A novel γ-lactone isolated from the leaves of Pithecellobium dulce (Roxb.) Benth. and its xanthine oxidase activity

Abstract

A novel 3-(hydroxymethyl)-4-(methylamino)-dihydrofuran-2(3H)-one (1) was isolated for the first time from the leaves of Pithecellobium dulce (Roxb.) Benth., along with kaempferol (2) and kaempferol-3-rhamnoside (3). It demonstrated a promising xanthine oxidase inhibitory activity with IC₅₀ values of 79.0, 0.38, and 70.4 μg/mL (allopurinol = 0.4 µg/mL). This is the first paper to describe the presence of 3-(hydroxymethyl)-4-(methylamino)dihydrofuran-2(3H)-one (1) in the Fabaceae family. The structure elucidation of 3-(hydroxymethyl)-4-(methylamino)dihydrofuran-2(3H)-one (1), kaempferol (2), and kaempferol-3-rhamnoside (3) was determined primarily based on the analyses of MS and NMR results.

Graphical Abstract

Keywords:

• Pithecellobium dulce (Roxb.) Benth.
• γ-Lactone
• flavanols
• xanthine oxidase

Acknowledgments

P.T. is thankful to Department of Chemistry, Thammasat University, Thailand. The authors thank Dr. Pattama Pittayakhajonwut for discussion of the manuscript.

Disclosure statement

All authors declare no conflict of interest.

Additional information

Funding

This research was financially supported by the Thammasat University Research Unit in Medicinal Chemistry, Thammasat University. P.T. is thankful to National Research Council of Thailand (NRCT, grant number: TU14/2560).