Simplified immunosuppressive and neuroprotective agents based on gracilin A View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2019-04

AUTHORS

Mikail E. Abbasov, Rebeca Alvariño, Christian M. Chaheine, Eva Alonso, Jon A. Sánchez, Michael L. Conner, Amparo Alfonso, Marcel Jaspars, Luis M. Botana, Daniel Romo

ABSTRACT

The architecture and bioactivity of natural products frequently serve as embarkation points for the exploration of biologically relevant chemical space. Total synthesis followed by derivative synthesis has historically enabled a deeper understanding of structure-activity relationships. However, synthetic strategies towards a natural product are not always guided by hypotheses regarding the structural features required for bioactivity. Here, we report an approach to natural product total synthesis that we term 'pharmacophore-directed retrosynthesis'. A hypothesized, pharmacophore of a natural product is selected as an early synthetic target and this dictates the retrosynthetic analysis. In an ideal application, sequential increases in the structural complexity of this minimal structure enable development of a structure-activity relationship profile throughout the course of the total synthesis effort. This approach enables the identification of simpler congeners retaining bioactivity at a much earlier stage of a synthetic effort, as demonstrated here for the spongiane diterpenoid, gracilin A, leading to simplified derivatives with potent neuroprotective and immunosuppressive activity. More... »

PAGES

342-350

Identifiers

URI

http://scigraph.springernature.com/pub.10.1038/s41557-019-0230-0

DOI

http://dx.doi.org/10.1038/s41557-019-0230-0

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1112942704

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/30903037


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Download the RDF metadata as:  json-ld nt turtle xml License info

HOW TO GET THIS DATA PROGRAMMATICALLY:

JSON-LD is a popular format for linked data which is fully compatible with JSON.

curl -H 'Accept: application/ld+json' 'https://scigraph.springernature.com/pub.10.1038/s41557-019-0230-0'

N-Triples is a line-based linked data format ideal for batch operations.

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1038/s41557-019-0230-0'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1038/s41557-019-0230-0'

RDF/XML is a standard XML format for linked data.

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1038/s41557-019-0230-0'


 

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