Tyrosinase inhibitory components from Aloe vera and their antiviral activity

被引:38
作者
Kim, Jang Hoon [1 ]
Yoon, Ju-Yeon [1 ]
Yang, Seo Young [2 ]
Choi, Seung-Kook [1 ]
Kwon, Sun Jung [1 ]
Cho, In Sook [1 ]
Jeong, Min Hee [2 ]
Kim, Young Ho [2 ]
Choi, Gug Seoun [1 ]
机构
[1] Natl Inst Hort & Herbal Sci, Dept Hort & Crop Environm, RDA, Wonju 55365, South Korea
[2] Chungnam Natl Univ, Coll Pharm, Daejeon 34134, South Korea
关键词
Aloe vera; molecular docking; Pepper mild mottle virus; tyrosinase; Xanthorrhoeaceae; MUSHROOM TYROSINASE; L; GEL; CONSTITUENTS; KINETICS;
D O I
10.1080/14756366.2016.1235568
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
A new compound, 9-dihydroxyl-2'-O-(Z)-cinnamoyl-7-methoxy-aloesin (1), and eight known compounds (2-9) were isolated from Aloe vera. Their structures were elucidated using 1D/2D nuclear magnetic resonance and mass spectra. Compound 9 exhibited reversible competitive inhibitory activity against the enzyme tyrosinase, with an IC50 value of 9.8 +/- 0.9 mu M. A molecular simulation revealed that compound 9 interacts via hydrogen bonding with residues His244, Thr261, and Val283 of tyrosinase. Additionally, compounds 3 and 7 were shown by half-leaf assays to exhibit inhibitory activity towards Pepper mild mottle virus.
引用
收藏
页码:78 / 83
页数:6
相关论文
共 18 条
[1]   Aloe vera as an alternative to traditional edible coatings used in fresh-cut fruits: A case of study with kiwifruit slices [J].
Benitez, S. ;
Achaerandio, I. ;
Pujola, M. ;
Sepulcre, F. .
LWT-FOOD SCIENCE AND TECHNOLOGY, 2015, 61 (01) :184-193
[2]   Reversible and competitive inhibitory kinetics of amoxicillin on mushroom tyrosinase [J].
Chen, Xiao-Xin ;
Zhang, Jian ;
Chai, Wei-Ming ;
Feng, Hui-Ling ;
Xiang, Zhi-Hao ;
Shen, Dong-Yan ;
Chen, Qing-Xi .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2013, 62 :726-733
[3]   Mushroom tyrosinase inhibition activity of Aloe vera L. gel from different germplasms [J].
Gupta, S. Dutta ;
Masakapalli, S. K. .
CHINESE JOURNAL OF NATURAL MEDICINES, 2013, 11 (06) :616-620
[4]   Design, synthesis and biological evaluation of 2-(substituted phenyl)thiazolidine-4-carboxylic acid derivatives as novel tyrosinase inhibitors [J].
Ha, Young Mi ;
Park, Yun Jung ;
Lee, Ji Yeon ;
Park, Daeui ;
Choi, Yeon Ja ;
Lee, Eun Kyeong ;
Kim, Ji Min ;
Kim, Jin-Ah ;
Park, Ji Young ;
Lee, Hye Jin ;
Moon, Hyung Ryong ;
Chung, Hae Young .
BIOCHIMIE, 2012, 94 (02) :533-540
[5]   Inhibitory kinetics of chlorocinnamic acids on mushroom tyrosinase [J].
Hu, Yong-Hua ;
Liu, Xuan ;
Jia, Yu-Long ;
Guo, Yun-Ji ;
Wang, Qin ;
Chen, Qing-Xi .
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 2014, 117 (02) :142-146
[6]   Neuraminidase inhibitory activities of quaternary isoquinoline alkaloids from Corydalis turtschaninovii rhizome [J].
Kim, Jang Hoon ;
Ryu, Young Bae ;
Lee, Woo Song ;
Kim, Young Ho .
BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (21) :6047-6052
[7]   Constituents of the seeds of Cassia tora with inhibitory activity on soluble expoxide hydrolease [J].
Lee, Ga Young ;
Kim, Jang Hoon ;
Choi, Seung-Kook ;
Kim, Young Ho .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (22) :5097-5101
[8]   Phytochemical constituents and in vitro radical scavenging activity of different Aloe species [J].
Lucini, Luigi ;
Pellizzoni, Marco ;
Pellegrino, Roberto ;
Molinari, Gian Pietro ;
Colla, Giuseppe .
FOOD CHEMISTRY, 2015, 170 :501-507
[9]   Determination of aloe emodin in Aloe vera extracts and commercial formulations by HPLC with tandem UV absorption and fluorescence detection [J].
Mandrioli, Roberto ;
Mercolini, Laura ;
Ferranti, Anna ;
Fanali, Salvatore ;
Raggi, Maria Augusta .
FOOD CHEMISTRY, 2011, 126 (01) :387-393
[10]   Three chromone components from Aloe vera leaves [J].
Okamura, N ;
Hine, N ;
Harada, S ;
Fujioka, T ;
Mihashi, K ;
Yagi, A .
PHYTOCHEMISTRY, 1996, 43 (02) :495-498