Macrocyclic hexaoxazoles: Influence of aminoalkyl substituents on RNA and DNA G-quadruplex stabilization and cytotoxicity

Mavurapu Satyanarayana, Young Ah Kim, Suzanne G. Rzuczek, Daniel S. Pilch, Angela A. Liu, Leroy-Fong Liu, Joseph E. Rice, Edmond J. LaVoie

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

A series of 24-membered macrocyclic hexaoxazoles containing one or two aminoalkyl substituents was synthesized and evaluated for cytotoxicity and for their ability to selectively stabilize G-quadruplex DNA and RNA. The most cytotoxic analog 4a, with IC50 values of 25 and 130 nM using KB3-1 and RPMI 8402 cells, is efficacious in vivo in athymic nude mice with a human tumor xenograft from the breast cancer cell line MDA-MB-435.

Original languageEnglish
Pages (from-to)3150-3154
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number10
DOIs
Publication statusPublished - May 15 2010
Externally publishedYes

Keywords

  • Antitumor
  • Athymic nude mice
  • Cytotoxicity
  • G-quadruplex DNA
  • G-quadruplex ligands
  • G-quadruplex RNA
  • Hexaoxazoles
  • Macrocycles
  • MDA-MB-435 xenograft

ASJC Scopus subject areas

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

Fingerprint Dive into the research topics of 'Macrocyclic hexaoxazoles: Influence of aminoalkyl substituents on RNA and DNA G-quadruplex stabilization and cytotoxicity'. Together they form a unique fingerprint.

Cite this