NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2023, Vol. 35 ›› Issue (7): 1183-1190. doi: 10.16333/j.1001-6880.2023.7.009

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Chemical constituents from Armillaria mellea fermentation broth and its mycelia

LUO Ying-zi1,2,3,4,HUANG Ming-jin1,2,3,4*,SHEN Shou-mao4,SU Ming-zhi5,YU Dan-dan5,GUO Yue-wei4,5*,QIN Yu-qiang6,ZHANG Guang-wen7
  

  1. 1School of Agriculture,Guizhou University;2Dendrobium Research Institute,Guizhou University;3Key Laboratory of Medicinal Plant Breeding and Planting of Guizhou Province,Guiyang 550025,China;4State Key Laboratory of Drug Research,Shanghai Institute of Materia Medica,Chinese Academy of Sciences,Shanghai 201203,China;5Bohai Rim Advanced Research Institute for Drug Discovery,Yantai 264117,China;6Guizhou Chuangheyuan Agricultural Co.,Ltd.,Guiyang 550025,China;7Guizhou Wumengteng Fungi Industry Co.,Ltd.,Bijie 551700,China
  • Online:2023-07-31 Published:2023-07-31

Abstract:

Armillaria mellea is a symbiotic fungus essential for the nutritional growth stage of the medicinal plant Gastrodia elata.To investigate the chemical constitutes and bioactivities of A. mellea,the 95% ethanol extract of A. mellea was repeatedly chromatographed over silica gel,MCI gel,Sephadex LH-20 and reversed-phase (RP)-HPLC,affording twenty-six pure compounds (1-26).Their structures were identified as tetradecanoic acid (1),α-linolenic acid (2),oleic acid (3),linoleic acid (4),ethyl linoleate (5),8(R),11(S)-dihydroxy-9Z,12Z-octadecadienoic acid (6),2-linoleoylglycerol (7),1-monolinolein (8),9-octadecenoic acid-2′,3′-dihydroxy propyl ester (9),methyl linoleate (10),glycerin 1,3-dilinoleate (11),(5Z,9Z)-17-methylnonadeca-5,9-dienoate (12),(2S)-α-(9′Z,12′Z,15′Z)-octadecatrienoic acid (13),ergosta-5,7,22-triene-3β-ol (14),(22E,24S)-5α,8α-epidioxy-24-methyl-cholesta-6,9(11),22-trien-3β-ol (15),p-hydroxybenzylethyl ether (16),uracil (17),cyclo(D)-Pro-(D)-Ile (18),cyclo(D)-Pro-(D)-Leu (19),cyclo(D)-Pro-(D)-Phe (20),proline (21),cyclo(D)-Pro-(L)-Val (22),cyclo(D)-Pro-(D)-Val (23),4-(2-hydroxyethyl)-5-methyloxazole (24),cyclo-(Ala-Val) (25),cyclo-(Ala-Pro) (26),respectively,by comparision of their NMR data and optical rotation values with those reported in the literature. Among them,compounds 5-13,16,and 18-26 were obtained for the first time from A. mellea. In in vitro bioassay,compounds 14 and 15 showed moderate effects against LPS-induced inflammatory responses in RAW 264.7 cells.

Key words: Armillaria mellea, mycelia, chemical constituents, anti-inflammatory

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