COX-2 and iNOS inhibitory abietane diterpenoids from Pinus yunnanensis exudates.

Pinuskesiols A–F (1 – 6), six new structurally diverse abietane diterpenoids were isolated from Pinus yunnanensis resins. Their structures including absolute configurations were characterized by using spectroscopic and computational methods. All the compounds bear a carbonyl functionality at C-4 with 1 and 2 behaving as a lactone thereof. The isopropyl group is attached to C-13 via O -atom in 3. In addition, the presence of a Δ 5(6) double bond and a ketone at C-7 makes 2 a large conjugated system. Biological evaluation revealed that 1 , 2 , and 4 could concentration-dependently inhibit iNOS and COX-2 expression in lipopolysaccharide-induced RAW 264.7 cells with 2 to be the most active toward COX-2 inhibition. Pinuskesiols A–F (1 – 6), six new structurally diverse abietane diterpenoids were isolated from Pinus yunnanensis resins. Their structures including absolute configurations were characterized by using spectroscopic and computational methods. All the compounds bear a carbonyl functionality at C-4 with 1 and 2 behaving as a lactone thereof. The isopropyl group is attached to C-13 via O -atom in 3. In addition, the presence of a Δ 5(6) double bond and a ketone at C-7 makes 2 a large conjugated system. Biological evaluation revealed that 1 , 2 , and 4 could concentration-dependently inhibit iNOS and COX-2 expression in lipopolysaccharide-induced RAW 264.7 cells with 2 to be the most active toward COX-2 inhibition. [Display omitted] [ABSTRACT FROM AUTHOR]