NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2021, Vol. 33 ›› Issue (5): 779-783.doi: 10.16333/j.1001-6880.2021.5.009

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Anti-inflammatory diarylpropanes from Myristica fragrans

LI Da-shan,ZENG Tian-yan,MA Sha,WANG Wen-jing*,SHAO Li-dong*   

  1. School of Chinese Materia Medica and Yunnan Key Laboratory of Southern Medicinal Resources,Yunnan Uiniversity of Chinese Medicine,Kunming 650500,China

  • Online:2021-05-28 Published:2021-06-01

Abstract:

This work described the diarylpropane constituents from the ethyl acetate extracts of the fruits of Myristica fragrans and their anti-inflammatory activities.Five diarylpropanes were isolated through the combination of silica gel,RP-18,and Sephadex LH-20 gel column chromatography.Their structures were elucidated as 1-(3′,4′-dihydroxyphenyl)-3-(4″-methoxyphenyl)-propane (1),1-(4′-hydroxy-3′-methoxyphenyl)-3-(2″-hydroxy-4″-methoxyphenyl)-propane (2),horsfielenidine A (3),1-(2′-hydroxy-4′-methoxyphenyl)-3-(3″,4″-methylenedioxyphenyl)-propan-2-ol (4),and virolanol B (5) based on the comprehensive analysis of NMR (including 1H,13C NMR (DEPT),HSQC,HMBC and 1H-1H COSY),HR-MS spectroscopic data,and the literature data.Compound 1 is a new diarypropane,which has not been reported.The in vitro nitric oxide (NO) production inhibitory tests of these compounds showed that compound 1 (IC50 = 4.00 μmol/L) was more active than positive control NG-monomethyl-L-arginine,monoacetate salt (L-NMMA,IC50 = 10.18 μmol/L) in LPS-induced RAW264.7 cells.This result showed potential for further investigation on anti-inflammatory diarylpropanes from M. fragrans.

Key words: Myristica fragrans, diarylpropanes, anti-inflammation, inhibition of nitric oxide production

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