Over
the last 100–120 years, due to the ever-increasing
importance of fluorine-containing compounds in modern technology and
daily life, the explosive development of the fluorochemical industry
led to an enormous increase of emission of fluoride ions into the
biosphere. This made it more and more important to understand the
biological activities, metabolism, degradation, and possible environmental
hazards of such substances. This comprehensive and critical review
focuses on the effects of fluoride ions and organofluorine compounds
(mainly pharmaceuticals and agrochemicals) on human health and the
environment. To give a better overview, various connected topics are
also discussed: reasons and trends of the advance of fluorine-containing
pharmaceuticals and agrochemicals, metabolism of fluorinated drugs,
withdrawn fluorinated drugs, natural sources of organic and inorganic
fluorine compounds in the environment (including the biosphere), sources
of fluoride intake, and finally biomarkers of fluoride exposure.
The correlation between the helicity (absolute conformation) of the O-heterocyclic ring of chiral 2,3-dihydrobenzo[b]furan (1) and chromane (2) derivatives and their (1)L(b) band CD was investigated. The same helicity rule was found for both unsubstituted chromophores: P/M helicity of the heterocyclic ring leads to a negative/positive CD within the (1)L(b) band. While the substitution of the fused benzene ring by achiral substituents does not change this helicity rule for the chromane chromophore, it leads to its inversion for the 2,3-dihydrobenzo[b]furan chromophores. On the basis of these observations, the published absolute configurations of natural flavonol and pterocarpan derivatives were confirmed and the configurational assignments of several natural neolignans revised.
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