Synthesis and cytotoxicity studies of artemisinin derivatives containing lipophilic alkyl carbon chains

Yungen Liu; Vincent Kam Wai Wong; Chi Bun Ko; Man Kin Wong; Chi Ming Che

doi:10.1021/ol050230o

Synthesis and cytotoxicity studies of artemisinin derivatives containing lipophilic alkyl carbon chains

Yungen Liu, Vincent Kam Wai Wong, Chi Bun Ko, Man Kin Wong, Chi Ming Che

Research output: Journal article publication › Journal article › Academic research › peer-review

55 Citations (Scopus)

Abstract

(Chemical Equation Presented) Cytotoxic artemisinin derivatives have been synthesized by a modular approach of "artemisinin + linker + lipophilic alkyl carbon chain". A strong correlation between the length of the carbon chains and the cytotoxicities against human hepatocellular carcinoma (HepG2) was revealed. Notably, compared with artemisinin (IC50 = 97 μM), up to 200-fold more potent cytotoxicity (IC50 = 0.46 μM) could be achieved by attachment of a C14H29 carbon chain to artemisinin via an amide linker.

Original language	English
Pages (from-to)	1561-1564
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	8
DOIs	https://doi.org/10.1021/ol050230o
Publication status	Published - 14 Apr 2005
Externally published	Yes

ASJC Scopus subject areas

Molecular Medicine

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10.1021/ol050230o

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AU - Liu, Yungen

AU - Wong, Vincent Kam Wai

AU - Ko, Chi Bun

AU - Wong, Man Kin

AU - Che, Chi Ming

PY - 2005/4/14

Y1 - 2005/4/14

N2 - (Chemical Equation Presented) Cytotoxic artemisinin derivatives have been synthesized by a modular approach of "artemisinin + linker + lipophilic alkyl carbon chain". A strong correlation between the length of the carbon chains and the cytotoxicities against human hepatocellular carcinoma (HepG2) was revealed. Notably, compared with artemisinin (IC50 = 97 μM), up to 200-fold more potent cytotoxicity (IC50 = 0.46 μM) could be achieved by attachment of a C14H29 carbon chain to artemisinin via an amide linker.

AB - (Chemical Equation Presented) Cytotoxic artemisinin derivatives have been synthesized by a modular approach of "artemisinin + linker + lipophilic alkyl carbon chain". A strong correlation between the length of the carbon chains and the cytotoxicities against human hepatocellular carcinoma (HepG2) was revealed. Notably, compared with artemisinin (IC50 = 97 μM), up to 200-fold more potent cytotoxicity (IC50 = 0.46 μM) could be achieved by attachment of a C14H29 carbon chain to artemisinin via an amide linker.

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ER -

Synthesis and cytotoxicity studies of artemisinin derivatives containing lipophilic alkyl carbon chains

Abstract

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