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New naturally occurring phenolic derivatives from marine Nocardiopsis sp. AS23C: Structural elucidation and in silico computational studies
Author(s) -
Eliwa Essam M.,
AbdelRazek Ahmed S.,
Frese Marcel,
Halawa Ahmed H.,
ElAgrody Ahmed M.,
Bedair Ahmed H.,
Sewald Norbert,
Shaaban Mohamed
Publication year - 2019
Publication title -
vietnam journal of chemistry
Language(s) - English
Resource type - Journals
eISSN - 2572-8288
pISSN - 0866-7144
DOI - 10.1002/vjch.201900010
Subject(s) - bacillus subtilis , chemistry , in silico , antioxidant , biochemistry , stereochemistry , biology , bacteria , genetics , gene
In our persistent research for new bioactive secondary metabolites from marine actinomycetes, Nocardiopsis sp. AS23C strain was isolated from the marine Alga Sargassum arnaudianum collected in the Red Sea at Hurghada coast, Egypt. A large‐scale fermentation of the strain on M 2 medium containing 50% sea water, followed by fractionation and purification of the obtained extract afforded a new phenolic acid derivative, 4‐amino‐6‐methylsalicylic acid ( 1a ), together with 5‐methylresorcinol ( 2 ) and linoleic acid ( 3 ). Their molecular structures were proved through the sophisticated spectroscopic analyses including exhaustive 1D and 2D NMR (1 and 2‐Dimensional Nuclear Magnetic Resonance) as well mass spectroscopy techniques. The extract exhibited antibacterial activity against the Gram‐positive Staphylococcus aureus , Bacillus subtilis ATCC6051, and Streptomyces viridochromogenes Tü 57. An in vitro cytotoxicity assaying of 1a and 2 against the human cervix carcinoma cell line (KB‐3‐1), pronounced no obvious activity. Additionally, in silico predictions of physicochemical properties, ADME (absorption, distribution, metabolism and excretion) parameters, acute oral toxicity and indication of toxicity targets were performed for 1a and 2 in comparison with the antioxidant agent orsellinic acid.