The tumorigenicity of chrysene, (+)and (-)-frans-1,2-dihydroxy-1,2-dihydrochrysene (chrysene 1,2-dihydrodiol), and the ( + )and (—)-enantiomers of the diastereomeric bay-region chrysene 1,2-diol-3,4-epoxides was assessed in two tumor models. A single topical application of 0.4 or 1.2 /¿mol of the chrysene derivatives on mouse skin followed by 25 weeks of promotion with 12-O-tetradecanoylphor...

Detailed kinetic modelling of metal triflate catalyzed diol-stabilized acidolysis that leads to a clearer vision involved intermediates and pathways.

The title compound, C(7)H(14)O(2), is a vicinal diol derived from cyclo-heptane with cis-orientated hydr-oxy groups. The mol-ecules shows no non-crystallographic symmetry. The O-C-C-O torsion angles of both mol-ecules present in the asymmetric unit [-66.4 (2) and -66.9 (2)°] are similar to those in trans-configured cyclo-hexane derivatives (including pyran-oses) as well as rac-trans-cyclo-hepta...

A concise, stereoselective synthesis of the trans-hydrindane core of the marine natural product dictyoxetane is reported, starting from a Robinson annelation derived bicyclic enone. A phosphorane-mediated, pinacol-like rearrangement of a cis-diol, via a formal 1,2-hydride shift, is used to establish the requisite trans ring junction. (31)P NMR supports the formation of the intermediate phosphor...

Two polyacetylene glycosides, gymnasterkoreasides A and B, were isolated from the roots of Gymnaster koraiensis. Their structures were elucidated to be (3R)-8-decene-4,6-diyne-1,3-diol 1-O-beta-D-glucopyraside and (3R)-8-decene-4,6-diyne-1,3-diol 1-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyraside on the basis of spectroscopic analysis including COSY, HMQC, and HMBC experiments, as well as ch...

The polymerization pathways of epoxidized and hydroxylated triglycerides with phosphoric acid (H3PO4) were investigated using model reactions. Involved epoxides and diols were derived from oleic acid methyl ester, which was easily monitored by oneand two-dimensional nuclear magnetic resonance (NMR) techniques as well as electrospray ionization mass spectroscopy (ESI-MS). Phosphoric acid played ...

BACKGROUND The tropolone-tolerant Trichoderma virens PS1-7 is a biocontrol agent against Burkholderia plantarii, causative of rice seedling blight. When exposed to catechol, this fungus dose-dependently produced carot-4-en-9,10-diol, a sesquiterpene-type autoregulatory signal molecule that promotes self-conidiation of T. virens PS1-7 mycelia. It was, however, uncertain why T. virens PS1-7 atten...

Previous studies have identified allelic variants of the human glutathione transferase (GST) Pi gene and showed that the two different encoded proteins with isoleucine (GSTP1-1/I-105) or valine (GSTP1-1/V-105) at position 105, respectively, differ significantly in their catalytic activities with model substrates. Moreover, recent epidemiological studies have demonstrated that individuals differ...

Benzo(c)phenanthrene [B(c)Ph], its three metabolically pos sible frans-dihydrodiols, and the diastereomeric bay-region diol-epoxides derived from frar>s-3,4-dihydroxy-3,4-dihydrobenzo(c)phenanthrene were tested for tumor-initiating activity on mouse skin. A single topical application of 0.4 or 2.0 /imol of compound was followed seven days later by twice-weekly applications of the tumor promotor...