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

58 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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title = "Synthesis and cytotoxicity studies of artemisinin derivatives containing lipophilic alkyl carbon chains",

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.",

author = "Yungen Liu and Wong, \{Vincent Kam Wai\} and Ko, \{Chi Bun\} and Wong, \{Man Kin\} and Che, \{Chi Ming\}",

year = "2005",

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doi = "10.1021/ol050230o",

language = "English",

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T1 - Synthesis and cytotoxicity studies of artemisinin derivatives containing lipophilic alkyl carbon chains

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.

UR - https://www.scopus.com/pages/publications/17844362433

U2 - 10.1021/ol050230o

DO - 10.1021/ol050230o

M3 - Journal article

C2 - 15816752

SN - 1523-7060

VL - 7

SP - 1561

EP - 1564

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

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

Abstract

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