11987
2014
eng
1220-44
3
12
article
1
2015-10-06
--
--
Dereplication Strategies for Targeted Isolation of New Antitrypanosomal Actinosporins A and B from a Marine Sponge Associated-Actinokineospora sp EG49
High resolution Fourier transform mass spectrometry (HRFTMS) and nuclear magnetic resonance (NMR) spectroscopy were employed as complementary metabolomic tools to dereplicate the chemical profile of the new and antitrypanosomally active sponge-associated bacterium Actinokineospora sp. EG49 extract. Principal Component (PCA), hierarchical clustering (HCA), and orthogonal partial least square-discriminant analysis (OPLS-DA) were used to evaluate the HRFTMS and NMR data of crude extracts from four different fermentation approaches. Statistical analysis identified the best culture one-strain-many-compounds (OSMAC) condition and extraction procedure, which was used for the isolation of novel bioactive metabolites. As a result, two new O-glycosylated angucyclines, named actinosporins A (1) and B (2), were isolated from the broth culture of Actinokineospora sp. strain EG49, which was cultivated from the Red Sea sponge Spheciospongia vagabunda. The structures of actinosporins A and B were determined by 1D- and 2D-NMR techniques, as well as high resolution tandem mass spectrometry. Testing for antiparasitic properties showed that actinosporin A exhibited activity against Trypanosoma brucei brucei with an IC₅₀ value of 15 µM; however no activity was detected against Leishmania major and Plasmodium falciparum, therefore suggesting its selectivity against the parasite Trypanosoma brucei brucei; the causative agent of sleeping sickness.
Marine Drugs
10.3390/md12031220
1660-3397
24663112
urn:nbn:de:bvb:20-opus-119876
Marine Drugs 2014, 12, 1220-1244; doi:10.3390/md12031220
Usama Ramadan Abdelmohsen
Cheng Cheng
Christina Viegelmann
Tong Zhang
Tanja Grkovic
Safwat Ahmed
Ronald J. Quinn
Ute Hentschel
RuAngelie Edrada-Ebel
eng
uncontrolled
dereplication
eng
uncontrolled
secondary metabolomics
eng
uncontrolled
anti-trypanosoma
eng
uncontrolled
Actinokineospora
eng
uncontrolled
Spheciospongia vagabunda
eng
uncontrolled
actinosporins
Wirbellose des Meeres und der Meeresküste
open_access
Julius-von-Sachs-Institut für Biowissenschaften
Universität Würzburg
https://opus.bibliothek.uni-wuerzburg.de/files/11987/062_Abdelmohsen_Marine_Drugs.pdf
11654
2014
eng
3046-3059
5
12
article
1
2015-07-23
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Production of Induced Secondary Metabolites by a Co-Culture of Sponge-Associated Actinomycetes, Actinokineospora sp EG49 and Nocardiopsis sp RV163
Two sponge-derived actinomycetes, Actinokineospora sp. EG49 and Nocardiopsis sp. RV163, were grown in co-culture and the presence of induced metabolites monitored by H-1 NMR. Ten known compounds, including angucycline, diketopiperazine and beta-carboline derivatives 1-10, were isolated from the EtOAc extracts of Actinokineospora sp. EG49 and Nocardiopsis sp. RV163. Co-cultivation of Actinokineospora sp. EG49 and Nocardiopsis sp. RV163 induced the biosynthesis of three natural products that were not detected in the single culture of either microorganism, namely N-(2-hydroxyphenyl)-acetamide (11), 1,6-dihydroxyphenazine (12) and 5a, 6,11a, 12-tetrahydro-5a, 11a-dimethyl[1,4]benzoxazino[3,2-b][1,4]benzoxazine (13a). When tested for biological activity against a range of bacteria and parasites, only the phenazine 12 was active against Bacillus sp. P25, Trypanosoma brucei and interestingly, against Actinokineospora sp. EG49. These findings highlight the co-cultivation approach as an effective strategy to access the bioactive secondary metabolites hidden in the genomes of marine actinomycetes.
MARINE DRUGS
10.3390/md12053046
1660-3397
24857962
urn:nbn:de:bvb:20-opus-116547
Marine Drugs 2014, 12, 3046-3059; doi:10.3390/md12053046
Yousef Dashti
Tanja Grkovic
Usama Ramadan Abdelmohsen
Ute Hentschel
Ronald J. Quinn
eng
uncontrolled
co-cultivation
eng
uncontrolled
induced metabolites
eng
uncontrolled
sponge-associated actinomyetes
eng
uncontrolled
NMR fingerprint
eng
uncontrolled
bioactivity
eng
uncontrolled
natural products
eng
uncontrolled
A-D
eng
uncontrolled
aspergillus fumigatus
eng
uncontrolled
marine
eng
uncontrolled
biosynthesis
Wirbellose des Meeres und der Meeresküste
open_access
Julius-von-Sachs-Institut für Biowissenschaften
Universität Würzburg
https://opus.bibliothek.uni-wuerzburg.de/files/11654/084_Dashti_Marine_Drugs.pdf