Investigation of the interaction of polyene antibiotics with cholesterol

Research article:  Investigation of the interaction of polyene antibiotics with cholesterol
Author (s): T.C. Pashazade, X.M. Gasimov1,2*

1Azerbaijan State Academy of Physical Education and Sport, 98 Fatali Khan Khoyski Ave.,

Baku AZ1072, Azerbaijan

2Institute of Botany, Azerbaijan National of Sciences, 40 Badamdar Highway, Baku AZ1004, Azerbaijan

For correspondence:

Received:  April 11, 2021; Received in revised form: May 12, 2021; Accepted: June 09, 2021


One of the compounds affected by membranes is polyene antibiotics. Amphotericin B, nystatin, mycoheptin, and levorin are mainly classified in the polyene class and distinguished by high biological activity. The high sensitivity of polyene antibiotics to membranes is due to the cholesterol they contain. The main feature of polyene antibiotics is the formation of structural ion channels by combining with cholesterol in the membranes. The interaction of polyene antibiotics with cholesterol has been demonstrated by obtaining ultraviolet (UV) spectra. Polyenes have three primary absorption spectra and range from 370 nm to 430 nm. Amphotericin B and levorin complex with cholesterol reduce the maximum amplitude of UV absorption spectra. The results show that cholesterol molecules combine with the double-bond chain systems of amphotericin B and levorin to reduce the maximum amplitude of UV absorption spectra. UV spectrum of dimethyl-sulfoxide molecules has been obtained. Its absorption spectrum ranges from 240 nm to 250 nm. The absorption spectrum of dimethyl sulfoxide molecules at these waves is related to the presence of the disulfide S=O group.

Keywords: Levorin, amphotericin B, cholesterol, ultraviolet spectrum, cholesterol-polyene complex


Cavassin F.B., Luiz Bau-Carneiro J., Vilas-Boas R.R., Queiroz-Telles F. (2021) Sixty years of Amphotericin B: An overview of the main antifungal agent used to treat invasive fungal infections. Infect. Dis. Ther., 10(1): 115-147.

Fei H., Weirong L., Shengchao Z., Li Z., Benlan Y., Zhi Q. (2012) Ion transport through dimethyl sulfoxide (DMSO) induced transient water pores in cell membranes. Molecular Membrane Biology, 29(3-4): 107-113. doi: 10.3109/09687688.2012.687460.

Jakl M., Straka M., Jaklová Dytrtová J., Roithová J. (2014) Formation and stability of calcium complexes of dimethyl sulfoxide in water. International Journal of Mass Spectrometry, 360: 8-14. doi: 10.1016/j.ijms.2014.01.001.

Kamiński D.M. (2014) Recent progress in the study of the interactions of amphotericin B with cholesterol and ergosterol in lipid environments. European Biophysics Journal, 43(10-11): 453-467. doi: 10.1007/s00249-014-0983-8.

Lee Y., Pincus Ph.A., Hyeon Ch. (2016) Effects of dimethyl sulfoxide on surface water near phospholipid bilayers. Biophysical Journal, 111(11): 2481-2491. doi: 10.1016/j.bpj.2016.10.033.

Pinisetty R., Alapati R.V., Devireddy A. (2012) Molecular dynamics study of DMPC lipid bilayers interacting with dimethyl sulfoxide–water mixtures. The Journal of Membrane Biology, 245(12): 807-814. doi: 10.1007/s00232-012-9483.

Samedova А.А., Tagi-zade T.P., Кasumov Kh.М. (2018) Dependence of ion channel properties formed by polyene antibiotics molecules on the lactone ring structure. J. Bioorganic Chemistry, 44: 337-345.

Srinivasarao K., Gopal Kishor V., Kaustuv D. (2018) Interaction of amphotericin B with ergosterol/cholesterol-containing POPG liposomes studied by absorption, fluorescence and second harmonic spectroscopy. Chemistry Select, 3(38): 10559-10565. doi: 10.1002/slct.201801924.

Szczeblewski P.Laskowski T.Kubacki B.Dziergowska M.Liczmaсska M.Grynda J.Kubica P.Kot-Wasik A.Borowski E. (2017) Analytical studies on ascosin, candicidin and levorin multicomponent antifungal antibiotic complexes. The stereostructure of ascosin A2. Scientific Reports, 7Article Number: 40158.

Vyazmin S.Y., Ryabukhin D.S., Vasiliev A.V. (2011) Electronic spectroscopy of organic compounds. St. Petersburg, 2011, p. 1-43. [Vyazmin S.Yu., Ryabukhin D.S., Vasiliev A.V. 2011. Electronic spectroscopy of organic compounds. St. Petersburg, SPbGLTA, p. 1-43].

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