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

  • Nat Prod Res. 2022 Mar;36(5):1161-1169. doi: 10.1080/14786419.2020.1862833.
Shinde Bhagatsing Devidas  1  2 ,  Nitisha Sendri  1  2 ,  Shubham Nilkanth Rahmatkar  3  2 ,  Damanpreet Singh  3  2 ,  Pamita Bhandari  1  2
Affiliations
  • 1. Natural Product Chemistry & Process Development, CSIR-Institute of Himalayan Bioresource Technology, Palampur, India.
  • 2. Academy of Scientific and Innovative Research (AcSIR), CSIR-Institute of Himalayan Bioresource Technology, Palampur, India.
  • 3. Pharmacology and Toxicology Laboratory, CSIR-Institute of Himalayan Bioresource Technology, Palampur, India.
PMID: 33342287 DOI: 10.1080/14786419.2020.1862833
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.

Keywords
Carya illinoinensis; acetylcholineesterase inhibition; diarylheptanoids; structure elucidation; tetralones.
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