Mild and efficient synthesis of new tetraketones as lipoxygenase inhibitors and antioxidants

Figures & data

Scheme 1 Synthesis of the tetraketones (2–22).

Table I.  In vitro inhibition of lipoxygenase and antioxidant activities.

Cpd	R	Lipoxygenase IC50 (μM)	Antioxidant IC50 (μM)
2		33.0	93.8
3		16.3	52.5
4		198.0	109.5
5		00	00
6		26.4	53.7
7		195.5	153.5
8		21.3	66.9
9		33.1	57.2
10		30.8	121.0
11		17.5	248.0
12		28.4	114.3
13		00	00
14		52.9	52.4
15		27.1	119.3
16		191.1	201.0
17		00	00
18		00	00
19		7.8	33.6
20		35.4	58.4
21		51.5	49.4
22		12.5	114.9

Standards: baicalein (IC₅₀ = 22.4 μM), t-butyl-4-hydroxyanisole (IC₅₀ = 44.7 μM)