Abstract
Six new α-pyrone meroterpenoid chevalones H–M (1–6), together with six known compounds (7–12), were isolated from the gorgonian coral-derived fungus Aspergillus hiratsukae SCSIO 7S2001 collected from Mischief Reef in the South China Sea. Their structures, including absolute configurations, were elucidated on the basis of spectroscopic analysis and X-ray diffraction data. Compounds 1–5 and 7 showed different degrees of antibacterial activity with MIC values of 6.25–100 μg/mL. Compound 8 exhibited potent cytotoxicity against SF-268, MCF-7, and A549 cell lines with IC50 values of 12.75, 9.29, and 20.11 μM, respectively.
Highlights
Received: 11 December 2021Chevalones are a class of meroterpenoids with multiple rings, polyketones and stereogenic structures
(1H, d, J = 4.0 Hz), and the C NMR and DEPT data (Table 1) of 1 showed the presence showed the presence of 28 carbon resonances, including seven methyls, five methylenes, of 28 carbon resonances, including seven methyls, five methylenes, seven methines, and seven methines, and nine quaternary carbons (two carbonyl carbons, three olefinic carbons nine quaternary carbons, which revealed that its structure possessed great similarity nary carbons), which revealed that its structure possessed great similarity to the known to the known meroterpenoid chevalone B [1]
The antibacterial activity of compounds 1–12 against M. lutea, K. pneumoniae, methicillinresistant Staphylococcus aureus, and Streptococcus faecalis was evaluated with the broth dilution assay [15], and ciprofloxacin was used as a positive control (Table 3)
Summary
Chevalones are a class of meroterpenoids with multiple rings, polyketones and stereogenic structures. It is precisely because of this variable structure that they have a variety of biological activities. Chevalones A–D were first reported to be isolated from the soil-derived fungus Eurotium chevalieri and exhibited antimalarial activity, antimycobacterial activity and cytotoxicity against cancer cell lines [1]. Mar. Drugs 2022, 20, 71 chevalones H–M (1–6), together with the six known compounds neoechinulin A (7) [9], echinuline (8) [10], isorugulosuvine (9) [11], cyclo(L-Phe-L-Val) (10) [12], trans-cinnamic (8) [10],. We report the isolation, structural elucidation and bioactivities of ities of these compounds
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