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Synthesis of 10-substituted triazolyl artemisinins possessing anticancer activity via Huisgen 1,3-dipolar cylcoaddition

Authors
Cho, Sungsik; Oh, Sangtae; Um, Yumi; Jung, Ji-Hee; Ham, Jungyeob; Shin, Woon-Seob; Lee, Seokjoon
Issue Date
2009-01-15
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, v.19, no.2, pp.382 - 385
Abstract
Most of the 10-substituted triazolylartemisinin synthesized via the Huisgen 1,3-dipolar cylcoaddition of diastereomeric 10-azidoartemisinin (5, 6, and 7) with various alkynes (a-h) exhibit strong growth inhibition activity, even at sub-micromolar concentrations, against various cancer cell lines such as DLD-1, U-87, Hela, SiHa, A172, and B16. In particular, 10b and 10f showed a highly strong cytotoxicity. (C) 2008 Published by Elsevier Ltd.
Keywords
SOLUBLE DIHYDROARTEMISININ DERIVATIVES; ANTIMALARIAL ACTIVITY; DIFLUOROMETHYLENE KETONES; CLICK CHEMISTRY; DRUG; GROWTH; CYCLOADDITION; INHIBITION; ARTEETHER; TOXICITY; SOLUBLE DIHYDROARTEMISININ DERIVATIVES; ANTIMALARIAL ACTIVITY; DIFLUOROMETHYLENE KETONES; CLICK CHEMISTRY; DRUG; GROWTH; CYCLOADDITION; INHIBITION; ARTEETHER; TOXICITY; Artemisinin; Triazolyl artemisinin; Huisgen 1,3-dipolar cylcoaddition; Anticancer; Natural product
ISSN
0960-894X
URI
https://pubs.kist.re.kr/handle/201004/132803
DOI
10.1016/j.bmcl.2008.11.067
Appears in Collections:
KIST Article > 2009
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