Examination of the structure of agaricinic acid using 1H and 13C NMR spectroscopy

Abstract

Agaricinic acid was extracted from the carpophore of Fomitopsis officinalis (Vill. Bond. et Sing). Its structure was established by 1 H and 13 C NMR spectroscopy and comparison to a standard sample (Sigma-Aldrich). The extraction was carried out using ethanol. The obtained extract was evaporated, cooled (-5°C), and purified by ether. The structure of unbranched alkyl radicals was determined using their proton spectrum. The 13 C NMR spectrum and two-dimensional { 13 C, 1 H} correlation diagram showed the presence of a hydroxyl (second quaternary C atom) and three types of carboxy groups (first, second, and third C atoms). The spectrum of the extracted sample is identical to that of the standard sample of agaricinic acid.

Antimicrobial Activity of Fomitopsis Officinalis (Vill.) Bondartsev & Singer in Pure Culture

“…The biological activity of many secondary metabolites which F. officinalis is able to synthesize has been experimentally proven [14,15,16,22,23,26,27]. It should be noted that polyresistant mycobacteria, which have been shown to be resistant to two major anti-tuberculosis drugs, isoniazid and rifampicin, are of particular concern.…”

“…It should be noted that polyresistant mycobacteria, which have been shown to be resistant to two major anti-tuberculosis drugs, isoniazid and rifampicin, are of particular concern. It has been experimentally proven that tinder fungus extracts show high antibacterial activity against the pathogenic bacterium Mycobacterium tuberculosis [7,12,28,29], bactericidal activity against Bacillus anthracis, B. subtilis, bacteriostatic activity against Micrococcus luteus and bacteriolytic to Vibrio species [12,[14][15][16]. High antibacterial activity of agaricic acid and lanostane triterpenoids synthesized by F. officinalis in the process of metabolism has been established [14,27,30].…”

“…Unsaturated fatty acids (palmitic, oleic, linoleic, linolenic, arachidonic, etc. ), heteropolysaccharides, glucosamines, agaricic acid, phospholipids, carotenoids, sterols, vitamins of B group, vitamins E, A, essential oils, cytokinins, triterpenoids of lanostan type (eburic acid) were isolated from the F. officinalis basidiom and mycelium [12,14,[16][17][18][19][20][21][22][23]. It has been experimentally proven that the antibiotic effect of tinder fungus extracts is not due to individual secondary metabolites, but to the combined action of all biologically active substances [12,14,15,24].…”

A Review on Polyporus Spp. (Ghariqun), with Ibn Rushd Perspective and Modern Phytochemistry and Pharmacology

“…P. officinalis (-)-decylcitric acid, agaricic acid (hexadecylcitric acid), caperatic acid [18]. Agaricinic acid was extracted from the carophore of F. officinalis [19]. Fatty acid isolated from the fruit bodies of Polyporus spp., the major one was cis-linoleic acid, it is percentage varied from 22.39% to 65.29%.…”

Fomitopsis officinalis mushroom: ancient gold mine of functional components and biological activities for modern medicine

“…Agarikon natural products F. officinalis produces a variety of secondary metabolites such as eburicoic acid, sulfurenic acid, versisponic acid d, dehydroeburicoic acid, 3ketodehydrosulfurenic acid [32,33], fomefficinic acid a-e [34], fomefficinic acid f, g, dehydrosulfurenic acid, fomefficinol a-b, fomlactone a-c, laricinolic acid [21,35], agaric acid [36], fomitopsin a, officimalonic acids a-h [26], fomitopsin c [33], fomitopsin f, g, h, trypanocidal demalonyl fomitopsin h, and trypanocidal fomitopsin d ethyl ester [37]. The majority of these compounds exert promising biological activities, such as antimicrobial.…”