Figures & data
Figure 1 Structures of indole-2-carboxylic acid inhibitors of cPLA2α-mediated arachidonic acid release in intact platelets.
![Figure 1 Structures of indole-2-carboxylic acid inhibitors of cPLA2α-mediated arachidonic acid release in intact platelets.](/cms/asset/c8178a3d-3fc7-4bf8-b5d6-eb4ee71ae939/ienz_a_122816_f0001_b.jpg)
Scheme 1 (i) SOCl2, room temp.; (ii) dodecylmagnesium bromide, diethyl ether, THF, − 70°C; (iii) EtOH, 10% aqueous KOH, reflux; (iv) aqueous KMnO4, acetone, room temp.; (v) dodecylamine, diethyl ether, 0°C/room temp.
![Scheme 1 (i) SOCl2, room temp.; (ii) dodecylmagnesium bromide, diethyl ether, THF, − 70°C; (iii) EtOH, 10% aqueous KOH, reflux; (iv) aqueous KMnO4, acetone, room temp.; (v) dodecylamine, diethyl ether, 0°C/room temp.](/cms/asset/449a32b5-04ba-4472-afaf-1815f24f4c91/ienz_a_122816_f0002_b.jpg)
Scheme 2 (i) Dodecanoyl chloride, CH2Cl2, triethylamine, pyridine, room temp.; (ii) methyl p-toluenesulfonate, (C4H9)4N+Br− , powdered NaOH, diethyl ether, CH2Cl2, room temp.; (iii) EtOH, 10% aqueous KOH, reflux.
![Scheme 2 (i) Dodecanoyl chloride, CH2Cl2, triethylamine, pyridine, room temp.; (ii) methyl p-toluenesulfonate, (C4H9)4N+Br− , powdered NaOH, diethyl ether, CH2Cl2, room temp.; (iii) EtOH, 10% aqueous KOH, reflux.](/cms/asset/95ec79ee-fde9-4954-9ba3-b1bfbeae8462/ienz_a_122816_f0003_b.jpg)
Scheme 3 (i) Dodecan-1-ol, triphenylphosphine, THF, − 20°C; (ii) NaH, ethyl-4-(2-bromoethoxy)benzoate, DMF, room temp.; (iii) Pb(IV)acetate, acetic acid, room temp.; (iv) EtOH, 10% aqueous KOH, reflux.
![Scheme 3 (i) Dodecan-1-ol, triphenylphosphine, THF, − 20°C; (ii) NaH, ethyl-4-(2-bromoethoxy)benzoate, DMF, room temp.; (iii) Pb(IV)acetate, acetic acid, room temp.; (iv) EtOH, 10% aqueous KOH, reflux.](/cms/asset/70550ff0-7ab1-43c9-9e03-51560d972c31/ienz_a_122816_f0004_b.jpg)
Scheme 4 (i) tert-BuOK, ethyl 4-(2-bromoethoxy)benzoate, DMSO, 110°C; (ii) EtOH, 10% aqueous KOH, reflux.
![Scheme 4 (i) tert-BuOK, ethyl 4-(2-bromoethoxy)benzoate, DMSO, 110°C; (ii) EtOH, 10% aqueous KOH, reflux.](/cms/asset/ff064e78-a055-4afc-9039-3d9c25775632/ienz_a_122816_f0005_b.jpg)
Table I. Inhibition of the cPLA2α-mediated arachidonic acid release from human platelets stimulated with calcium ionophore A23187.
Table II. Inhibition of cPLA2α-activity.