182 Bitancourt, Nogueira, and Schwarz 



POLYMERS 



INDOLE DERIVATIVES 



Benzene ring 

 Cltdvage Oxidation 



Pyrrole ring 

 Oxiddhon Cledvdge 



P ♦■ 

 Y 



R- 

 R 



O 



L 4- 



E 







E „- 

 R 



I ♦■ 

 V 

 A 



I 



V ♦- 



E 



6-. 



7- 



H 



Y 



- 

 R 



X 



Y ^ 

 D 



R 



I ^ 

 V 



A ♦ 



T 



. ' ♦ 

 V 



. E ♦ 

 S 



TRYPTOPHAN 



INDOLEPYRUVIC ACID 



INOOLEACETALDEHYDE 



1 

 ■INDOLE ACE TIC ACID 



INDOLECLYCOLIC ACIO 



INDOLECLYOXVLIC ACIO 



INDOLEALOEHYOE 



I 



INOOLECARBOXYLtC ACIO 



i 

 INOOLE 



Fig. 1. Catabolic lattice of indole derivatives. 



In the course of these studies we had the opportunity to establish 

 or improve a number of useful chromatographic methods, notably 

 that of double chromatography (27) which, in the case of eminently 

 labile substances like some indole derivatives, furnish valuable evi- 

 dence on the nature of the decomposition products and their path- 

 ways of decomposition. 



The complete studies are published or arc in jneparation for 

 publication (7, 23, 26, 28, 29), and this paper presents a condensation 

 of the principal results. 



Fig. 2. Chromatogram of ultiaviolet decomposition products of indoIe-3-acetic 

 acid. Ascending chromatography. Acetone and water 8:2. Citric acid-disodium 

 piiosphate bufler solutions (0.1 M) at pH 3, 5, 7, and 8 were applied along the 

 vertical lines before chromatograpliy. The decomposed solution was applied at 

 I. The short-wave ultraviolet absorjjtion of sonic portions of zone X (lAA) is 

 indicated i)y stippling. Tlie coniplele oulliiie of this zone as revealed by Ehrlich's 

 reagent, is indicated by two internipleil lines. Dots and crosses indicate the center 

 of zone II at the level of pH lines and in between lines, respectively. Conventional 

 hatching indicates approximate fluorescence colors as in Figure 7. 



