Terrosamycins A and B, Bioactive Polyether Ionophores from Streptomyces sp. RKND004 from Prince Edward Island Sediment

Marine Drugs
Amanda SprouleRussell G Kerr

Abstract

Terrosamycins A (1) and B (2), two polycyclic polyether natural products, were purified from the fermentation broth of Streptomyces sp. RKND004 isolated from Prince Edward Island sediment. The one strain-many compounds (OSMAC) approach coupled with UPLC-HRMS-based metabolomics screening led to the identification of these compounds. The structure of 1 was determined from analysis of NMR, HRMS, and X-ray diffraction data. NMR experiments performed on 2 revealed the presence of two methoxy groups replacing two hydroxy groups in 1. Like other polyether ionophores, 1 and 2 exhibited excellent antibiotic activity against Gram-positive pathogens. Interestingly, the terrosamycins also exhibited activity against two breast cancer cell lines.

References

Jan 1, 1991·Journal of Bacteriology·W G WeisburgD J Lane
Oct 5, 1990·Journal of Molecular Biology·S F AltschulD J Lipman
Mar 1, 1986·The Journal of Antibiotics·G A EllestadW J McGahren
Apr 1, 1995·Natural Product Reports·C J DuttonC B Cooper
Sep 27, 2002·Chembiochem : a European Journal of Chemical Biology·Helge Björn BodeAxel Zeeck
Mar 17, 2004·International Journal of Systematic and Evolutionary Microbiology·Bum-Joon KimYoon-Hoh Kook
Dec 13, 2006·Applied and Environmental Microbiology·Paul R JensenWilliam Fenical
Apr 3, 2007·Applied and Environmental Microbiology·Erin A GontangPaul R Jensen
Apr 8, 2011·Molecular Medicine Reports·Cord NaujokatGerhard Opelz
Sep 2, 2011·Journal of Natural Products·Mostafa E RatebMarcel Jaspars
Apr 19, 2012·The Journal of Antibiotics·János Bérdy
Jun 13, 2012·World Journal of Gastroenterology : WJG·Hou-Min ZhouMin-Hua Zheng
Oct 16, 2012·Bioorganic & Medicinal Chemistry Letters·Adam Huczyński
Apr 16, 2013·BioMed Research International·Jacek Rutkowski, Bogumil Brzezinski
Jul 9, 2013·The International Journal of Biochemistry & Cell Biology·Cheng-Cheng DengYi-Xin Zeng
Aug 31, 2013·Journal of Industrial Microbiology & Biotechnology·Arnold L Demain
Oct 23, 2013·BMC Cancer·Sven-T LiffersAlireza Mirmohammadsadegh
Feb 9, 2016·Journal of Natural Products·David J Newman, Gordon M Cragg

Citations

Nov 28, 2019·Applied Microbiology and Biotechnology·Zhijie YangJunying Ma
Feb 12, 2021·Natural Product Reports·Anthony R CarrollMichèle R Prinsep

Datasets Mentioned

BETA
MH420447
MH426844

Methods Mentioned

BETA
NMR
X-ray
light scattering
PCR
electrophoresis

Related Concepts

Antibiotics
Malignant Neoplasm of Breast
Fermentation
Gram-Positive Bacteria
Ionophores
X-Ray Diffraction
Cell Line, Tumor
Structure
Research Study
Spectroscopy, Nuclear Magnetic Resonance

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Lipidomics & Rhinovirus Infection

Lipidomics can be used to examine the lipid species involved with pathogenic conditions, such as viral associated inflammation. Discovered the latest research on Lipidomics & Rhinovirus Infection.

Alzheimer's Disease: MS4A

Variants within the membrane-spanning 4-domains subfamily A (MS4A) gene cluster have recently been implicated in Alzheimer's disease in genome-wide association studies. Here is the latest research on Alzheimer's disease and MS4A.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Torsion Dystonia

Torsion dystonia is a movement disorder characterized by loss of control of voluntary movements appearing as sustained muscle contractions and/or abnormal postures. Here is the latest research.

Generating Insulin-Secreting Cells

Reprogramming cells or using induced pluripotent stem cells to generate insulin-secreting cells has significant therapeutic implications for diabetics. Here is the latest research on generation of insulin-secreting cells.

Central Pontine Myelinolysis

Central Pontine Myelinolysis is a neurologic disorder caused most frequently by rapid correction of hyponatremia and is characterized by demyelination that affects the central portion of the base of the pons. Here is the latest research on this disease.

Epigenome Editing

Epigenome editing is the directed modification of epigenetic marks on chromatin at specified loci. This tool has many applications in research as well as in the clinic. Find the latest research on epigenome editing here.

Related Papers

Canadian Medical Association Journal
Canadian Medical Association Journal
A J Murchison
Canadian Medical Association Journal
Canadian Medical Association Journal
E S Giddings
Canadian Medical Association Journal
© 2021 Meta ULC. All rights reserved