Design, synthesis and biological evaluation of novel riccardiphenol analogs

Srinivas K. Kumar, Maria Amador, Manuel Hidalgo, Sujata V. Bhat, Saeed R. Khan

Research output: Contribution to journalArticle

Abstract

A novel, facile, high yield, and less cumbersome synthesis of riccardiphenol analogs is described. The synthesized compounds were characterized and assessed for its in vitro activity in a panel of human cancer cell lines of differing origin: HuCCT-1, BxPC3, Panc-1, Mia-Paca, A431, Hep2, and HN006. HuCCT-1 was derived from an intrahepatic cholangiocarcinoma; BxPC3, Mia-Paca, and Panc-1 were derived from pancreatic cancers; A431 was derived from a vulvar epithelial carcinoma; and Hep2 and HN006 were derived from squamous cell carcinomas of the head and neck. The cytotoxicity of a newly developed riccardiphenol analog against human cancer cell lines was assessed. The cancer cells exhibited varying sensitivities to the compound, with IC50 values from 30 to 50 μM. This susceptibility was particularly interesting in the case of lines such as Hep2 and BxPC3 that are resistant to classic cytotoxic drugs as well as some targeted agents. These results demonstrate that the novel riccardiphenol analog has effective action against human-derived cancer cell in vitro.

Original languageEnglish (US)
Pages (from-to)2873-2880
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume13
Issue number8
DOIs
StatePublished - Apr 15 2005

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Cells
Neoplasms
Cell Line
Cholangiocarcinoma
Cytotoxicity
Pancreatic Neoplasms
Inhibitory Concentration 50
Carcinoma
Pharmaceutical Preparations
Cuniculidae
In Vitro Techniques

Keywords

  • Anti-tumor
  • Diels-Alder reaction
  • Riccardiphenol
  • Sulfolene

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Design, synthesis and biological evaluation of novel riccardiphenol analogs. / Kumar, Srinivas K.; Amador, Maria; Hidalgo, Manuel; Bhat, Sujata V.; Khan, Saeed R.

In: Bioorganic and Medicinal Chemistry, Vol. 13, No. 8, 15.04.2005, p. 2873-2880.

Research output: Contribution to journalArticle

Kumar, Srinivas K. ; Amador, Maria ; Hidalgo, Manuel ; Bhat, Sujata V. ; Khan, Saeed R. / Design, synthesis and biological evaluation of novel riccardiphenol analogs. In: Bioorganic and Medicinal Chemistry. 2005 ; Vol. 13, No. 8. pp. 2873-2880.
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