Two undescribed diarylheptanoids from green husk of Carya illinoinensis as acetylcholinesterase inhibitors

Abstract

Two undescribed diarylheptanoids, 3-(R)-acetyl-1-(3′,4′-dihydroxyphenyl)-7-(4′′-hydroxy-3′′ -methoxyphenyl)-heptane (1) and 11-Hydroxy-1,17-epoxy-7-(2-hydroxylphenyl)-13-(16-methoxyphenyl)-heptane (2) together with known compounds, namely, 11-Oxo-1,17-epoxy-7-(2-hydroxylphenyl)-13-(16-methoxyphenyl)-heptane (3) 3,4,5-Trihydroxytetralone (4) 4,8- Dihydroxytetralone (5), 4,5-Dihydroxytetralone (6), 5,8-Dihydroxy-3-methoxytetralone (7) were isolated from ethyl acetate extract of the green husk of Carya illinoinensis. The structures of compounds were established on the basis of IR, ¹H NMR, ¹³C NMR, DEPT, HSQC, HMBC, COSY spectroscopic and ESI-MS analysis. The isolated compounds were evaluated for AChE (acetylcholinesterase inhibition) and observed that compound 5 was potent inhibitor with IC₅₀ of 101.48 ± 4.00 µg/mL.

Graphical Abstract

Keywords:

• Carya illinoinensis
• structure elucidation
• diarylheptanoids
• tetralones
• acetylcholineesterase inhibition

Disclosure statement

No potential conflict of interest was reported by the authors.

Correction Statement

This article has been republished with minor changes. These changes do not impact the academic content of the article.

Additional information

Funding

Authors are grateful to Director, CSIR-IHBT, Palampur to provide necessary support to carry out this work. This work was supported by project MLP-0203. The IHBT communication number for this publication is 4503.