Condensation Derivatives Of 4-Isopropylbenzaldehyde With Acetophenone From The Red Alga Laurencia Tristicha

Seven undescribed condensation derivatives of 4-isopropylbenzaldehyde with acetophenone, including one 1,3,5-trisubstituted pentane-1,5-dione, two 1,3,4,5,7-pentasubstituted heptane-1,7-diones and four 1,2,3,4,5pentasubstituted cyclohexanols, together with two known flavonoids, were obtained from the red alga Laurencia tristicha. The relative configurations were elucidated by extensive spectroscopic data analysis of MS, 1D and 2D NMR, while the absolute configurations were determined by comparing the experimental and calculated electronic circular dichroism spectra. All the isolates were proven to be naturally occurring in the red alga by LCMS analysis, and these 1,3,5-trisubstituted-pentane-1,5-dione, 1,3,4,5,7-pentasubstituted-heptane-1,7-diones and 1,2,3,4,5-pentasubstituted-cyclohexanols were reported from natural sources for the first time. The proposed biogenetic pathway of the isolates was also discussed.