Inhibitory Effect of Avenanthramides (Avn) on Tyrosinase Activity and Melanogenesis in α-MSH-Activated SK-MEL-2 Cells: In Vitro and In Silico Analysis

被引：11

作者：

Park, Jun-Young ^{[1
]}

Choi, Hyun-Ju ^{[1
]}

Park, Tamina ^{[2
,3
]}

Lee, Moon-Jo ^{[4
]}

Lim, Hak-Seong ^{[1
]}

Yang, Woong-Suk ^{[5
]}

Hwang, Cher-Won ^{[6
]}

Park, Daeui ^{[2
,3
]}

Kim, Cheorl-Ho ^{[1
]}

机构：

[1] SungKyunKwan Univ, Dept Biol Sci, Mol & Cellular Glycobiol Unit, 300 Chunchun Dong, Suwon 440746, South Korea

[2] Korea Inst Toxicol, Dept Predict Toxicol, Daejeon 34114, South Korea

[3] Univ Sci & Technol, Dept Human & Environm Toxicol, Daejeon 34113, South Korea

[4] Dong Eui Inst Technol, Dept Herb Sci, Busan 47230, South Korea

[5] Nodaji Co Ltd, Pohang 37927, South Korea

[6] Handong Univ, Dept AGEE, Pohang 37554, South Korea

来源：

INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES | 2021年 / 22卷 / 15期

关键词：

Avn-A-B-C; anti-melanogenesis; docking simulation; SIGNALING PATHWAYS; MELANIN SYNTHESIS; KOJIC ACID; MECHANISM; DERIVATIVES; EXTRACT; DOCKING; PROTEIN; OAT;

D O I：

10.3390/ijms22157814

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Melanin causes melasma, freckles, age spots, and chloasma. Anti-melanogenic agents can prevent disease-related hyperpigmentation. In the present study, the dose-dependent tyrosinase inhibitory activity of Avenanthramide (Avn)-A-B-C was demonstrated, and 100 mu M Avn-A-B-C produced the strongest competitive inhibition against inter-cellular tyrosinase and melanin synthesis. Avn-A-B-C inhibits the expression of melanogenesis-related proteins, such as TRP1 and 2. Molecular docking simulation revealed that AvnC (-7.6 kcal/mol) had a higher binding affinity for tyrosinase than AvnA (-7.3 kcal/mol) and AvnB (-6.8 kcal/mol). AvnC was predicted to interact with tyrosinase through two hydrogen bonds at Ser360 (distance: 2.7 angstrom) and Asn364 (distance: 2.6 angstrom). In addition, AvnB and AvnC were predicted to be skin non-sensitizers in mammals by the Derek Nexus Quantitative Structure-Activity Relationship system.

引用

页数：12

共 6 条

[1] Involvement of Transglutaminase-2 in α-MSH-Induced Melanogenesis in SK-MEL-2 Human Melanoma Cells
Kim, Hyun Ji
Lee, Hye Ja
Park, Mi Kyung
Gang, Kyung Jin
Byun, Hyun Jung
Park, Jeong Ho
Kim, Mi Kyung
Kim, Soo Youl
Lee, Chang Hoon
BIOMOLECULES & THERAPEUTICS, 2014, 22 (03) : 207 - 212
[2] Inhibitory effect of salmosin, a Korean snake venom-derived disintegrin, on the integrin αv-mediated proliferation of SK-Mel-2 human melanoma cells
Chung, KH
Kim, SH
Han, KY
Sohn, YD
Kim, DS
Jang, Y
Kim, DS
Kang, IC
JOURNAL OF PHARMACY AND PHARMACOLOGY, 2003, 55 (11) : 1577 - 1582
[3] Inhibitory effect of quercetin on epithelial to mesenchymal transition in SK-MEL-28 human melanoma cells defined by in vitro analysis on 3D collagen gels
Patel, Dhairya H.
Sharma, Neeti
ONCOTARGETS AND THERAPY, 2016, 9 : 6445 - 6459
[4] In Vitro Activity of Organochalcogen Compounds: IV. Synthesis and Cytotoxic Effect of 4-(1,2,3-Thiadiazol-4-yl)furans Against HeLa, Sk-mel-2, and B16 Tumor Cell Lines
Pevzner, L. M.
Makhneva, E. A.
Shmakov, S. V.
Petrov, M. L.
Stepakov, A. V.
Boitsov, V. M.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2023, 93 (06) : 1513 - 1522
[5] In Vitro Activity of Organochalcogen Compounds: IV. Synthesis and Cytotoxic Effect of 4-(1,2,3-Thiadiazol-4-yl)furans Against HeLa, Sk-mel-2, and B16 Tumor Cell Lines
L. M. Pevzner
E. A. Makhneva
S. V. Shmakov
M. L. Petrov
A. V. Stepakov
V. M. Boitsov
Russian Journal of General Chemistry, 2023, 93 : 1513 - 1522
[6] In vitro cytotoxicity assay, mushroom tyrosinase inhibitory activity and release analysis of kojic monooleate nanodelivery system and in silico molecular docking study against 2Y9X target enzyme
Roselan, Muhammad Azimuddin
Zakaria, Norzalina
Faujan, Nur Hana
Latif, Muhammad Alif Mohammad
Faudzi, Siti Munirah Mohd
Ab Hadi, Hazrina
Ashari, Siti Efliza
JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, 2021, 66

← 1 →