2020
DOI: 10.3390/molecules25173898
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Napthrene Compounds from Mycelial Fermentation Products of Marasmius berteroi

Abstract: The metabolites of the genus Marasmius are diverse, showing good research prospects for finding new bioactive molecules. In order to explore the active metabolites of the fungi Marasmius berteroi, the deep chemical investigation on the bioactive compounds from its cultures was undertaken, which led to the isolation of three new naphthalene compounds dipolynaphthalenes A–B (1,2) and naphthone C (3), as well as 12 known compounds (4–15). Compounds 1, 2, and 4 are dimeric naphthalene compounds. Their structures w… Show more

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Cited by 8 publications
(11 citation statements)
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“…The computed ECD curve (Figure S81) for the model molecule of 9 comparable with the experimental ECD curve established the chiral centers to be 4R, 5S, 7R, and 8R configuration. The remaining reported metabolites were affirmed as dihydrobipolaroxin D (10), 33 2β-hydroxyeremophila-1(10),11-(13)-dien-12-oic acid (11), 34 7-epi-tessaric acid (12), 34 (1β,4aβ,7β,8aβ)-octahydro-7-[1-(hydroxymethyl)ethenyl]-1,8α-dimethylnaphthalen-4α(2H)-ol (13), 35 debneyol ( 14), 1 cyperusol C (15), 36 epi-guaidiol (16), 37 guaidiol (17), 36 4,8dihydroxy-3,4-dihydro-2H-naphthalen-1-one ( 18), 38 trans-3,4dihydro-3,4,8-trihydroxynaphthalene-1-(2H)-one (19), 39 (22E)-3β-hydroxy-26,27-bisnorcholesta-5,22-dien-24-one (20), 40 and cholesterine (21), 41 according to the comparison of those data of NMR and specific rotations with the publications.…”
Section: ■ Results Andmentioning
confidence: 99%
“…The computed ECD curve (Figure S81) for the model molecule of 9 comparable with the experimental ECD curve established the chiral centers to be 4R, 5S, 7R, and 8R configuration. The remaining reported metabolites were affirmed as dihydrobipolaroxin D (10), 33 2β-hydroxyeremophila-1(10),11-(13)-dien-12-oic acid (11), 34 7-epi-tessaric acid (12), 34 (1β,4aβ,7β,8aβ)-octahydro-7-[1-(hydroxymethyl)ethenyl]-1,8α-dimethylnaphthalen-4α(2H)-ol (13), 35 debneyol ( 14), 1 cyperusol C (15), 36 epi-guaidiol (16), 37 guaidiol (17), 36 4,8dihydroxy-3,4-dihydro-2H-naphthalen-1-one ( 18), 38 trans-3,4dihydro-3,4,8-trihydroxynaphthalene-1-(2H)-one (19), 39 (22E)-3β-hydroxy-26,27-bisnorcholesta-5,22-dien-24-one (20), 40 and cholesterine (21), 41 according to the comparison of those data of NMR and specific rotations with the publications.…”
Section: ■ Results Andmentioning
confidence: 99%
“…Other miscellenous compounds ( Table S4 ) have equally shown interesting acetylcho-linesterase and butyrylcholinesterase inhibitory activities [ 96 , 97 , 98 , 99 , 100 , 101 , 102 , 103 , 104 , 105 , 106 , 107 , 108 , 109 , 110 , 111 , 112 , 113 , 114 , 115 , 116 ].…”
Section: Discussionmentioning
confidence: 99%
“…Since 3 has never been reported, it was named guhypoxylonol C. -11). The 13 C NMR spectrum (Table 4), in combination with the HSQC spectrum of 4, displayed one ketone carbonyl at δ C 207.9 (C-12), one ester carbonyl at δ C 173.8 (C-8), one methoxy at δ C 52.5 (OCH 3 ), two methyls at δ C 12.1, and 9.0, and the two sp 3 The previously described 5-11 were identified based on the analysis of their NMR data, and compared with those reported in the literature and identified as hypoxylonol C (5) [11], hypoxylonol B (6) [11], daldinone C (7) [13], nodulisporol (8) [12], isosclerone (9) [14], xylarenone (10) [14], scytalone (11) [15], respectively.…”
Section: Structure Elucidation Of the Compoundsmentioning
confidence: 99%