New sesquiterpene and flavone arabinofuranoside derivative from the leaves of Fissistigma bicolor

Abstract

A new muurolane-type sesquiterpene, a new flavone arabinofuranoside derivative, and other five known flavone arabinofuranoside derivatives were isolated from the leaves of Fissistigma bicolor (Annonaceae family). Their chemical structures were determined to be (1S,6R,7S)-muurola-4,10(14)-diene-15-ol (1), quercetin 3-O-β-D-apiofuranosyl-(1→2)-α-L-arabinofuranoside (2), quercetin 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinofuranoside (3), quercetin 3-O-α-L-arabinofuranoside (4), kaempferol 3-O-β-D-apiofuranosyl-(1→2)-α-L-arabinofuranoside (5), kaempferol 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinofuranoside (6), and kaempferol 3-O-α-L-arabinofuranoside (7) by analyses of HR-ESI-MS and NMR spectral data. Compounds 4 and 7 containing monosaccharide, arabinofuranoside, potentially inhibited NO productions in LPS activated RAW264.7 cells (IC₅₀ 13.4 ± 0.5 and 12.6 ± 0.4 µM) in compared to disaccharide derivatives (IC₅₀ ranging from 58.9 ± 3.3 to 65.6 ± 3.8 µM).

Graphical Abstract

Keywords:

• Fissistigma bicolor
• Annonaceae
• muurolane
• flavone arabinofuranoside
• nitric oxide inhibitor

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This research was financially supported by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant number: 104.01-2019.22.