Polyporus sp. S133 degraded chrysene via 1-hydroxy-2-
naphthoic acid to phthalic acid and salicylic acid in similar
incubation time. When the short-time extract was subjected to
GC/MS analysis, only chrysenequnone could be identified whose
retention time and mass-fragmentation pattern matched with the
synthesized compound. However, when a long-time extract was
analyzed, many peaks fromthe short-time extract disappeared and
new peaks appeared, the retention time and fragmentation pattern
of compounds III and IV matched with authentic phthalic acid
and salicylic acid, respectively. No chrysene peak was apparent,
probably because of the total degradation of chrysene. Phthalic
acid and salicylic acid in the extracts were identified using the
method described in the experimental section. In the TIC profile,
the retention time of these compounds coincided with those of
the authentic compounds. The Mass Spectrum (MS) of the TMS
ether of these compounds also coincided with those of the authentic
TMS ethers of the compounds. Two peaks designated III and
IV were obtained from compound II. Compound III was possibly
phthalic acid as reflected by a major peak at 8.9 min and its mass
spectrum.MS analysis of the phthalic acid produced from1-hydro-
2-naphthoic acid gave an apparent molecular ion [M+] at m/z 310
for TMS-derivatives and apparent losses of [M+-15] at m/z 295 corresponding
to the respective sequential losses of methyl (–CH3), as
well as the expected fragment ions at m/z 147 and 73. Based on the
data above, the compound should be phthalic acid. The pattern of
the changes of the peak areas of phthalic acid andcompound IV during
degradation were similar, suggesting that a different metabolic
pathway and enzymatic system were utilized for their formation.
Compound IVwas attributed to be salicylic acid given itsmajor peak
at 8.7 min and mass ion spectrum.MS of the salicylic acid produced
from 1-hydroxy-2-naphthoic acid gave an apparent loss of [M+-
15] for TMS-derivatives at m/z 295 corresponding to the respective
sequential losses ofmethyl (-CH3), aswell as the expected fragment
ions at m/z 73. Based on the data above, the compound should be
salicylic acid.