52 



GROWTH HORMONES IN PLANTS 



Physiological Effectiveness of the Auxins, Their Derivatives, 

 and Other Compounds. — All the following compounds have 

 been reported on by Kogl (1935, Mitt. XIV) and by Kogl and 

 Kostermans (1935, Mitt. XVI). Activity is indicated in the list 

 presented below in terms of the Avena-curvature test. 



Compound tested 



Formula 



Eflfectivenesa, 

 AE per milli- 

 gram 



Auxentriolic acid (auxin a) 



Auxin-a lactone 



Auxin methyl ester 



Dihydroauxin 



Dihydroauxin lactone 



Auxin-p-phenylphenacyl ester 



Tri-m-dinitrobenzoyl auxin 



Auxenolonic acid (auxin 6) 



Auxin-fe p-phenylphenacyl ester 



Auxin-6 semicarbazone 



Lactone of auxin-6 dimethyl acetal 



Dihydroauxin b 



Monodinitrobenzoyl auxin b (hydrated) 



3-Indole acetic acid (heteroauxin) 



Heteroauxin methyl ester 



Heteroauxin ethyl ester 



Heteroauxin n-propyl ester 



Heteroauxin isopropyl ester 



2, .3-Dihydro-3-indole acetic acid 



Methyl 2, 3-dihydro-3-indole acetate (methyl ester of the 



above) 



l-Methyl-3-indole acetic acid 



Ethyl-l-methyl-3-indole acetate (ethyl ester of the above) . 



2-Methyl-3-indole acetic acid 



Methyl 2-methyl-3-indole acetate (methyl ester of the 



above) 



2-Ethyl-3-indole acetic acid 



5-Methyl-3-indole acetic acid 



Methyl 5-methyl-3-indole acetate (methyl ester of the 



above) 



2, 5-Dimethyl-3-indole acetic acid 



/9-3-Indole propionic acid 



3-Indole carboxylic acid 



2-IndoIe carboxylic acid 



a-3-Indole propionic acid 



a-3-Indole lactic acid 



3-Indole-pyroracemic (pyruvic) acid 



(3-3-Indole a-aminopropionic acid (tryptophane) 



CisHssOs 



Clf,H3o04 



C19H34O5 

 C18H34O5 

 C18H32O4 

 C32H42O6 



C39H3802oNti 



C18H30O4 



C32H^o05 



C19H33O4N3 



C20H34O4 



Cl8H3i04 



C25H32O9N: 



C10H9O2N 



C11H11O2N 



C12H13O2N 



C13H15O2N 



Cl3Hl502N 



CioHii02N 



CuHisGsN 

 C11HUO2N 

 C13H15O2N 

 CUH11O2N 



C12H13O2N 

 C12H13O2N 

 CiiHiiQ.N 



C12H13O2N 



C12H13O2N 



C11H11O2N 



C9H-O2N 



C9H7O2N 



CuHn02N 



CnHiiOoN 



C11H9O3N 



CllHl2N202 



50.000,000 



35 , 000 . 000 



Inactive 



Inactive 



Inactive 



Inactive 



Inactive 



50,000,000 



Inactive 



Inactive 



Inactive 



Inactive 



Inactive 



25,000,000 



10,000,000 



3,000,000 



1 , 000 , 000 



100,000 



Inactive 



Inactive 



30,0001 

 Inactive 

 125,0002 



Inactive 

 Inactive 

 1 , 500 , 000 



1,200,000 

 Inactive' 

 Inactive 

 Inactive 

 Inactive 

 6 , 000 , 000 

 Inactive 



200,000 

 Inactive 



• Haagen Smit and Went (1935) report these two compounds equally active (0.002 as 

 active as 3-indole acetic acid). The curvature is confined to a short region at the tip. 



2 Haagen Smit and Went (1935) report this compound only half as active as 1-methyl- 

 3-indole acetic acid. The curvature is confined to a short region at the tip. 



