JOURNAL OF COSMETIC SCIENCE 80 Table IX Compounds Identifi ed in the Nonpolar Fractions of the DM Peloid Entry Fraction Class of compounds Compound(s) Yielda 1 n-Heptane Alkanes Pentadecane 0.03 Dodecane 0.15 Alkenes Tridec-1-ene 2.5 × 10−3 Tetradec-1-ene 4.6 × 10−3 Aromatic hydrocarbons Ethylbenzene 8.2 ×.10−4 o-Xylene 1.7 × 10−3 1,4-Diethylbenzene 4.0 × 10−3 1,2,4-Trimethylbenzene 1.7 × 10−3 2 Cyclohexane Alkanes Decane 3.5 × 10−3 Undecane 0.18 Dodecane 0.02 Tridecane 0.06 Pentadecane 0.02 2,4-Dimethylhexane 0.01 Alkenes Dodec-1-ene 0.05 Tridec-1-ene 0.05 Hexa-2,4-diene 0.09 Aromatic hydrocarbons Ethylbenzene 0.02 o-Xylene 0.02 m-Xylene 0.04 Alkanols Undecan-1-ol 8.7 × 10−3 Tretradecan-1-ol 0.02 2-Methyldecan-1-ol 0.01 2-Butyloctan-1-ol 0.02 2,7-dimethyloctan-1-ol 4.5 × 10−3 Oleyl alcohol 0.02 3 Diisopropyl ether Alkanes Decane 3.7 × 10−3 Dodecane 0.17 Hexadecane 0.03 Alkenes Hexa-2,4-diene 0.01 Tridec-1-ene 4.8 × 10−3 Aromatic hydrocarbons Ethylbenzene 0.01 o-Xylene 0.05 p-Xylene 0.02 1,2,3-trimethylbenzene 8.9 × 10−3 Alkanols Tetradecan-1-ol 3.5 × 10−3 2-Butyl-octan-1-ol 1.7 × 10−3 2-Methyl-undecan-1-ol 1.5 × 10−3 a Yield is defi ned as milligram of compounds per gram of DM sample. sample (5.0 g) was washed with MeOH to remove sulfur, and successively extracted with n-heptane. The extract was purifi ed on SiO2 by isocratic elution (n-heptane, cyclohexane, and diisopropyl ether) to afford 125 mg of total crude (the extraction yields are given in Table II). Alkanes, alkenes, aromatic hydrocarbons, and alkanols were identifi ed by GC-MS analysis (Table IX, entries 1–3). The cyclohexane fraction showed the highest amount of compounds (0.67 mg), fol- lowed by diisopropyl ether (0.31 mg) and n-heptane (0.2 mg). As a general trend, the amount of compounds in the polar fraction was higher than that found in the nonpo- lar fraction.

FREE RADICALS AND NATURAL SUBSTANCES IN PELOIDS 81 Table X Selected GC-MS of Organic Components in DM and WM Samplesa Compounds m/z (%) Alkanols Decan-1-ol (C10) 140 (7) [M-H2O], 112 (26), 83 (64), 70 (87), 55 (100)b Undecan-1-ol (C11) 154 (8) [M-H2O], 126 (22), 111 (29), 83 (71), 69 (91), 55 (100) Dodecan-1-ol (C12) 168 (13) [M-H2O], 140 (25), 111 (31), 97 (50), 83 (82), 69 (91), 55 (100) 2-Butyl-octan-1-ol (C12) 140 (10) [M-46], 125 (16), 111 (20), 85 (31), 69 (50), 57 (100) Tridecan-1-ol (C13) 182 (12) [M-H2O], 139 (10), 111 (30), 83 (70), 69 (80), 55 (100) Tetradecan-1-ol (C14) 214 (10) [M-H2O], 140 (12), 111 (35), 83 (71), 69 (75), 55 (100) Octadecan-1-ol (C18) 252 (21) [M-H2O], 224 (19), 209 (5), 125 (29), 111 (38), 83 (100) Icosan-1-ol (C20) 298 (2) [M], 280 (24) [M-H2O], 252 (15), 238 (7), 224 (9), 210 (9), 43 (100) Aromatic hydrocarbons Ethylbenzene 106 (32) [M], 91 (100) [M-CH3], 77 (11), 65 (13), 51 (12) m-Xylene 106 (71) [M], 91 (100) [M-CH3], 77 (18), 65 (11), 51 (19), 39 (24) p-Xylene 106 (75) [M], 91 (100) [M-CH3], 77 (13), 65 (7), 51 (10), 39 (10) 1,4-Diethyl benzene 134 (55) [M], 119 (100) [M-CH3], 105 (83), 91 (25), 77 (12) 1,2,4-Trimethyl benzene 220 (35) [M], 105 (100) [M-CH3], 91 (14), 77 (16), 65 (10) Carboxylic acids and ester derivatives Butyl acetate (C6) 73(24), 61 (25), 56 (43), 43 (100) Myristic acid (C14) 228 (42) [M], 185 (20), 129 (51), 73 (100) Palmitic acid (C16) 256 (22) [M], 213 (14), 129 (31), 73 (87), 60 (81), 43 (100) Stearic acid (C18) 284 (31) [M], 255 (11), 241 (14), 185 (18), 129 (32), 43 (100) Ricinoleic acid (C18) 280 (21) [M], 264 (2), 184 (24), 166 (37), 98 (68), 55 (100) Methyl palmitate (C17) 270 (22) [M], 238 (7) [M-CH3OH], 227(19), 87 (74), 74 (100) Methyl oleate (C19) 296 (5) [M], 264 (15) [M-CH3OH], 222 (16), 180 (20), 83 (71), 69 (80), 55 (100) Methyl stearate (C19) 298 (14) [M], 267 (4) [M-CH3OH], 255 (10), 143 (18), 87 (68), 74 (100) Terpenoids Retinol (vitamin A) 284 (100) [M], 269 (12) [M-CH3], 173 (62), 159 (51), 145 (48), 119 (67) Retinoic acid 300 (100) [M], 285 (27) [M-CH3], 256 (22) [M-CO2], 185 (28), 145 (47) Retinol acetate 328 (16) [M], 268 (100) [M-COOH], 253 (24) [M-COOH-CH3], 197 (29), 145 (67), 119 (63) Methyl retinoate 314 (100) [M], 299 (14) [M-CH3], 255 (23), 177 (20), 159 (18), 119 (26) Gibberellic acid 346 (8) [M], 328 (14) [M-H2O], 300 (15), 284 (13), 152 (28), 136 (100), 121 (61) Limonene 136 (21) [M], 121 (22) [M-CH3], 107 (21) [M-2xCH3], 93 (45), 68 (100) β-Carotene 536 (100) [M], 444 (23), 430 (8), 378 (9), 268 (13), 105 (64) α-Tocopherol 430 (35) [M], 205 (8), 165 (100), 149 (5), 136 (7), 121 (9) Phenols Salicylic acid 138 (90) [M], 120 (100) [M-H2O], 92 (83), 64 (27), 39 (23) Gallic acid 170 (45) [M], 152 (100) [M-H2O], 124 (37), 106 (28), 95 (13), 48 (31) Gallaldehyde 154 (100) [M], 136 (9) [M- H2O], 125 (14), 108 (13), 79 (18), 51 (12) Phenol 94 (100) [M], 66 (44), 55 (8), 39 (33)