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Title 

Aturanosides A and B, glycosylated anthraquinones with antiangiogenic activity from a soil-derived Streptomyces species

 

토양 방선균으로부터 분리한 혈관 신생 억제제

Authors 

Jun-Pil JangGui-Ja HwangMina JangS TakahashiSung-Kyun KoH OsadaJae-Hyuk JangJong Seog Ahn

Publisher 

American Chemical Society

Issue Date 

2018

Citation 

Journal of Natural Products

Abstract 

A chemical investigation of a culture extract from a soil-derived Streptomyces sp. RK88-1441 led to the isolation and characterization of two new glycosylated anthraquinones, aturanosides A (1) and B (2), and a new anthraquinone derivative, aturanocin (3). The structures of these compounds were elucidated by detailed NMR and MS spectroscopic analyses. The absolute configurations of the sugar units, based on the magnitudes of the coupling constants, ROESY correlations, and chemical derivatization, from 1 and 2 are 6- O-[ N-acetyl-α-d-glucosamino-(1→2)-α-l-rhamnoside] and 6- O-α-l-rhamnoside, respectively. Compounds 1 and 2 showed no cytotoxicity against human umbilical vein endothelial cells (HUVECs), but significantly suppressed vascular endothelial growth factor (VEGF)-induced tube formation and invasion of HUVECs. The down-regulation of both the phosphorylation of VEGF receptor 2 and the expression of vascular endothelial cadherin at the protein level were also observed.

ISSN 

0163-3864

Link 

http://dx.doi.org/10.1021/acs.jnatprod.8b00307

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2019-05-02


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