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Inhibitory effect of safranal and crocin, two principle compounds of Crocus sativus, on fibrillation of lysozyme

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Abstract

A key feature in more than twenty amyloid-related diseases is the aggregation of intra-and/or extracellular misfolded proteins as amyloid fibrils. Therefore, preventing or reversing amyloid aggregation by using of small molecules is considered as useful approaches to the treatment of these diseases. We have evaluated the ability of safranal and crocin, to inhibit amyloid self-assembly of hen egg white lysozyme (HEWL), as an in vitro model system. Structural properties of HEWL in the presence of these compounds were investigated individually using thioflavin T, anilinonaphthalene-8-sulfonic acid fluorescence assays, far-UV circular dichroism and scanning electron microscopy as well as docking method. Our results showed that incubation of HEWL with either crocin or safranal at various concentrations leads a significant inhibition in the rate of amyloid formation. Docking analysis revealed crocin and safranal interact with the central hydrophobic region of lysozyme through van der Waals interaction. Hydroxyl group in crocin through hydrogen bonds connected to the several hydrophilic amino acids of lysozyme, while in safranal there are just one aldehyde group that through hydrogen bonds connected to aspartic acid in lysozyme. It can be concluded that both hydrophobic and hydrophilic groups contribute to lower lysozyme fibril accumulation.

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Abbreviations

HEWL:

Hen egg white lysozyme

ThT:

Thioflavin T

C. sativus :

Crocus sativus L

ANS:

Anilinonaphthalene-8-sulfonic acid

TEM:

Transmission electron microscopy

CD:

Circular dichroism

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Acknowledgements

The financial support of Research Council of University of Tehran and the Iranian National Science Foundation (INSF) is highly appreciated.

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Authors and Affiliations

  1. Institute of Biochemistry and Biophysics, University of Tehran, Tehran, Iran

    Tahereh Naderi Joloudar, Ali Akbar Saboury & Atiyeh Ghasemi

  2. Department of Biotechnology, Payame Noor University, Tehran Shargh, Tehran, Iran

    Tahereh Naderi Joloudar & Mohammad Ali Ebrahimi

  3. Laboratory of Neuro-organic Chemistry, Institute of Biochemistry and Biophysics (IBB), University of Tehran, Tehran, Iran

    Marzieh Dehghan Shasaltaneh

  4. Department of Biology, Faculty of Science, Lorestan University, Khorramabad, Iran

    Seifollah Bahramikia

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  1. Tahereh Naderi Joloudar
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  2. Ali Akbar Saboury
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Correspondence to Ali Akbar Saboury.

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Joloudar, T.N., Saboury, A.A., Shasaltaneh, M.D. et al. Inhibitory effect of safranal and crocin, two principle compounds of Crocus sativus, on fibrillation of lysozyme. J IRAN CHEM SOC 14, 2407–2416 (2017). https://doi.org/10.1007/s13738-017-1175-0

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  • DOI: https://doi.org/10.1007/s13738-017-1175-0

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