Isolation of an unusual metabolite 2-allyloxyphenol from a marine actinobacterium, its biological activities and applications
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
View Archive Info| Field | Value | |
| Title |
Isolation of an unusual metabolite 2-allyloxyphenol
from a marine actinobacterium, its biological activities
and applications
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| Creator |
Arumugam, Meyyappan
Mitra, Anindita Jaisankar , P Dasgupta, Shreya Sen, Tuhinadri Gachhui, Ratan Mukhopadhyay , Ujjal Kumar Mukherjee, Joydeep |
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| Subject |
Chemistry
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| Description |
A marine actinobacterium isolated from the Bay of
Bengal, India and previously found to be producing an
antimicrobial and cytotoxic terpenoid was further investigated
for antimicrobial metabolites. The bacterium was preliminarily
identified as a new species of the genus Streptomyces
(strain MS1/7). The cell-free culture broth was extracted
with n-butanol and purified using silica gel column
chromatography and high-performance liquid chromatography.
Molecular characterization was done using ESI mass,
IR and 1H and 13C NMR spectrometry. 2-Allyloxyphenol
(MW 150; C9H10O2), a synthetic drug and chemical
intermediate, was obtained as a natural product for the first
time. Serendipitous natural occurrence provided new insights
into the synthetic molecule. 2-Allyloxyphenol was found to
be inhibitory to 21 bacteria and three fungi in the minimum range 0.2–1.75 mg mL−1 determined by agar dilution
method. 2-Allyoxyphenol possesses strong antioxidant property
(IC50 22 μg mL−1, measured by 1, 1-diphenyl-2-picryl
hydrazyl scavenging activity). Hydroxyl and allyloxy groups
in 2-allyloxyphenol were responsible for antimicrobial and
antioxidant activities. 2-Allyloxyphenol has marked resemblance
to smoky aroma and is two to three times more active
as an antimicrobial than some commercial smoke-flavour
compounds. Absence of hemolytic toxicity, potential carcinogenicity,
cytotoxicity and reports of toxic reactions in
literature suggest possible application of 2-allyloxyphenol as
a food preservative and an oral disinfectant.
Keywords Sundarbans . 2-Allyloxyphenol . Streptomyces .
Antimicrobial . Antioxidant . Smoke flavour
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| Date |
2010
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://www.eprints.iicb.res.in/31/2/APPLIED_MICROBIOLOGY_AND_BIOTECHNOLOGY_86__(_1)_;2010[107].pdf
Arumugam, Meyyappan and Mitra, Anindita and Jaisankar , P and Dasgupta, Shreya and Sen, Tuhinadri and Gachhui, Ratan and Mukhopadhyay , Ujjal Kumar and Mukherjee, Joydeep (2010) Isolation of an unusual metabolite 2-allyloxyphenol from a marine actinobacterium, its biological activities and applications. Isolation of an unusual metabolite 2-allyloxyphenol, 86. pp. 109-117. |
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| Relation |
htpp://dx.doi.org/10.1007/s00253-009-2311-2
http://www.eprints.iicb.res.in/31/ |
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