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The Complex Nature of the Mechanism of Toxicity of Antibiotic Dithiacyclohexadiene Polyines (Thiarubrines) from the Asteraceae
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1989
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Bioorganic ChemistryVisible LightPhotobiologyDrug ResistanceMedicinal ChemistryAntibiotic Dithiacyclohexadiene PolyinesRelated DithiacyclohexadienePhototoxicitySelective ToxicityToxicologyToxicological AspectPhotosensitizersAntimicrobial ResistanceHealth SciencesBiochemistryPhotochemistryAntibacterial AgentAntimicrobial CompoundPharmacologyAntibioticsPhotoprotectionDithiacyclohexadiene PolyineMicrobiologyMedicineComplex Nature
Thiarubrine A, a dithiacyclohexadiene polyine from the roots of Chaenactis douglasii, and a related dithiacyclohexadiene from Rudbeckia hirta exhibit strong light-independent antibacterial and antifungal activity. This activity is enhanced by exposure to visible light. Visible light also converts the compounds to the corresponding thiophenes. These are antibiotic only when irradiated with UV-A. Dithiacyclohexadienes are the first polyines to exhibit such complex mechanisms of toxicity towards microorganisms.