A simple procedure for preparation of N-thiazolyl and N-thiadiazolylcantharidinimides and evaluation of their cytotoxicities against human hepatocellular carcinoma cells

Lin Pen-Yuan, Shi Sheng-Jie, Shu Hsien-Liang, Chen Hsue-Fen, Lin Chiung-Chang, Liu Pong-Chun, Leng-Fang Wang

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

We made an effort to prepare effective cantharidinimides by heating the reactants 1 and 2a-j to 200°C with toluene and triethylamine to provide 10 N-thiazolyl- and N-thiadiazolylcantharidinimides 3a-j in high yields of 48-91%. All of the synthetic compounds were tested for their capability to suppress growth of the human hepatocellular carcinoma cell lines, SK-Hep-1 and Hep 3B. The results showed that compound 3f was the most potent, and it was more cytotoxic than cantharidin.

Original languageEnglish
Pages (from-to)266-272
Number of pages7
JournalBioorganic Chemistry
Volume28
Issue number5
DOIs
Publication statusPublished - 2000

Fingerprint

Cantharidin
Toluene
Cytotoxicity
Heating
Hepatocellular Carcinoma
Cells
Cell Line
Growth
triethylamine

Keywords

  • Cantharidin
  • Cytotoxicity
  • Human hepatocellular carcinoma cell
  • N-thiadiazolylcantharidinimide
  • N-thiazolylcantharidinimide

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery

Cite this

A simple procedure for preparation of N-thiazolyl and N-thiadiazolylcantharidinimides and evaluation of their cytotoxicities against human hepatocellular carcinoma cells. / Pen-Yuan, Lin; Sheng-Jie, Shi; Hsien-Liang, Shu; Hsue-Fen, Chen; Chiung-Chang, Lin; Pong-Chun, Liu; Wang, Leng-Fang.

In: Bioorganic Chemistry, Vol. 28, No. 5, 2000, p. 266-272.

Research output: Contribution to journalArticle

Pen-Yuan, Lin ; Sheng-Jie, Shi ; Hsien-Liang, Shu ; Hsue-Fen, Chen ; Chiung-Chang, Lin ; Pong-Chun, Liu ; Wang, Leng-Fang. / A simple procedure for preparation of N-thiazolyl and N-thiadiazolylcantharidinimides and evaluation of their cytotoxicities against human hepatocellular carcinoma cells. In: Bioorganic Chemistry. 2000 ; Vol. 28, No. 5. pp. 266-272.
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AU - Sheng-Jie, Shi

AU - Hsien-Liang, Shu

AU - Hsue-Fen, Chen

AU - Chiung-Chang, Lin

AU - Pong-Chun, Liu

AU - Wang, Leng-Fang

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AB - We made an effort to prepare effective cantharidinimides by heating the reactants 1 and 2a-j to 200°C with toluene and triethylamine to provide 10 N-thiazolyl- and N-thiadiazolylcantharidinimides 3a-j in high yields of 48-91%. All of the synthetic compounds were tested for their capability to suppress growth of the human hepatocellular carcinoma cell lines, SK-Hep-1 and Hep 3B. The results showed that compound 3f was the most potent, and it was more cytotoxic than cantharidin.

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