GC-MS investigation and toxicological evaluation of alkaloids from Leptadenia pyrotechnica

Figures & data

Table 1.  GC-MS experimental data of alkaloid mixture from fractions A(I-IV), B(I-III) and C(I-II).

Fraction	Alkaloid compounds	CN^1	tr (min)^2	Molecular formula	M^+ (intensity %)^3	RA (%)^4
AI	1-(4, 6-dimethoxypyrimidin-5-yl) ethanone	1	24.82	C8H10N2O3	182 (100), 183 (9.8)	6.48
	8-hydroxy-2, 3-dihydro [1,3] thiazolo [3, 2-a] pyridine-4-ium	2	29.64	C7H8NOS^+	154 (100), 155 (7.9)	5.67
AII	3-(dimethylamino)-5-methyl-3a- phenyl-3a, 4, 5, 7a-tetrahydro-1H-isoindol-1-one	3	28.08	C17H20N2O	268 (100), 269 (19)	69.66
AIII	1H-pyrrole-2, 5-dione	4	31.12	C4H3NO2	97 (100), 98 (4.6)	23.49
	2, 7-dimethyl-2, 3-dihydrofuro [2, 3-c] pyridine	5	37.18	C9H11NO	149 (100), 150 (10)	35.64
AIV	3-{5-[ethyl(propyl)amino]- 1-methyl-3-oxopiperidin-2-yl}propanenitrile	6	26.79	C14H25N3O	251 (100), 252 (16.7)	8.10
	3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde	7	39.85	C8H9NO3	167 (100), 168 (9.5)	13.77
	1-methyl-1H-purin-6-amine	8	40.26	C6H7N5	149 (100), 150 (8.5)	21.71
BI	(6-methylpyrazin-2-yl)methanol	9	13.79	C6H8N2O	124 (100), 125 (6.8)	51.85
	pyridine-4-amine	10	14.29	C5H6N2	94 (100), 95 (5.7)	15.25
	2-(butan-2-yl) pyrazine	11	16.35	C8H12N2	136 (100), 137 (9.6)	21.35
BII	4-methylpyrimidine	12	14.10	C5H6N2	94 (100), 95 (5.7)	60.75
	2-ethyl-3-methylpyrazine	13	18.57	C7H10N2	122 (100), 123 (7.9)	11.34
	1-propylpyrrolidin-2-one	14	20.21	C7H13NO	127 (100), 128 (8)	19.44
	1-butylpyrrolidin-2-one	15	20.67	C8H15NO	141(100), 142 (9)	17.82
	4-[(tert-butylsulfanyl) methyl] pyridine	16	26.59	C10H15NS	181(100), 182 (11)	8.10
BIII	2, 6-dimethyl-1-nitrosopiperidine	17	15.38	C7H14N2O	142 (100), 143 (8.6)	23.65
	3-(1-methyl-2-pyrrolidin-2-yl) pyridine	18	19.07	C10H14N2	162 (100), 163 (11)	14.20
	4,5,6,7-tetrahydro-3 H-indolin-3-one	19	28.32	C8H9NO	135 (100), 136 (9.4)	10.65
CI	3-methylpyridine1-oxide	20	16.04	C6H7NO	109 (100), 110 (6.8)	7.10
	4-methyl-2-nitropyridine	21	16.62	C6H6N2O2	138 (100), 139 (6.8)	22.72
	4-methyl-2H-pyrrol-2-amine	22	16.78	C5H8N2	96 (100), 97 (6.4)	36.21
CII	2-hydrazinylpyridine	23	13.88	C5H7N3	109 (100), 110 (5.7)	11.34
	2-(methylsulfanyl) pyridine-3-ol	24	16.46	C6H7NOS	141 (100), 142 (6.8)	28.35

¹Compound number.

²Retention time.

³Molecular ion peak.

⁴Relative area.

Table 2.  GC-MS experimental data of simple amine constituents of different fractions from alkaloid extract.

Fraction	Tertiary amines compounds	CN^1	tr (min)^2	Molecular formula	M^+ (intensity %)^3	RA %^4
BIII	N-ethyl-N-hydroxyethanamine	25	9.96	C4H11NO	89 (100) 90 (4.7)	4.97
BIII	4-aminobenzene-1,3-diol	26	18.57	C6H7NO2	125 (100) 126 (6.9)	4.97
BII	2-methylazetidine	27	22.72	C4H9N	71 (100) 72 (4.6)	4.05
BI, BII	N, N′- diphenylcarbodiimide	28	27.45	C13H10N2	194 (100) 195 (14.6)	6.10
BI	N-(prop-1-yn-1yl) acetamide,	29	29.98	C5H7NO	97 (100) 98 (5.7)	3.66
AI	1,2-dimethylazetidine	30	31.23	C5H11N	85 (100) 86 (5.9)	5.67

¹Compound number.

²Retention time.

³Molecular ion peak.

⁴Relative area.

Figure 1.  GC-MS chromatogram of the alkaloid components of fraction AI.

Figure 2.  GC-MS chromatogram of the alkaloid components of fraction AII.

Figure 3.  GC-MS chromatogram of the alkaloid components of fraction AIII.

Figure 4.  GC-MS chromatogram of the alkaloid components of fraction AIV.

Figure 5.  GC-MS chromatogram of the alkaloid components of fraction BI.

Figure 6.  GC-MS chromatogram of the alkaloid components of fraction BII.

Figure 7.  GC-MS chromatogram of the alkaloid components of fraction BIII.

Figure 8.  GC-MS chromatogram of the alkaloid components of fraction C1.

Figure 9.  GC-MS chromatogram of the alkaloid components of fraction CII.