86.] 



PHLOROGLUCINOL 



161 



a yellow colouring-matter related to 

 luteolin and fisetin, and which contains 

 the phloroglucinol complex (Dunstan 

 and Henry, Proc. Roy. Soc. 67, 215', 



68, .374). 



A glucoside occurring with apiin in 

 parsley is a derivative of luteolin methyl 

 ether (Vongerichten, Ber. 33, 2334 ; 

 3904; Ann. 318, I2l). 



Acacetin, a colouring-matter con- 

 tained in leaves of Rolnnia pseud acacia, 

 is probably apigenin methyl ether 

 (A. G. Perkin, Trans. Ch. Soc. 77, 



43)- 



Kampheride from the root of Chinese 



galangal (Alpinia officinarum) contains 

 the phloroglucinol complex (Gordin, 

 Dissert. Bern, 1897; Testoni, Gazz. 

 30, 327). The same root contains 

 galangin and its methyl ether, which 

 also probably contain the phloroglucinol 

 complex (Ibid. : see also A. G. Perkin 

 and Allison, Trans. Ch. Soc. 81, 472). 

 A colouring-matter related to kam- 

 pheride occurs as glucoside in the 

 flowers of Delphinium consolida (A. G. 

 Perkin, Trans. Ch. Soc. 73, 275; 

 A. G. P. and Wilkinson, Proc. Ch. 

 Soc. 16, 182). The colouring-matter 

 from the glucoside of Delphinium con- 

 solida is kampherol (A. G. P. and 

 Wilkinson, Trans. Ch. Soc. 81, 589). 

 Kampheride is the methyl ether of 

 kampherol, and the latter is identical 

 with the colouring-matter contained in 

 the glucoside robinin from the flowers 

 of Robinia pseudacacia (A. G. Perkin, 

 Proc. Ch. Soc. 17, 87; Trans. 81, 



473)- 



Scutellarin from Scutellana altissima 



and other Labiates contains (through 

 scutellarein) the phloroglucinol complex 

 (Molisch and Goldschmiedt, Monats. 

 22, 679). 



Cotoi'n from coto bark contains the 

 methylphloroglucinol complex (Ciami- 

 cian and Silber, Ber. 27, 409) ; hydro- 

 cotoin [134] from the same source, the 

 dimethylphloroglucmol complex, and 

 methylhydrocotoin [135] from paracoto 

 bark contains the trimethylphloro- 

 glucinol complex. 



The phloroglucinol complex is con- 

 tained in gentisin [137], and exists 

 possibly in catechin, kino, and in 



dragon's blood, a resin from the W. 

 Indian Pterocarpiis (Dcemonorops) draco ; 

 in gummigutt resin from Garcinia 

 more/la from Siam, Singapore, and 

 Ceylon ; in tormentilla red from the 

 root of Potentilla tormentilla ; possibly 

 also in the tannin from Persea lingue, 

 in the tannins from horse-chestnut, from 

 the root-bark of apple, from the needles 

 of Abies pectinata, from Epacris leaves, 

 from Ledum palustre, and from other 

 sources. 



Vitexin and homovitexin, colouring- 

 matters existing as glucosides in the 

 New Zealand dyewood, 'puriri/ from 

 Vitex littoralis probably contain the 

 phloroglucinol complex (A. G. Perkin, 

 Trans. Ch. Soc. 73, 1029). Vitexin is 

 probably a stable glucoside of apigenin 

 (Ibid. Proc. Ch. Soc. 16, 45 ; Trans. 77, 

 422). 



Scoparin, the colouring-matter of 

 broom, Spartium scoparium, which may 

 be a stable glucoside of luteolin methyl 

 ether, contains this complex (Ibid. Proc. 

 Ch. Soc. 15, 123; 16, 45; Trans. 77, 



The complex is probably contained in 

 gossypetin, a colouring-matter which 

 occurs, as glucoside, in the cotton 

 flowers of Gossypium herbaceum (Ibid. 

 Trans. Ch. Soc. 75, 828), and in genis- 

 te'in, a colouring-matter contained in 

 dyer's broom, Genista tinctoria (A. G. P. 

 and Newbury, Trans. 75, 837 ; A. G. P. 

 and Horsfall, Ibid. 77, 1310). 



The complex is contained in filixic 

 and flavaspidic acids, in aspidinol and 

 albaspidin, compounds obtained from 

 the rhizome of Aspidium Jilix mas, 

 A. spinnlosum, and Athyrium Jilix fcemina 

 (Boehm, Ann. 302, 181; 307, 249; 

 318, 230 ; 245 ; 253 : see also Herzig 

 and Wenzel, Monats. 23, 81 et seq.). 

 Filixic acid may contain the complexes 

 of homologues of phloroglucinol, such 

 as dimethyl- and trimethylphloroglu- 

 cinol. 



NOTE : For synthesis of dimethylphloro- 

 glucinol from trinitro-m-xylene see Weidel and 

 Wenzel, Monats. 10, 237 ; of trimethylphloro- 

 glucinol from trinitromesitylene, Ibid., and 

 Cassella & Co., Germ. Pats. 102358 of 1897 ; 

 Ch. Centr. 1899, 1, 1263, and 103683 of 1898 ; 

 Ch. Centr. 1899, 2, 503. 



