New and bioactive polyketides from Hawaiian marine-derived fungus Trichoderma sp. FM652

Abstract

Two new sorbicillinoid derivatives (1 and 2), together with ten other related compounds (3−12) were isolated from a Hawaiian marine fungal strain Trichoderma sp. FM652. The structures of compounds 1 and 2, including the absolute configuration, were elucidated by extensive analysis of NMR spectroscopy, HRESIMS and electronic circular dichroism (ECD) data. Compounds 6−12 exhibited significant anti-proliferative activity against ovarian cancer cell line A2780, with the IC50 values ranging from 0.5 to 8.07 μM.Moreover, compounds 1, 7 and 8 showed significant inhibition against NF-κB with IC50 values of 13.83, 24.4 and 14.63 µM, respectively. Compounds 6, 9 and 12 also demonstrated moderate inhibitory activity against S. aureus and methicillin resistant S. aureus with the MIC values in the range of 10−40 μg/mL.

Marine natural products

“…254 Culture of a Trametes strain yielded spiromeroterpenoids 793 and 794 (ref. 255) and cultures of various Trichoderma strains were the source of trichothecanes 795 – 798 , 256 α-pyrone 799 and decalin 800 , 257 sesquiterpene glycoside 801 and sorbicillinoid glycosides 802 and 803 , 258 β-carboline alkaloids 804 – 807 ( 805 and 806 , known synthetics but new NPs), 259 and polyketides 808 , 809 , 260 810 – 814 . 261 …”

Structures and Biological Activities of Secondary Metabolites from the Trichoderma genus (Covering 2018–2022)

“…109 Eight new sorbicillinoids, saturnispols A−H (262−269), were isolated from the endophytic fungus T. saturnisporum DI-IA originating from the marine sponge Dictyonellaincise. 110 A series of new sorbicillinoid derivatives and a new natural compound, including spirosorbicillinol D (294), 2′,3′-dihydroepoxysorbicillinol (295), 113 trichoreesin A (296), 114 2,3dihydro 2-hydroxyvertinolide(297), (−)-trichodermatone (298), 115 and sorbicillisides A (299) and B (300), 75 were discovered from T. longibrachiatum SFC100166, T. reesei Z56-8, Trichoderma sp. FM652 and T. longibrachiatum EN-586, respectively.…”

“…Compound 292 was subjected to testing against the three cancer cell lines A549, MCF-7, and HCT 116 cell lines and exhibited inhibition activity with IC 50 values of 5.1, 9.5, and 13.7 μM, respectively. A series of new sorbicillinoid derivatives and a new natural compound, including spirosorbicillinol D ( 294 ), 2′,3′-dihydro-epoxysorbicillinol ( 295 ), trichoreesin A ( 296 ), 2,3-dihydro 2-hydroxyvertinolide­( 297 ), (−)-trichodermatone ( 298 ), and sorbicillisides A ( 299 ) and B ( 300 ), were discovered from T. longibrachiatum SFC100166, T.…”

Marine Aspergillus: A Treasure Trove of Antimicrobial Compounds

“…In 2020, Xu et al reviewed the structural diversity and biological activity of 130 heterocyclic alkaloids produced by Aspergillus of marine origin from early 2014 to late 2018 [ 44 ]. However, there have been no studies on the antimicrobial compounds from marine Aspergillus in the last two years despite the fact that over the past two years, reports of antibacterial metabolites from Aspergillus have increased [ 45 , 46 , 47 , 48 , 49 , 50 , 51 ]. It is believed that the study of Aspergillus living in marine environments will facilitate the isolation of new fungal species and lead to the discovery of new compounds.…”