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Genome-based characterization of two prenylation steps in the assembly of the stephacidin and notoamide anticancer agents in a marine-derived Aspergillus sp.
TLDR
The results establish the early steps for creation of the prenylated indole alkaloid structure and suggest a scheme for the biosynthesis of stephacidin and notoamide metabolites, providing the first genetic and biochemical insights for understanding the structural diversity of this important family of fungal alkaloids.
Comparative analysis of the biosynthetic systems for fungal bicyclo[2.2.2]diazaoctane indole alkaloids: the (+)/(-)-notoamide, paraherquamide and malbrancheamide pathways.
TLDR
A comparative analysis of four natural product metabolic systems of a select group of bicyclo-diazaoctane indole alkaloids including (+)/(-)-notoamide, paraherquamide and malbrancheamide is reported, in which an enzyme for each step in the biosynthetic pathway is proposed based on deep annotation and on-going biochemical studies.
Buyer-Supplier Relationships
TLDR
Three examples of companies and how they use these relationships for leverage with suppliers based upon different positions and sizes are discussed.
Applications of multicomponent reactions to the synthesis of diverse heterocyclic scaffolds.
TLDR
This work has shown that the optimal MCR is sufficiently flexible that it can be employed to generate adducts bearing a variety of functional groups that may then be selectively paired to enable different cyclization manifolds, thereby leading to a diverse collection of products.
Applications of multicomponent reactions for the synthesis of diverse heterocyclic scaffolds.
TLDR
A four-component coupling process involving sequential reactions of aldehydes, primary amines, acid chlorides, and nucleophiles has been developed and applied to the first total synthesis of the isopavine alkaloid (+/-)-roelactamine.
Biochemical characterization of NotB as an FAD-dependent oxidase in the biosynthesis of notoamide indole alkaloids.
TLDR
In vitro characterization of NotB, which catalyzes the indole 2,3-oxidation of notoamide E (13), leading to notoamides C (11) and D (12) through an apparent pinacol-like rearrangement, demonstrates 10 as a pivotal branching point inNotoamide biosynthesis.
Synthesis of Diverse Heterocyclic Scaffolds via Tandem Additions to Imine Derivatives and Ring-Forming Reactions.
TLDR
The practical utility of this strategy was exemplified by its application to the first, and extraordinarily concise synthesis of the isopavine alkaloid roelactamine.
Concise total synthesis of (+/-)-pseudotabersonine via double ring-closing metathesis strategy.
TLDR
A concise synthesis of (+/-)-pseudotabersonine from commercially available 1-(phenylsulfonyl)-3-indolecarboxaldehyde has been accomplished using a stepwise variant of a Mannich-type multicomponent coupling process, a double ring-closing metathesis, and a one-pot deprotection/cyclization reaction.
Bioconversion of 6-epi-Notoamide T Produces Metabolites of Unprecedented Structures in a Marine-derived Aspergillus sp.
TLDR
The results suggest that the addition of excess precursor activated the expression of dormant tailoring genes giving rise to these structurally unprecedented metabolites.
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