Manilkzapotane, a novel dimeric alkylresorcinol derivative from the stem bark of Manilkara zapota

Abstract

A novel dimeric alkylresorcinol derivative, manilkzapotane (1), along with seven known compounds, lupeol acetate (2), lupeol (3), arjunolic acid (4), ergosterol peroxide (5), taraxerol (6), hederagonic acid (7), and glochidiol (8) were isolated from the stem bark of Manilkara zapota. Their structures were determined on the basis of spectroscopic data. DFT-NMR chemical shift calculations and a modified probability (DP4+) method were applied to define the relative configuration of 1. To the best of our knowledge, this represents the first isolation of a dimeric alkylresorcinol derivative from the Sapotaceae family.

Graphical Abstract

Keywords:

• Sapotaceae
• Manilkara zapota
• manilkzapotane
• alkylresorcinol derivative

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This research was financially supported by Thailand Integrated Research and Innovation Grant (Contract No. 10/2562) and by Thammasat University Research Unit in Natural Products Chemistry and Bioactivities.