Megastigmane and hydroxybenzoic acid derivatives from aqueous leaves extract of Artocarpus heterophyllus lam.

Abstract

The hot water extract of senescent leaves from Artocarpus heterophyllus is used in traditional Sri Lankan medicine for treating diabetes mellitus. This study aimed to isolate phytochemicals in the ethyl acetate soluble fraction of the hot water extract. Bioassay-guided fractionation led to the isolation of three megastigmane derivatives and two hydroxybenzoic acid derivatives from fractions, demonstrating both hypoglycaemic and antidiabetic activities. The elucidated compounds were identified as 3,4-dihydroxy-7-ene-megastigman-9-one, 3,4,6-trihydroxy-7-ene-megastigman-9-one, 9,13-dihydroxy-4,7-dien-megastigman-3-one, 4-hydroxybenzoic acid, and 3,4-dihydroxybenzoic acid. Structural confirmation was carried out by 1H NMR, 2D NMR, 13 C NMR, IR, UV-Vis and mass spectrometry. Notably, while these compounds have been well-documented for their antidiabetic activity, their presence in the A. heterophyllus species is novel, expanding our understanding. Furthermore, their well-established antidiabetic activity profiles highlight their essential role in the observed effects of the hot water extract for diabetes management, reinforcing its traditional remedy status.