Two New Prenylated Glycine Derivatives from the Marine‐Derived Fungus Fusarium sp. TW56‐10

Abstract

Two new prenylated glycine derivatives N‐({4‐[(3‐methylbut‐2‐en‐1‐yl)oxy]phenyl}acetyl)glycine (1) and methyl N‐({4‐[(3‐methylbut‐2‐en‐1‐yl)oxy]phenyl}acetyl)glycinate (2), along with nine known compounds (3‐11) were purified from the marine‐derived fungus Fusarium sp. TW56‐10. Their chemical structures were determined by spectroscopic evidence, including extensive nuclear magnetic resonance (NMR), high‐resolution electrospray ionization mass spectroscopy (HR‐ESI‐MS) data, infrared radiation (IR) and Ultraviolet spectra (UV). Compound 4 (8‐O‐methylfusarubin) exhibited cytotoxic activity with IC50 value of 11.45 μM for A549 cells.

Marine natural products

“…199) and prenylated glycine derivatives 577 and 578 . 200 The macrolides halosmysins B 579 and C 580 were isolated from a Halosphaeriaceae strain, 201 cerebrosides 581 and 582 were obtained from Hortaea werneckii 202 and Lecanicillium fusisporum was the source of 3-acyl tetramic acid derivatives 583 – 589 . 203 Culture of Leptosphaerulina chartarum derived from deep-sea sediment yielded the enantiomeric hydroxybenzyl dimers leptochartamides A 590 / 591 and B 592 / 593 , which contain a dioxa-azabicyclo[3.2.1]octane core.…”

Advances on anticancer fungal metabolites: sources, chemical and biological activities in the last decade (2012–2023)

“… “ [ 127 ] 20-Hydroxy bis -dechlorogeodin ( 255 ) “ “ “ Dichocetide D ( 256 ) Dichotomomyces cejpii “ [ 128 ] 1,3,6-Trihydroxy-7-(dihydroxypropyl)-anthraquinone ( 257 ) Thermomyces lanuginosus “ [ 129 ] 6-(3-Hydroxybutan-2'-yl) -3,5-dimethyltetrahydro-2 H -pyran-2-one ( 258 ) “ “ “ Fusarine ( 259 ) Fusarium sp. “ [ 130 ] Fusarinate ( 260 )e “ “ “ Penstyrylpyrone ( 261 ) Sporothrix sp. “ [ 131 , 132 ] Sulochrin ( 262 ) “ “ “ Camptothecin ( 265 ) Penicillium chrysogenum “ [ 133 ] Nigrosporin B ( 266 ) Nigrospora oryzae “ [ 134 ] Chrysomutanin ( 267 ) Penicillium chrysogenum “ [ 135 ] …”

“…Trichodermiol A, 8- O -methylfusarubin, 3- iso -butylpyrrolopiperazine-1,4-dione, 3-phenyllactic acid methyl ester, (2 S )-(4-hydroxyphenyl)lactic acid N -(2-(1 H -indole-3-yl)ethylacetamide, indole-3-methylethanoate, (1 H -indol-3-yl)acetic acid ethyl ester and (9 Z ,12 Z )- N -(2-hydroxyethyl)-9,12-octadecadienamide were also obtained from the same fungus. Fusarine ( 259 ) and all the other compounds, except fusarinated ( 260 ) due to its low amount, were tested for their cytotoxicity towards A549 cell lines and 8- O -methylfusarubin showed totoxicity (IC 50 value of 11.45 μM) [ 130 ].…”