2015
DOI: 10.1039/c4np00153b
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Isolation, biological activity, biosynthesis and synthetic studies towards the rubromycin family of natural products

Abstract: The rubromycins are an ever growing family of natural products isolated from various Actinomycetes over the last 60 years. Exhibiting a highly attractive array of antimicrobial and enzyme activity, this unique family of compounds have attracted significant attention from many synthetic chemists. Investigations into the synthesis of the densely functionalised hexacyclic ring system have revealed many hidden synthetic challenges. This review covers the isolation, the reported biological activity and the detailed… Show more

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Cited by 60 publications
(35 citation statements)
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“…The isolated enantiomers did not evidently epimerize under the acidic separation conditions (Supporting Information) nor was any significant change in EC 50 value observed for either 1 ‐ ent1 or 1 ‐ ent2 in the same FP assay over a 24 h period (Supporting Information) as evidence of the stability of these compounds under the aqueous assay conditions. Our findings are consistent with those from studies on similar benzannulated spiroketals and the fact that analogous natural products are isolated as single enantiomers …”
Section: Figuresupporting
confidence: 92%
“…The isolated enantiomers did not evidently epimerize under the acidic separation conditions (Supporting Information) nor was any significant change in EC 50 value observed for either 1 ‐ ent1 or 1 ‐ ent2 in the same FP assay over a 24 h period (Supporting Information) as evidence of the stability of these compounds under the aqueous assay conditions. Our findings are consistent with those from studies on similar benzannulated spiroketals and the fact that analogous natural products are isolated as single enantiomers …”
Section: Figuresupporting
confidence: 92%
“…They possess a naphthoquinone ring and an isocoumarin ring connected through a 5,6-spiroketal system. 1 …”
Section: Introductionmentioning
confidence: 99%
“…Examples include compounds from microbial sources such as TLM, a macrocyclic alkaloid isolated from the bacteria Streptomyces anulatus, chrolactomycin, a compound found in Streptomyces sp. 569N-3 and rubromycins, a group of molecules with an uncommon 5,6-spiroketal core, extracted from various catinomycete species [58][59][60]. TLM has been demonstrated to be a very potent and selective telomerase inhibitor due to its remarkable selectivity for the G-quadruplex telomeric structures [61].…”
Section: Telomerase Inhibitionmentioning
confidence: 99%