Bioactive Constituents from Radermachera boniana.

Ming Zhong Wang, Wen Jian Xie, Yifu GUAN, Xun Song, Nguyen van Hung, Nguyen Manh Cuong, Bernard D. Santarsiero, Harry H.S. Fong, D. Doel Soejarto, Hongjie ZHANG*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

The bioassay-directed fractionation of the roots of Radermachera boniana Dop. (Bignoniaceae) led to the isolation of 17 naphthalene-based quinones and related derivatives including the new radermacherones A (1), B (2) and C (6), radermaquinone (3), and radermacherol (5). The absolute configuration of 2 was determined through X-ray crystallographic analysis. The isolates 3, hydroxy-β-isonaphthoquinone (4), 6, α-naphthoquinone (8), β-naphthoquinone (9), 3-hydroxy-β-naphthoquinone (10), 4-oxo-β-naphthoquinone (11), 2-acetyl-naphtha[2,3-b]furan-4,9-dione (BBI608) (12), 2-acetyl-7-methoxy-naphtho[2,3-b]furan-4,9-dione(13), stenocarpoquin-one B (14), dehydro-α-isonaphthoquinone (15) and 3-hydroxydehydro-α-isonaphthoquinone (16) showed cytotoxic activity in a cancer cell line panel comprising KB, Col-2, Lu-1 and MCF-7 with IC50 values ranging from 0.15-38.6 µM. Compounds 12 (known as BBI608) and its methoxy derivative, 13 with extended conjugation showed the highest cytotoxicity among the tested compounds with IC50 values ranging from 0.12-3.33 µM, but 13 showed much different cancer cell killing selectivity than 12.

Original languageEnglish
Pages (from-to)1575-1579
Number of pages5
JournalChemistrySelect
Volume1
Issue number8
DOIs
Publication statusPublished - 1 Jun 2016

Scopus Subject Areas

  • Chemistry(all)

User-Defined Keywords

  • anti-proliferative
  • bioassay-directed isolation
  • cancer cell lines
  • naphthalene-based quinones
  • Radermachera boniana
  • structure determination

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