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Muta-mycosynthesis of naphthalene analogs
- Source :
- Organic letters. 17(6)
- Publication Year :
- 2015
-
Abstract
- A mutasynthetic strategy is introduced for the mycosynthesis of naphthalene-based molecules (mutadalesols A–F) with directed substitution patterns and new frameworks by generating and using the ΔpksTL mutant strain of Daldinia eschscholzii. (±)-Mutadalesol A and its (+)-enantiomer are cytotoxic, and its (−)-enantiomer inhibits Toll-like receptor 5 (TLR5). The in-culture reactability of fungal oligoketide intermediates with 5-aminonaphthalen-1-ol (ANL) is demonstrated, shedding light on bioorthogonal accesses to unnatural molecule libraries valuable in drug discovery pipelines.
- Subjects :
- Molecular Structure
Daldinia eschscholzii
Stereochemistry
Drug discovery
Organic Chemistry
Antineoplastic Agents
Stereoisomerism
Naphthalenes
Biochemistry
Combinatorial chemistry
chemistry.chemical_compound
Toll-Like Receptor 5
chemistry
Ascomycota
Mutant strain
Molecule
Humans
Physical and Theoretical Chemistry
Bioorthogonal chemistry
Drug Screening Assays, Antitumor
Receptor
Nuclear Magnetic Resonance, Biomolecular
Naphthalene
Subjects
Details
- ISSN :
- 15237052
- Volume :
- 17
- Issue :
- 6
- Database :
- OpenAIRE
- Journal :
- Organic letters
- Accession number :
- edsair.doi.dedup.....222e358d5d84206d4d09fcd9a983e954