Diethyl sulfate (DES)-based
chemical mutagenesis was applied on
different fungal strains with the aim of diversifying the secondary
metabolites. The mutant strain (VRE-MT1) of
Penicillium
oxalicum
was subjected to dereplication (LCMS-based)
and isolation of natural products, resulting in obtaining 10 molecules
of bioactive potential. Metabolites, viz. tuckolide, methylpenicinoline,
2-acetyl-3,5-dihydroxy-4,6-dimethylbenzeneacetic acid, penicillixanthone
A, brefeldin A 7-ketone, and antibiotic FD 549, were observed for
the first time from
P. oxalicum
. The
results of antimicrobial activity reveal that the compounds
N
-[2-(4-hydroxyphenyl)ethenyl]formamide, methylpenicinoline,
and penipanoid A have potent antibacterial activity against
Bacillus subtilis
(ATCC 6633) with minimum inhibitory
concentration (MIC) values of 16, 64, and 16 μM, respectively,
and the compounds
N
-[2-(4-hydroxyphenyl)ethenyl]formamide,
methylpenicinoline, and penipanoid A were found active against
Escherichia coli
(ATCC 25922), with MIC values of
16, 64, and 16 μM, respectively. Also, the metabolites
N
-[2-(4-hydroxyphenyl)ethenyl]formamide and tuckolide showed
effective antioxidant activity in 2,2-diphenyl-1-picrylhydrazyl and
2,2′-azino-bis(3-ethylbenzothiazoline)-6-sulfonic acid scavenging
assays. The mutant VRE-MT1 was found to have 8.34 times higher quantity
of
N
-[2-(4-hydroxyphenyl)ethenyl]formamide as compared
to the mother strain. The DES-based mutagenesis strategy has been
found to be a potent tool to diversify the secondary metabolites in
fungi.