In the title compound, C(24)H(17)NO(2)S, the dioxine and thiazoline rings are distorted from planarity towards a half-chair and an envelope conformation, respectively. The configurations of the dioxine ring, the thiazoline ring and the attached phenyl ring are conditioned by the sp(3) state of the two bridgehead C atoms. The phenanthrene system is nearly coplanar with the dioxine ring, while the attached phenyl ring is orthogonal to the thiazoline ring.
In the title compounds, C(24)H(17)NO(3), (I), and C(43)H(27)NO(5), (II), the dioxine ring is not planar and tends toward a boat conformation. The oxazoline ring adopts a twisted conformation in molecule (I) but is essentially planar in molecule (II). The configuration of the dioxine-oxazoline system is determined by the sp(3) state of the two shared atoms. The phenanthrene moiety is nearly coplanar with the dioxine ring, while the phenyl ring is perpendicular to the attached oxazole ring. The triclinic unit cell of (II) contains two crystallographically independent molecules related by a pseudo-inversion centre.
Polychlorinated dibenzo-p-dioxins (PCDDs) and polychlorinated dibenzofurans (PCDFs) are toxic compounds derived from anthropogenic sources that stay in the environment for long periods. Ambient air has become the most important pathway for the transfer of PCDDs/PCDFs from emission sources to the environment. This review intends to summarise the information available on atmospheric PCDDs/PCDFs in the countries of Southeast Asia to provide a detailed description of the trends in PCDDs/PCDFs emissions, key sources, and levels in urban, rural, and industrial air as reported in peer-reviewed literature since 2000 and by the United Nations Environment Programme. As the largest country in Southeast Asia, Indonesia is the major PCDDs/PCDFs emitter, accounting for 72.81% of the total release of PCDDs/PCDFs in the air from all available inventories in this region, while Brunei Darussalam is the lowest emitter, contributing to less than 0.02%. Open burning processes have become the largest source of ambient PCDDs/PCDFs in the region (69.62%), followed by waste incineration (10.69%), and ferrous and non-ferrous metal production (8.78%). PCDDs/PCDFs levels in rural areas ranged between 10 and 38 fg TEQ m-3; however, where open burning waste has occurred, the levels rose to 12-29 times higher. In urban areas, ambient levels were 15 times greater than in rural areas, varying from 23 to 565 fg TEQ m-3. Atmospheric concentrations near industrial palm oil and waste incinerator sites were between 64 and 1530 fg TEQ m-3. The non-cancer risk of ambient exposure to PCDDs/PCDFs through inhalation is low among populations near facilities emitting PCDDs/PCDFs. The lack of local technical capacity, the high economic costs, and the lack of established human resource capacities have been the major challenges in conducting ambient PCDDs/PCDFs studies in most countries in the region.
An average 50 ml breast milk samples were collected from 21 lactating primiparous mothers (range 25 to 45 years, mean 33 years), 4-8 weeks after delivery in Penang Island, Malaysia. The geometric mean concentration of the most toxic congeners, 2,3,7,8-tetrachlorodibenzo-p-dioxin (2,3,7,8-TCDD) was 0.14 pg WHO2005-TEQ g-1 zlipid. The most abundant congeners of PCDD/Fs were octachlorodibenzo-p-dioxin (OCDD) (5.9-75.4%), followed by 1,2,3,4,6,7,8-heptachlorodibenzo-p-dioxin (1,2,3,4,6,7,8-HpCDD) (1.1-30.7%). The geometric mean level of total dioxins and dl-PCBs was 2.2 pg WHO2005-TEQ g-1 lipid, significantly lower than those in developed countries or highly contaminated areas. The total dioxins and dl-PCBs in pg WHO2005-TEQ levels in breast milk were significantly correlated with years of residence at potential contaminated site. The average daily intake of 11.8 pg WHO2005-TEQ kg-1 body weight was estimated for a breastfed infant at 6 months of age. This demonstrates the exposure risk to infants, especially from Penang region, to these pollutants from human milk intake are potentially high during the lactation period.