Background: (±)-6,8-Dihydroxy-3-undecyl-3,4-dihydroisochromen-1-one is one of
the structural analog of several substituted undecylisocoumarins isolated from Ononis natrix
(Fabaceae), has been successfully synthesized by direct condensation of homopthalic acid (1) with
undecanoyl chloride yields isochromen-1-one (2).
Methods: Alkaline hydrolysis of (2) gave the corresponding keto-acid (3), which is then reduced to
hydroxy acid (4) then its cyclodehydration was carried out with acetic anhydride to afford 3,4-
dihydroisochromen-1-one (5). Followed by demethylation step, the synthesis of target 6,8-
dihydroxy-7-methyl-3-undecyl-3,4-dihydroisocoumarin (6) was achieved.
Results: In vitro antibacterial screening of all the synthesized compounds were carried out against
ten bacterial strains by agar well diffusion method.
Conclusion: Newly synthesized molecules exhibited moderate antibacterial activity and maximum
inhibition was observed against Bacillus subtilus and Salmonella paratyphi.