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- Title
Design and Synthesis of Fluoroacylshikonin as an Anticancer Agent.
- Authors
Kong, Wen ‐ Yao; Chen, Xiao ‐ Feng; Shi, Jing; Baloch, Shahla Karim; Qi, Jin ‐ Liang; Zhu, Hai ‐ Liang; Wang, Xiao ‐ Ming; Yang, Yong ‐ Hua
- Abstract
ABSTRACT A series of shikonin derivatives, selectively acylated by various fluorinated 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.
- Subjects
SHIKONIN; ANTINEOPLASTIC agents; CHEMICAL derivatives; FLUORINATION; OSTEOSARCOMA; BIOTECHNOLOGY
- Publication
Chirality, 2013, Vol 25, Issue 11, p757
- ISSN
0899-0042
- Publication type
Article
- DOI
10.1002/chir.22209