Document Type

Journal Article

Department/Unit

School of Chinese Medicine

Title

Bioactive constituents from Radermachera boniana

Language

English

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.

Keywords

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

Publication Date

6-1-2016

Source Publication Title

ChemistrySelect

Volume

1

Issue

8

Start Page

1575

End Page

1579

Publisher

Wiley

Peer Reviewed

1

DOI

10.1002/slct.201600269

Link to Publisher's Edition

http://dx.doi.org/10.1002/slct.201600269

ISSN (electronic)

23656549

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