Abstract

The present study aimed to investigate the presence of compounds with antitumor activity in the plant Caesalpinia pluviosa var. peltophoroides. From bioactivity guided studies it was possible to isolate a new biflavonoid, named caesalpinioflavone, whose chemical structure was determined by spectroscopic (1H and 13C nucler magnetic ressonace, homonuclear correlation spectroscopy and heteronuclear multiple-bond correlation spectroscopy) and spectrometric (high resolution electrospray ionization mass) methods. According to in vitro assays, caesalpinioflavone was effective in reducing the cell viability of tumor cell lines A549, MCF7, Hst578T and HTC. This effect was consequent of cell cycle arrest in G1/S transition (A549 and MCF7) and cytotoxic activity (Hs578T and HTC). Taken together, these data indicate that caesalpinioflavone has a promising antitumor activity.

Highlights

  • Caesalpinia L. is a genus of Fabaceae plants belonging to the Caesalpinioideae sub-family, which is found in tropical and subtropical zones, and includes about 500 species, most of which have not been investigated in relation to their chemical compositions and biological properties

  • Considering that Caesalpinia represents a valuable source for identifying new chemical compounds with therapeutic potential, in this meaning, this study aimed the identification of cytotoxic compounds from the stem bark methanol extract of Caesalpinia pluviosa var. peltophoroides using a bioguided fractionation procedure

  • The presence of characteristic carbon signals of flavones and chalcones associated to High resolution electrospray ionization mass (HRESIMS), the occurrence of a biflavonoid derivative was defined.9 1H nuclear magnetic resonance (NMR) spectrum of caesalpinioflavone (Table 1) showed signals ranging from δH 7.00 to 6.50 (8H) which referred to the hydrogen atoms of two p-substituted aromatic rings

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Summary

Introduction

Caesalpinia L. is a genus of Fabaceae plants belonging to the Caesalpinioideae sub-family, which is found in tropical and subtropical zones, and includes about 500 species, most of which have not been investigated in relation to their chemical compositions and biological properties. This group (120 mg) was subjected to sephadex LH-20 (30 × 2 cm) column chromatography using methanol (MeOH) as eluent to afford 80 fractions (12 mL each) which were pooled in seven groups (C6/1-C6/7). Four tumor cell lines were used in this study: human lung carcinoma (A549), human breast carcinomas (MCF-7 and Hs578T) and rat hepatocellular carcinoma (HTC).

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