2. Academic Validation
  3. Melanogenesis-inhibitory activities of limonoids and tricyclic diterpenoids from Azadirachta indica

Melanogenesis-inhibitory activities of limonoids and tricyclic diterpenoids from Azadirachta indica

  • Bioorg Chem. 2020 Jul;100:103941. doi: 10.1016/j.bioorg.2020.103941.
Shengzhi Su 1,  Jiaxin Cheng 1,  Chaofeng Zhang 1,  Toshihiro Akihisa 1,  Jian Xu 1,  Wanfang Zhu 2,  Wenyuan Liu 2,  Takashi Kikuchi 3,  Feng Feng 4,  Jie Zhang 5
Affiliations

Affiliations

  • 1 School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, China.
  • 2 School of Pharmacy, China Pharmaceutical University, Nanjing 210009, China.
  • 3 Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1904, Japan.
  • 4 School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, China; Jiangsu Food & Pharmaceutical Science College, Huaian 223003, China. Electronic address: fengsunlight@163.com.
  • 5 School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, China. Electronic address: cpunmc_zj@163.com.
PMID: 32450387 DOI: 10.1016/j.bioorg.2020.103941
Abstract

The chemical constituents of the roots and bark of Azadirachta indica were investigated, leading to the isolation of six tricyclic Diterpenoids and four limonoids including a new compound, azadirachtin J (4). The structures were elucidated on the basis of NMR spectroscopic techniques, mass spectrometry as well as comparison with the literature. Furthermore, melanogenesis-inhibitory activities of the isolated compounds were evaluated. As a result, compounds 1-3 and 10 exhibited superior inhibitory activities against melanogenesis with no, or almost no, toxicity to the cells (86.5-105.1% cell viability). Western blot analysis showed that compounds 1 and 3 exhibited melanogenesis inhibitory activities in α-MSH-stimulated B16 melanoma cells due to, at least in part, inhibition of the expression of MITF, followed by a decrease in the expression of Tyrosinase, TRP-1, and TRP-2. Compounds 1 and 3 exhibited Tyrosinase inhibitory activities (IC50 values of 44.86 μM and 69.85 μM respectively). Docking results confirm that the active inhibitors strongly interact with Tyrosinase residues.

Keywords

Limonoids; Melanogenesis-inhibitory; Tyrosinase.

Figures
Products
嗨！很高兴为您提供帮助！

尊敬的 MCE 客户您好，
请您选择所在区域，我们将转接对应客服为您服务！

热门区域

A

B

C

F

G

H

J

L

N

Q

S

T

X

Y

Z

热 A B C F G H J L N Q S T X Y Z