The Journal of Organic Chemistry · 2019 · 16 citations · 21 references
PharmacyOncologyPharmacologyCancer PharmacologyDrug DiscoveryStructure-activity RelationshipsPolyketide BiosynthesisStructure-activity Relationship AnalysisAbsolute Configuration AssignmentAbsolute Configuration DeterminationBiosynthetic Pathway ConstructionCircular DichroismCytotoxicity AssaysElectronic Circular DichroismHybrid Polyketide BiosynthesisHybrid Polyketide Pathways
Sekgranaticin (1), a novel hybrid polyketide with a complex 6/6/6/6/6/6/6 7-ring system, was isolated together with granaticins A (2) and B (3) and methyl granaticinate (4) from the culture broth of Streptomyces sp. 166#. Its structure was elucidated by spectroscopic analysis. The absolute configuration was determined on the basis of the calculated 13C NMR and electronic circular dichroism data. Compounds 1–4 exhibited potent cytotoxicity against cancer cell lines MCF-7, A549, P6C, and HCT-116 with IC50 values of 0.02–6.77 μM. The biosynthetic pathway of sekgranaticin (1) was proposed.
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Uvidelio Castillo, Gary A. Strobel, Eugene Ford et al. · Microbiology · 2002 · 385 citations
Life Sciences, Botany, Microbiology +15
Philip J. Stephens, Jian‐Jung Pan, F. J. Devlin et al. · The Journal of Organic Chemistry · 2007 · 102 citations