis L. Menthol and its derivatives are widely used in pharmaceutical, cosmetic and food industries. Among its eight isomers, (-)-menthol is the most effective one in terms of refreshing effect. While the invigorating property of (-)-menthol is generally known, this claim is based on a substantial amount of literature and experience. (-)-Menthol has consistently been reported to possess better cooling and refreshing qualities in comparison to its isomers, making it the preferred choice in a broad range of applications such as personal care products, pharmaceuticals and food additives. Additionally, the (-)-menthol molecular structure allows it to have a tighter fitting with the thermoreceptors in the skin and mucous membranes, and thus to provide a more intense cooling feeling. Thus, although others have similar properties to a degree, (-)-menthol is the best compared to all in its refreshing capacity. This study focuses on menthol and some of its esters, viz. menthyl acetate, propionate, butyrate, valerate and hexanoate, with the purpose of establish a connection between structural, electrostatic and electronic characteristics and biological effects. The mostly favoured interactions of the esters with biotargets were investigated at a molecular level, offering a plausible foundation for their bioactivity elucidation. This study is conducted at a quantum mechanical and molecular docking level. The results may be of possible usefulness in areas of applications, such as pharmacological research and drug.

AB - Menthol is a naturally occurring cyclic terpene alcohol and is the major component of peppermint and corn mint essential oils extracted from Mentha piperita L. and Mentha arvensis L. Menthol and its derivatives are widely used in pharmaceutical, cosmetic and food industries. Among its eight isomers, (-)-menthol is the most effective one in terms of refreshing effect. While the invigorating property of (-)-menthol is generally known, this claim is based on a substantial amount of literature and experience. (-)-Menthol has consistently been reported to possess better cooling and refreshing qualities in comparison to its isomers, making it the preferred choice in a broad range of applications such as personal care products, pharmaceuticals and food additives. Additionally, the (-)-menthol molecular structure allows it to have a tighter fitting with the thermoreceptors in the skin and mucous membranes, and thus to provide a more intense cooling feeling. Thus, although others have similar properties to a degree, (-)-menthol is the best compared to all in its refreshing capacity. This study focuses on menthol and some of its esters, viz. menthyl acetate, propionate, butyrate, valerate and hexanoate, with the purpose of establish a connection between structural, electrostatic and electronic characteristics and biological effects. The mostly favoured interactions of the esters with biotargets were investigated at a molecular level, offering a plausible foundation for their bioactivity elucidation. This study is conducted at a quantum mechanical and molecular docking level. The results may be of possible usefulness in areas of applications, such as pharmacological research and drug.

KW - Density Functional Theory

KW - Menthol

KW - Menthyl Esters

KW - Molecular Docking

UR - https://www.mendeley.com/catalogue/92dd9f58-0f47-3186-a0ad-dd3d66582135/

UR - https://www.sciencedirect.com/science/article/pii/S1476927125000179?via%3Dihub

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85216022706&origin=inward&txGid=756fc245b9aa8fd43339bb8e48c6338b

U2 - 10.1016/j.compbiolchem.2025.108357

DO - 10.1016/j.compbiolchem.2025.108357

M3 - Article

C2 - 39869952

VL - 115

JO - Computational Biology and Chemistry

JF - Computational Biology and Chemistry

SN - 1476-9271

M1 - 108357

ER -

ID: 63690572