(-)-borrelidin

(-)-borrelidin Structure
(-)-borrelidin structure
Common Name (-)-borrelidin
CAS Number 7184-60-3 Molecular Weight 489.644
Density 1.1±0.1 g/cm3 Boiling Point 710.3±60.0 °C at 760 mmHg
Molecular Formula C28H43NO6 Melting Point 143-145℃
MSDS Chinese USA Flash Point 383.4±32.9 °C

Further characterization of Bacillus subtilis antibiotic biosensors and their use for antibacterial mode-of-action studies.

Antimicrob. Agents Chemother. 55(4) , 1784-6, (2011)

We further examined the usefulness of previously reported Bacillus subtilis biosensors for antibacterial mode-of-action studies. The biosensors could not detect the tRNA synthetase inhibitors mupirocin, indolmycin, and borrelidin, some inhibitors of peptidogl...

Total synthesis of borrelidin.

J. Org. Chem. 72 , 2744, (2007)

The total synthesis of borrelidin has been achieved. The best feature of our synthetic route is macrocyclization at C11-C12 for the construction of an 18-membered ring after esterification between two segments. A detailed examination of the macrocyclization l...

Iterative deoxypropionate synthesis based on a copper-mediated directed allylic substitution: formal total synthesis of borrelidin (C3-C11 fragment).

Chemistry 12(25) , 6684-91, (2006)

A new iterative strategy for the flexible preparation of any oligodeoxypropionate stereoisomer is presented which relies on an o-DPPB-directed copper mediated allylic substitution employing enantiomerically pure Grignard reagents; the reaction is working with...

Borrelidin, a potent antimalarial: stage-specific inhibition profile of synchronized cultures of Plasmodium falciparum.

J. Antibiot. 64(5) , 381-4, (2011)

Biosynthesis of the angiogenesis inhibitor borrelidin: directed biosynthesis of novel analogues.

Chem. Commun. (Camb.) (22) , 2341-3, (2006)

We report the directed biosynthesis of borrelidin analogues and their selective anti-proliferative activity against human cancer cell lines.

Antifungal activity of borrelidin produced by a Streptomyces strain isolated from soybean.

J. Agric. Food Chem. 60(5) , 1251-7, (2012)

In this study, an endophytic Streptomyces sp. neau-D50 with strong antifungal activity against Phytophthora sojae was isolated from healthy soybean root, using an in vitro screening technique. A bioactivity-guided approach was then employed to isolate and det...

Separation of anti-angiogenic and cytotoxic activities of borrelidin by modification at the C17 side chain.

Bioorg. Med. Chem. Lett. 16 , 5814-7, (2006)

A set of novel borrelidin analogues have been prepared by precursor-directed biosynthesis. Structure-activity relationship analysis suggests that steric structural arrangement within the C17 side chain is important for differentiating cytotoxic and anti-angio...

Isolation of borrelidin as a phytotoxic compound from a potato pathogenic streptomyces strain.

Biosci. Biotechnol. Biochem. 76(2) , 353-7, (2012)

Streptomyces species strain GK18, isolated in Iran, induced deep-pitted lesions on potato tubers, lesions different from the raised lesions induced by the usual scab-causing phytotoxin, thaxtomin. In addition, neither thaxtomin production nor hybridization to...

Hutchinson's legacy: keeping on polyketide biosynthesis.

J. Antibiot. 64(1) , 51-7, (2011)

Professor Charles Richard Hutchinson (Hutch) dedicated his research to the study of polyketide compounds, in particular, those produced by actinomycetes. Hutch principally centered his efforts to study the biosynthesis of bioactive compounds, antibiotic and a...

Streptomyces heilongjiangensis sp. nov., a novel actinomycete that produces borrelidin isolated from the root surface of soybean [Glycine max (L.) Merr].

Int. J. Syst. Evol. Microbiol. 63(Pt 3) , 1030-6, (2013)

A borrelidin-producing actinomycete, designated strain NEAU-W2(T), was isolated from the root surface of soybean [Glycine max (L.) Merr] and characterized using a polyphasic approach. The organism was found to have morphological and chemotaxonomic characteris...