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1,4‐DIPHENYLBUTADIYNE, A NEW NON‐PHOTODYNAMIC PHOTOTOXIC COMPOUND
Author(s) -
Kagan Jacques,
Gabriel Robert,
Singh Shiv P.
Publication year - 1980
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1980.tb04029.x
Subject(s) - phototoxicity , hyperchromicity , circular dichroism , reagent , chemistry , phosphorescence , photochemistry , stereochemistry , dna , biochemistry , organic chemistry , fluorescence , physics , quantum mechanics , in vitro
— 1,4‐Diphenylbutadiyne (DPB), the first member of a new chemical class of phototoxic compounds, was found to be active against E. coli (strain B) under nitrogen but not in the presence of air. It was also phototoxic against both Candida utilis and Saccharomyces cerevisiae aerobically, and against the latter anerobically. The maximum activity against C. utilis occurred at 360 nm, and the uv light was definitely required in the phototoxic act. Circular dichroism spectroscopy disclosed that DPB underwent photoreaction with DNA. This technique, as well as melting temperature profiles, hyperchromicity studies, and the elution profile from hydroxyapatite chromatography indicated that no cross‐linking to double strands had occurred, and that DPB behaved as a monofunctional reagent, interacting only with single strands of DNA photochemically. Finally, 2,5‐diphenylthiophene was synthesized from DPB but was not phototoxic.