Naphthoquinones from Catalpa ovata and their inhibitory effects on the production of nitric oxide

  • Arch Pharm Res. 2010 Mar;33(3):381-5. doi: 10.1007/s12272-010-0306-2.
Byeong Min Park  1 ,  Seong Su Hong ,  Chul Lee ,  Moon Soon Lee ,  Shin Jung Kang ,  Yu Su Shin ,  Jae-Kyung Jung ,  Jin Tae Hong ,  Youngsoo Kim ,  Mi Kyeong Lee ,  Bang Yeon Hwang
Affiliations
  • 1. College of Pharmacy, Chungbuk National University, Cheongju, 361-763, Korea.
PMID: 20361302 DOI: 10.1007/s12272-010-0306-2
Abstract

Bioassay-guided fractionation of a CH2Cl2-soluble fraction of the stems of Catalpa ovata led to isolation of a new naphthoquinone, 4-hydroxy-2-(2-methoxy-3-hydroxy-3-methyl-but-1-enyl)-4-hydro-1H-naphthalen-1-one (10), together with nine known compounds, catalponol (1), catalponone (2), catalpalactone (3), alpha-lapachone (4), 9-hydroxy-alpha-lapachone (5), 4,9-dihydroxy-alpha-lapachone (6), 9-methoxy-alpha-lapachone (7), 4-oxo-alpha-lapachone (8), and 9-methoxy-4-oxo-alpha-lapachone (9). The structures were elucidated on the basis of spectroscopic analyses. The inhibitory effects of these isolates on lipopolysaccharide-induced NO synthesis in RAW 264.7 cells were evaluated. Among them, catapalactone (3), 9-hydroxy-alpha-lapachone (5) and 4,9-dihydroxy-alpha-lapachone (6) exhibited potent inhibitory effects, with IC(50) values of 9.80, 4.64 and 2.73 microM, respectively.

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