Prenylated flavonoids as tyrosinase inhibitors

被引:51
作者
Lee, NK
Son, KH
Chang, HW
Kang, SS
Park, H
Heo, MY
Kim, HP [1 ]
机构
[1] Kangwon Natl Univ, Coll Pharm, Chunchon 200701, South Korea
[2] Andong Natl Univ, Dept Food Nutr, Andong 760749, South Korea
[3] Yeungnam Univ, Coll Pharm, Kyongsan 712749, South Korea
[4] Seoul Natl Univ, Inst Nat Prod Res, Seoul 110460, South Korea
关键词
flavonoid; tyrosinase; skin; sanggenon; kuwanon; prenylation;
D O I
10.1007/BF02975118
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In order to find new tyrosinase inhibitors and the effects of prenyl residue on flavonoid molecules, eight prenylated and three synthetic vinylated flavonoids were examined on their inhibitory effect against tyrosinase activity. From the results, kuwanon C, papyriflavonol A, sanggenon D and sophoflavescenol were found to possess the considerable inhibitory activity. Especially, sanggenon D is revealed as a potent inhibitor (IC50 = 7.3 muM), compared to the reference compound, kojic acid (IC50 = 24.8 muM). However, the prenylation with isoprenyl group or the vinylation to flavonoid molecules did not enhance tyrosinase inhibitory activity.
引用
收藏
页码:1132 / 1135
页数:4
相关论文
共 16 条
[1]  
Badria F A, 2001, Boll Chim Farm, V140, P267
[2]   Synthesis and PGE2 inhibitory activity of vinylated and allylated chrysin analogues [J].
Dao, TT ;
Oh, JW ;
Chi, YS ;
Kim, HP ;
Sin, KS ;
Park, H .
ARCHIVES OF PHARMACAL RESEARCH, 2003, 26 (08) :581-584
[3]  
Ha TJ, 2001, B KOR CHEM SOC, V22, P97
[4]   A new prenylated flavanone hom the roots of Sophora flavescens [J].
Kang, SS ;
Kim, JS ;
Son, KH ;
Chang, HW ;
Kim, HP .
FITOTERAPIA, 2000, 71 (05) :511-515
[5]  
Kim Jusun, 2002, [Korean Journal of Pharmacognosy, 생약학회지], V33, P110
[6]  
Kim SJ, 2003, BIOL PHARM BULL, V26, P1348, DOI 10.1248/bpb.26.1348
[7]   Flavonols from Heterotheca inuloides:: Tyrosinase inhibitory activity and structural criteria [J].
Kubo, I ;
Kinst-Hori, I ;
Chaudhuri, SK ;
Kubo, Y ;
Sánchez, Y ;
Ogura, T .
BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (07) :1749-1755
[8]  
Matsuda H, 1996, BIOL PHARM BULL, V19, P153, DOI 10.1248/bpb.19.153
[9]   Glabrene and isoliquiritigenin as tyrosinase inhibitors from licorice roots [J].
Nerya, O ;
Vaya, J ;
Musa, R ;
Izrael, S ;
Ben-Arie, R ;
Tamir, S .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (05) :1201-1207
[10]   Inhibition of tyrosinase by green tea components [J].
No, JK ;
Soung, DY ;
Kim, YJ ;
Shim, KH ;
Jun, YS ;
Rhee, SH ;
Yokozawa, T ;
Chung, HY .
LIFE SCIENCES, 1999, 65 (21) :PL241-PL246