Protulactones A and B: Two New Polyketides from the Marine-derived Fungus Aspergillus sp. SF-5044

Abstract

Protulactones A (1) and B (2), two new polyketide-derived fungal metabolites, have been isolated from an EtOAc extract of the marine-derived fungus Aspergillus sp. SF-5044 by various chromatographic methods. The structures of 1 and 2 were mainly determined by analysis of the NMR spectroscopic data and MS data, along with chemical methods such as Mosher method. Protulactones A (1) and B (2) are new members of polyketide-derived secondary metabolites, possessing unique ring systems among the fungal metabolites produced by the genus Aspergillus.

Biocontrol Potential of Aspergillus Species Producing Antimicrobial Metabolites

“…Compounds 1 – 4 were isolated from the EtOAc extract of A. candidus SFC20200425-M11, and compounds 5 – 7 were isolated from the EtOAc and BuOH extracts of A. montenegroi SFC20200425-M27. By comparing our spectroscopic data ( Supplementary Table S2 ) of the isolated compounds with those reported in the literature ( Yonehara et al, 1959 ; Ellestad et al, 1972 ; Mizuba et al, 1975 ; Sohn and Oh, 2010 ; Mizushina et al, 2014 ), five of them were identified as known compounds: sphaeropsidin A ( 1 ), (R) -formosusin A ( 2 ), (R) -variotin ( 3 ), asperlin ( 5 ), and protulactone A ( 7 ). For the structural determination of the new compounds 4 and 6 , MS and NMR spectroscopic analyses were performed ( Table 2 ; Supplementary Figures S3 – S17 ).…”

“…The marine environment has been investigated for new natural resources containing bioactive compounds with benefits for the health of humans, animals, and plants ( Sohn and Oh, 2010 ). For this endeavor, marine-derived resources have gained much attention in the past decades ( Buttachon et al, 2018 ).…”

Fungal natural products in research and development

“…135 In 2011 a concisive review on styrylpyrones and their potential in medicinal applications has been published. 137 In 2009 JBIR-12 (152) and JBIR-25 (153), two compounds with DPPH radical scavenging activity comparable to atocopherol (IC 50 ¼ 50 mM) were isolated. 138 152 from Penicillium sp.…”

Asperlin From the Marine-Derived Fungus Aspergillus sp. SF-5044 Exerts Anti-inflammatory Effects Through Heme Oxygenase-1 Expression in Murine Macrophages

“…SF-5044 have been described elsewhere (30). The fungal strain was cultured on 110 petri-dish plates (90 mm), each containing 20 mL of potato dextrose agar media with 3% NaCl.…”