Antimycins A19 and A20, two new antimycins produced by marine actinomycete Streptomyces antibioticus H74-18 (original) (raw)
Related papers
Indonesian Journal of Chemistry
Purification and structure elucidation of antibiotic produced by marine actinomycetes (Streptomyces sp A11) was conducted. Production of antibiotic was carried out by liquid fermentation using yeast and peptone medium for 5 days fermentation. Purification of antibiotic was carried out by silica gel 60 (Merck, 0.063-0.200 mm) column chromatography and preparative HPLC. Structure elucidation was carried out using ESI-MS, 1H NMR, 13C NMR, DEPT 13C NMR, and FTIR. This antibiotic was identified as cyclo (tyrosyl-prolyl) / (C14H16N2O3). This antibiotic had biological activity to Escherichia coli ATCC 25922, Staphylococcus aureus ATCC25923, Bacillus subtilis ATCC 66923, Pseudomonas aeruginosa ATCC27853, and produced by extracellular secretion. Keywords: antibiotic, actinomycetes, purification, structure elucidation
Indonesian Journal of Chemistry, 2010
Purification and structure elucidation of antibiotic produced by marine actinomycetes (Streptomyces sp A11) was conducted. Production of antibiotic was carried out by liquid fermentation using yeast and peptone medium for 5 days fermentation. Purification of antibiotic was carried out by silica gel 60 (Merck, 0.063-0.200 mm) column chromatography and preparative HPLC. Structure elucidation was carried out using ESI-MS, 1H NMR, 13C NMR, DEPT 13C NMR, and FTIR. This antibiotic was identified as cyclo (tyrosyl-prolyl) / (C14H16N2O3). This antibiotic had biological activity to Escherichia coli ATCC 25922, Staphylococcus aureus ATCC25923, Bacillus subtilis ATCC 66923, Pseudomonas aeruginosa ATCC27853, and produced by extracellular secretion. Keywords: antibiotic, actinomycetes, purification, structure elucidation
Caerulomycin A—An Antifungal Compound Isolated from Marine Actinomycetes
Advances in Microbiology, 2014
Actinomycetes have been prolific sources of novel secondary metabolites with a range of biological activities that may ultimately find application as therapeutic compounds. Hence several drug discovery companies are engaged in isolation of novel bioactive metabolites from these microbial sources. Antibiotics form the major class of such bioactive metabolites and have been widely used for treating infectious diseases. One of the most critical problems in clinical practice is the increase of prevalence of drug resistant strains, especially azole resistance among fungi. Due to this, there is a constant need for development of new antifungal antibiotics having novel scaffolds and/or mechanism of action. In our in-house screening program in the quest of novel and superior antifungal compounds, an actinomycetes strain PM0525875 was isolated from a marine invertebrate. The extracts of this microbe showed potent in-vitro antifungal activity against drug resistant fungal strains. The antifungal active peak from the extract obtained by shake flask fermentation was identified by chromatographic and other analytical techniques during bioactivity guided isolation. Later the fermentation conditions were optimized in 30 L fermentor for the production of sufficient amount antifungal compound for complete structural characterization. Consequently the fermented broth extract was subjected to bioactivity-guided fractionation, to isolate the active principle using different preparative chromatographic techniques followed by its characterization. The active principle was characterized to be Caerulomycin A. Minimum inhibitory concentration (MIC) of the compound was found in the range of 0.39 -1.56 µg/ml against pathogenic fungal test strains. The phylogenetic analysis of producer strain using 16S rRNA sequence showed closest match with Actinoalloateichus cyanogriseus. Herewith we report the isolation of Caerulomycin A from marine invertebrate-associated Actinoalloteichus sp. using optimized medium and fermentation conditions. * Corresponding author.
ANNALES BOGORIENSES, 2015
The continuation of new antibiotics exploration becomes an important research program in the world for pharmaceutical and agricultural applications. Marine filamentous bacteria such as actinomycetes have been widely used as an important biological tool to generate a variety of new secondary metabolites, such as antibiotic. The aim of this study was to obtain identified active compound and determine its antimicrobial activity. Isolation, identification, and antimicrobial activity assay of active compound produced by marine actinomycetes isolate A32 had been conducted. Production of active compound using isolate actinomycetes A32 was conducted involving glucose, yeast, peptone medium. The fermentation was carried out at 30 ºC for 5 days. The broth of supernatant was extracted using ethyl acetate. Purification of active compound used chromatography column and eluted stepwise with the chloroform and methanol solvents. Antimicrobial activity was monitored using agar disc diffusion, and microbial test was conducted by analyzing the samples diameter of clear zone towards Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923, Bacillus subtilis ATCC 66923, and Candida albican BIOMCC 00122. Results of isolation and purification of active compound produced by actinomycetes isolate A32 show that this compound has a molecular weight of 503.1 g/mol with molecular formula C 26 H 37 N 3 O 7. Furthermore, this compound was suspected as Madumycin II after analysis of spectrum using 1 HNMR and COSY. The antimicrobial activity assay confirms that this active compound inhibited the growth of Staphylococcus aureus ATCC 25923 and Candida albican BIOMCC 00122.
MDN-0171, a new medermycin analogue from Streptomyces albolongus CA-186053
Natural product research, 2018
A new medermycin derivative, MDN-0171 (1), and two known structurally related compounds, medermycin (2) and antibiotic G15-F (3) were isolated from the acetone extract of culture broths of the marine-derived Streptomyces albolongus strain CA-186053. Their structures were determined using a combination of spectroscopic techniques, including 1D and 2D NMR and electrospray-time of flight mass spectrometry (ESI-TOF MS). Compounds 2 and 3 accounted for the antimicrobial activity (against methicillin-resistant Staphylococcus aureus and Escherichia coli) previously detected in the crude extract of this actinomycete.
2012
A total of sixty eight actinomycetes were isolated from near sea shore marine environment locations of Bigeum Island, South West coast of South Korea. The majority of these isolates were assigned to the genus Streptomyces of which one isolate showing broad spectrum of antimicrobial was on the basis of their morphological, physiological and biochemical properties. Phylogenetic analysis of the 16S rRNA gene sequence of one isolate e showed that strain was Streptomyces hygroscopicus BDUS 49 and it formed a distinct clad within the Streptomyces 16S rRNA gene tree closely related to Streptomyces hygroscopicus. This strain possessed a broad spectrum antimicrobial activity against Gram-positive,-& Gram-negative bacteria and fungi. The UV spectra of the active compounds in ethyl acetate showed peaks at between 200 to 295 nm. The bioactive region was detected on the TLC plate (R 0.40). The structure of the bioactive components was further f determined using FTIR, MS, C NMR and H NMR. The molecular formula of the given partially purified 13 1 compound being identified as 7, demethoxy rapamycin and their molecular formula derived a s C H NO +NA (MW 905.12).
Isolation and Characterization of Antimicrobial Substance from Marine Streptomyces sp
Microbiology Indonesia, 2010
A total of sixty eight actinomycetes were isolated from near sea shore marine environment locations of Bigeum Island, South West coast of South Korea. The majority of these isolates were assigned to the genus Streptomyces of which one isolate showing broad spectrum of antimicrobial was on the basis of their morphological, physiological and biochemical properties. Phylogenetic analysis of the 16S rRNA gene sequence of one isolate e showed that strain was Streptomyces hygroscopicus BDUS 49 and it formed a distinct clad within the Streptomyces 16S rRNA gene tree closely related to Streptomyces hygroscopicus. This strain possessed a broad spectrum antimicrobial activity against Gram-positive,-& Gram-negative bacteria and fungi. The UV spectra of the active compounds in ethyl acetate showed peaks at between 200 to 295 nm. The bioactive region was detected on the TLC plate (R 0.40). The structure of the bioactive components was further f determined using FTIR, MS, C NMR and H NMR. The molecular formula of the given partially purified 13 1 compound being identified as 7, demethoxy rapamycin and their molecular formula derived a s C H NO +NA (MW 905.12).
MDN-0170, a New Napyradiomycin from Streptomyces sp. Strain CA-271078
Marine Drugs, 2016
A new napyradiomycin, MDN-0170 (1), was isolated from the culture broth of the marine-derived actinomycete strain CA-271078, together with three known related compounds identified as 4-dehydro-4a-dechloronapyradiomycin A1 (2), napyradiomycin A1 (3) and 3-chloro-6,8-dihydroxy-8-α-lapachone (4). The structure of the new compound was determined using a combination of spectroscopic techniques, including 1D and 2D NMR and electrospray-time of flight mass spectrometry (ESI-TOF MS). The relative configuration of compound 1, which contains two independent stereoclusters, has been established by molecular modelling in combination with nOe and coupling constant analyses. Biosynthetic arguments also allowed us to propose its absolute stereochemistry. The antimicrobial properties of the compounds isolated were evaluated against methicillin-resistant Staphylococcus aureus (MRSA), Escherichia coli, Aspergillus fumigatus, and Candida albicans. The potent bioactivity previously reported for compounds 2 and 3 against methicillin-sensitive S. aureus has been extended to methicillin-resistant strains in this report.
Frontiers in microbiology, 2017
In the process of profiling the secondary metabolites of actinobacteria isolated from the Saudi coastal habitats for production of antibiotics and anti-cancer drugs, the cultures of strain WH1 that was identified as Streptomyces heliomycini exhibited strong antibacterial activity against Staphylococcus aureus. By means of MS and NMR techniques, the active compounds were characterized as actinomycins X0β, X2, and D, respectively. The research on the productivity of this strain for actinomycins revealed that the highest production of actinomycins X0β, X2, and D was reached in the medium MII within 5% salinity and pH 8.5. In this optimized condition, the fermentation titers of actinomycins X0β, X2, and D were 107.6 ± 4.2, 283.4 ± 75.3, and 458.0 ± 76.3 mg/L, respectively. All the three actinomycins X0β, X2, and D showed potent cytotoxicities against the MCF-7, K562, and A549 tumor cell lines, in which actinomycin X2 was the most active against the three tumor cell lines with the IC50 v...