CAS: Chemistry: Scholarly Papers
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URI: http://hdl.handle.net/2144/1001
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Biomimetic synthesis of meroterpenoids by dearomatization-driven polycyclization
(2019-11-04)A biomimetic route to farnesyl pyrophosphate and dimethyl orsellinic acid (DMOA)-derived meroterpenoid scaffolds has yet to be reported despite great interest from the chemistry and biomedical research communities. A concise ... -
Amidino-rocaglates: a potent class of eIF4A inhibitors
(2019-11-21)Rocaglates share a common cyclopenta[b]benzofuran core that inhibits eukaryotic translation initiation by modifying the behavior of the RNA helicase, eIF4A. Working as interfacial inhibitors, rocaglates stabilize the ... -
Gold(I)-mediated cycloisomerization/cycloaddition enables bioinspired syntheses of neonectrolides B-E and analogues
(2019-09-25)Development of a synthetic route to the oxaphenalenone (OP) natural products neonectrolides B-E is described. The synthesis relies on gold-catalyzed 6-endo-dig hydroarylation of an unusual enynol substrate as well as a ... -
Exploiting the potential of meroterpenoid cyclases to expand the chemical space of fungal meroterpenoids
(2020-09-15)Fungal meroterpenoids are a diverse group of hybrid natural products with impressive structural complexity and high potential as drug candidates. In this work, we evaluate the promiscuity of the early structure ... -
Acylphloroglucinols with acetylcholinesterase inhibitory effects from the fruits of Eucalyptus robusta
(2020-10)Eleven new acylphloroglucinols, including six new formylated phloroglucinol-monoterpene meroterpenoids, eucalyprobusals A-F (1-6), one monomeric acylphloroglucinol, eucalyprobusone B (7), and four dimeric acylphloroglucinols, ... -
Intercepted retro-Nazarov reaction: syntheses of amidino-rocaglate derivatives and their biological evaluation as eIF4A inhibitors
(2019-08-14)Rocaglates are a family of natural products isolated from the genus Aglaia which possess a highly substituted cyclopenta[b]benzofuran skeleton and inhibit cap-dependent protein synthesis. Rocaglates are attractive compounds ... -
Tracing MYC expression for small molecule discovery
(Cell Press, 2019-05-16)Our inability to effectively "drug" targets such as MYC for therapeutic purposes requires the development of new approaches. We report on the implementation of a phenotype-based assay for monitoring MYC expression in ... -
Regiodivergent photocyclization of dearomatized acylphloroglucinols: asymmetric syntheses of (—)-nemorosone and (—)-6-epi-garcimultiflorone A
(ACS Publications, 2019-07-17)Regiodivergent photocyclization of dearomatized acylphloroglucinol substrates has been developed to produce type A polycyclic polyprenylated acylphloroglucinol (PPAP) derivatives using an excited-state intramolecular proton ... -
Translation inhibition by rocaglates activates a species-specific cell death program in the emerging fungal pathogen Candida auris
(American Society for Microbiology, 2020-03-10)Fungal infections are a major contributor to infectious disease-related deaths worldwide. Recently, global emergence of the fungal pathogen Candida auris has caused considerable concern because most C. auris isolates are ... -
Rocaglates induce gain-of-function alterations to eIF4A and eIF4F
(Elsevier Inc., 2020-02-25)Rocaglates are a diverse family of biologically active molecules that have gained tremendous interest in recent years due to their promising activities in pre-clinical cancer studies. As a result, this family of compounds has ...
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