[Home ] [Archive]   [ فارسی ]  
:: Main :: About :: Current Issue :: Archive :: Submit :: Contact Us ::
:: Volume 8, Issue 1 (Spring 2018) ::
J Fasa Univ Med Sci 2018, 8(1): 618-627 Back to browse issues page
Docking Study on salicylaldehyde Derivatives as Anti-melanogenesis Agents
Shima Ghaffari 1 , Azizeh Asadzadeh 2, Horia Seyedhosseini Ghaheh 3 , Fatemeh Sholehvar 4
1- Department of biology, faculty of science, Nour Danesh institute of higher education, Meymeh, Isfahan, Iran
2- Department of biology, faculty of science, Nour Danesh institute of higher education, Meymeh, Isfahan, Iran , az.asadzadeh@yahoo.com
3- Young Researchers and Elites Club, Science and Research Branch, Islamic Azad University, Tehran, Iran
4- Young Researchers and Elites Club, Zarghan Branch, Islamic Azad University, Zarghan, Iran
Abstract:   (472 Views)

Background & Objective: Abnormal production of melanin pigment which causes melasma, freckles, ephelides, and age spots, are esthetic problems. Polyphenol oxidase (PPO), a copper-containing enzyme, is involved in melanin biosynthesis and the abnormal accumulation of melanin pigments. Thus, its inhibitors are of great importance in the medical and cosmetic fields. The aim of this study was to investigate some salicylaldehyde Analogues as Polyphenol oxidase inhibitors.
Material & Methods: In the present study, thirty five derivatives of salicylaldehyde scaffold were subjected to molecular docking studies to investigate the mode of interaction of the compounds with tyrosinase active site. Docking study was performed by AutoDock 4.2 program and the resulting docking poses were analyzed in AutoDockTools, DS Visualizer 3.5 and Ligplot softwares.
Results: Among the all studied compounds, Ligand 4-isopropylsalicylaldehyde displayed good docking results. In fact, this compound had the most negative ΔGbind (-4.01 Kcal/mol) that indicated favorable interactions with the key amino acid residues at active site of Polyphenol oxidase. Docking results for this compound are in accordance with the docking results of Co-crystallized ligand (tropolone). In this compound, the oxygen of a carbonyl group has an efficient metal-ligand interaction with the Cu2+ ion in the active site.
Conclusion: The presence of non-polar moiety in salicylaldehyde Analogues increases the inhibitory property.
 

Keywords: docking study, salicylaldehyde derivatives, Polyphenol oxidase, Anti-melanogenesis
Full-Text [PDF 1132 kb]   (203 Downloads)    
Type of Study: Research | Subject: Biochemistry
Received: 2017/04/5 | Accepted: 2017/07/18 | Published: 2018/04/25
Send email to the article author

Add your comments about this article
Your username or Email:

CAPTCHA code


XML   Persian Abstract   Print


Download citation:
BibTeX | RIS | EndNote | Medlars | ProCite | Reference Manager | RefWorks
Send citation to:

Ghaffari S, Asadzadeh A, Seyedhosseini Ghaheh H, Sholehvar F. Docking Study on salicylaldehyde Derivatives as Anti-melanogenesis Agents. J Fasa Univ Med Sci. 2018; 8 (1) :618-627
URL: http://journal.fums.ac.ir/article-1-1395-en.html


Volume 8, Issue 1 (Spring 2018) Back to browse issues page
Journal of Fasa University of Medical Sciences
Persian site map - English site map - Created in 0.06 seconds with 31 queries by YEKTAWEB 3731