162283-70-7Relevant articles and documents
Human ACAT inhibitory effects of shikonin derivatives from Lithospermum erythrorhizon
An, Sojin,Park, Yong-Dae,Paik, Young-Ki,Jeong, Tae-Sook,Lee, Woo Song
, p. 1112 - 1116 (2007)
Three naphthoquinones were isolated by bioassay-guided fractionation from the CHCl3 extracts of roots of Lithospermum erythrorhizon. They were identified as acetylshikonin (1), isobutyrylshikonin (2), and β-hydroxyisovalerylshikonin (3) on the basis of their spectroscopic analyses. The compounds 1-3 were tested for their inhibitory activities against human ACAT-1 (hACAT-1) or human ACAT-2 (hACAT-2). Compound 2 preferentially inhibited hACAT-2 (IC50 = 57.5 μM) than hACAT-1 (32% at 120 μM), whereas compounds 1 and 3 showed weak inhibitory activities in both hACAT-1 and -2. To develop more potent hACAT inhibitor, shikonin derivatives (5-11) were synthesized by semi-synthesis of shikonin (4), which was prepared by hydrolysis of 1-3. Among them, compounds 5 and 7 exhibited the strong inhibitory activities against hACAT-1 and -2. Furthermore, we demonstrated that compound 7 behaved as a potent ACAT inhibitor in not only in vitro assay system but also cell-based assay system.
Design and synthesis of fluoroacylshikonin as an anticancer agent
Kong, Wen-Yao,Chen, Xiao-Feng,Shi, Jing,Baloch, Shahla Karim,Qi, Jin-Liang,Zhu, Hai-Liang,Wang, Xiao-Ming,Yang, Yong-Hua
, p. 757 - 762 (2013/11/06)
A series of shikonin derivatives, selectively acylated by various fluorinated carboxylic acids at the side chain of shikonin, were synthesized and their anticancer activity evaluated, in which eight compounds are reported for the first time. Among all the compounds tested, compound S7 showed the most potent anticancer activity against B16-F10 (malignant melanoma cells), MG63 (human osteosarcoma cells), and A549 (lung cancer cells) with IC50 0.39 ± 0.01, 0.72 ± 0.04 and 0.58 ± 0.02 μmol/L. Docking simulation of compound S7 was carried out to position S7 into a tubulin active site to determine the probable binding conformation. All the results suggested that compound S7 may be a potential anticancer agent. Chirality 25:757-762, 2013. 2013 Wiley Periodicals, Inc. Copyright
Acylshikonin analogues: Synthesis and inhibition of DNA topoisomerase-I
Ahn,Baik,Kweon,Lim,Hwang
, p. 1044 - 1047 (2007/10/02)
Compounds bearing an acyl group of a various size at 1'-OH of shikonin were synthesized as acyl analogues of shikonin, which was isolated from the root of Lithospermum erythrorhizon, and evaluated for inhibitory effect on topoisomerase-I activity. A selec
