RK-1355A and B, novel quinomycin derivatives isolated from a microbial metabolites fraction library based on NPPlot screening

@article{Lim2014RK1355AAB,
  title={RK-1355A and B, novel quinomycin derivatives isolated from a microbial metabolites fraction library based on NPPlot screening},
  author={Chung Liang Lim and Toshihiko Nogawa and Masakazu Uramoto and Akiko Okano and Yayoi Hongo and Takemichi Nakamura and Hiroyuki Koshino and Shunji Takahashi and Darah Ibrahim and Hiroyuki Osada},
  journal={The Journal of Antibiotics},
  year={2014},
  volume={67},
  pages={323-329}
}
Two novel quinomycin derivatives, RK-1355A (1) and B (2), and one known quinomycin derivative, UK-63,598 (3), were isolated from a microbial metabolites fraction library of Streptomyces sp. RK88-1355 based on Natural Products Plot screening. The structural elucidation of 1 and 2 was established through two-dimensional NMR and mass spectrometric measurements. They belong to a class of quinomycin antibiotics family having 3-hydroxyquinaldic acid and a sulfoxide moiety. They are the first examples… 
View on Nature
ncbi.nlm.nih.gov
24 Citations
Highly Influential Citations
1
Background Citations
3
Methods Citations
3

24 Citations

Citation Type

Citation Type

RK-270A−C, new oxindole derivatives isolated from a microbial metabolites fraction library of Streptomyces sp. RK85-270
TLDR
Three new oxindole derivatives, RK-270A, B and C, were discovered and isolated from Streptomyces sp.
Opantimycin A, a new metabolite isolated from Streptomyces sp. RK88-1355
A new metabolite containing a γ-butyrolactone and 2-hydroxy-3formylaminobenzoic acid moieties, opantimycin A (1) was isolated from a microbial metabolite fraction library generated from Streptomyces…
RK-144171, a new benadrostin derivative produced by Streptomyces sp. RK88-1441
Actinomycetes have an important role in the production of lead/seed compounds for pharmaceutical development, numerous useful bioactive compounds have been isolated from this extraordinary species.1…
Octaminomycins A and B, Cyclic Octadepsipeptides Active against Plasmodium falciparum.
Two new cyclic octadepsipeptides, octaminomycins A (1) and B (2), were isolated from a microbial metabolite fraction library of Streptomyces sp. RK85-270 based on Natural Products Plot screening.…
Wakodecalines A and B, new decaline metabolites isolated from a fungus Pyrenochaetopsis sp. RK10-F058
TLDR
Two new decaline metabolites, wakodecalines A and B, were isolated from a fungus by screening for structurally unique metabolites using LC/MS analysis and showed moderate antimalarial activity against the Plasmodium falciparum 3D7 strain.
Dihydrolucilactaene, a Potent Antimalarial Compound from Fusarium sp. RK97-94.
A recently discovered secondary metabolism regulator, NPD938, was used to alter the secondary metabolite profile in Fusarium sp. RK97-94. Three lucilactaene analogues were detected via UPLC-ESI-MS…
Structures and biological activities of azaphilones produced by Penicillium sp. KCB11A109 from a ginseng field.
New 3-Hydroxyquinaldic Acid Derivatives from Cultures of the Marine Derived Actinomycete Streptomyces cyaneofuscatus M-157
TLDR
None of the new compounds isolated confirmed the antimicrobial activity found in the bacterial extract, perhaps indicating that such antibacterial activity might be due to presence in the extract at the trace level of larger bioactive 3-hydroxyquinaldic acid derivatives from which compounds 1–3 are biosynthetic precursors.
Zealpeptaibolin, an 11-mer cytotoxic peptaibol group with 3 Aib-Pro motifs isolated from Trichoderma sp. RK10-F026.
Six new 11-mer peptaibols designed as zealpeptaibolins, A - F were isolated from the soil fungus, Trichoderma sp. RK10-F026, based on the principal component analysis of the MS data from five…
Nocardamin glucuronide, a new member of the ferrioxamine siderophores isolated from the ascamycin-producing strain Streptomyces sp. 80H647
TLDR
A new siderophore glucuronide was isolated together with nocardamin by applying the one strain-many compounds (OSMAC) approach to the ascamycin-producing strain, Streptomyces sp.
...
1
2
3
...

References

SHOWING 1-10 OF 30 REFERENCES
Spirotoamides A and B, novel 6,6-spiroacetal polyketides isolated from a microbial metabolite fraction library
Two new 6,6-spiroacetal polyketides, spirotoamides A (1) and B (2), were isolated from a microbial metabolite fraction library of Streptomyces griseochromogenes JC82-1223 by screening of structurally…
Systematic isolation of microbial metabolites for natural products depository (NPDepo)
TLDR
A new type of metabolite database called MP (microbial products) plot was developed to visualize each metabolite on a 2D area and the new capacity of a streptomycete to produce specific metabolites was discovered.
Biochemical Characterization of a Novel Indole Prenyltransferase from Streptomyces sp. SN-593
TLDR
The metabolite-guided genome mining and functional characterization of a cryptic gene by biochemical studies are reported, suggesting that the iptA gene is involved in the production of 6-DMAI-3-carbaldehyde.
SW-163C and E, novel antitumor depsipeptides produced by Streptomyces sp. I. Taxonomy, fermentation, isolation and biological activities.
TLDR
Novel depsipeptides, SW-163C and E were isolated from the culture broth of an actinomycete strain and exhibited potent antitumor activities against various tumor cell lines in vitro and against murine leukemia P388 in vivo.
SW-163C and E, novel antitumor depsipeptides produced by Streptomyces sp. II. Structure elucidation.
TLDR
These compounds were determined to be cyclic depsipeptides having 3-hydroxyquinaldic acid as a chromophore and a sulfur-containing intramolecular cross linkage through various spectroscopic analyses.
UK-63,052 complex, new quinomycin antibiotics from Streptomyces braegensis subsp. japonicus; taxonomy, fermentation, isolation, characterisation and antimicrobial activity.
TLDR
A new group of quinomycin-like antibiotics, produced by a new subspecies of the genus Streptomyces for which the name StrePTomyces braegensis Dietz subsp.
Thiocoraline, a novel depsipeptide with antitumor activity produced by a marine Micromonospora. II. Physico-chemical properties and structure determination.
Thiocoraline (1) is a new antitumor antibiotic isolated from the mycelium of Micromonospora sp. L-13-ACM2-092. Its structure was elucidated to be a novel cyclic thiodepsipeptide on the basis of…
Natural products in drug discovery: present status and perspectives.
  • G. Molinari
  • Biology
    Advances in experimental medicine and biology
  • 2009
TLDR
A renewed interest in natural products is determined by the urgent need for new drugs, in particular to fight against infections caused by multi-resistant pathogens.
Structure-activity studies of echinomycin antibiotics against drug-resistant and biofilm-forming Staphylococcus aureus and Enterococcus faecalis.
Verticilactam, a New Macrolactam Isolated from a Microbial Metabolite Fraction Library.
The title compound, found in a metabolite fraction library of Streptomyces spiroverticillatus JC-8444, does not exhibit any antibacterial, antifungal or cytotoxic effects in vitro.
...
1
2
3
...