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Table 1 Chemical composition of the essential oil of Haplophyllum tuberculatum vegetal parts

From: In vitro antileishmanial and cytotoxicity activities of essential oils from Haplophyllum tuberculatum A. Juss leaves, stems and aerial parts

   EO 2013 (Anlz1) EO 2013 (Anlz2) EO 2015 (Anlz3)
Constituents l.r.i.a LEO SEO LSEO LEO SEO LSEO LEO SEO LSEO
ethyl isovalerate 854 - - - - - - - 0.3 -
tricyclene 928 - - - - - 0.1 - - 0.2
α-thujene 933 - - - - - - - - 0.2
α-pinene 941 2.9 4.6 3.9 1.4 3.4 4.6 2.1 4.6 7.2
camphene 955 0.9 3.0 2.5 0.6 2.1 2.8 0.8 2.5 3.2
sabinene 977 0.4 - 0.7 0.2 0.3 0.6 0.3 0.5 0.9
β-pinene 981 1.1 3.4 2.9 0.7 2.5 3.0 0.9 3.5 3.9
myrcene 993 3.3 0.8 1.3 0.7 0.4 0.9 1.0 2.1 2.6
octanal 1002 - - - - - 0.3 - - -
α-phellandrene 1006 0.4 - 0.7 - - - - 2.8 3.8
α-terpinene 1020 - - 0.3 - - - - - -
p-cymene 1028 1.9 2.0 3.2 0.7 - 2.3 0.9 0.8 2.2
limonene 1032 8.1 2.3 5.2 2.0 1.5 2.9 2.8 6.4 9.4
(E)-β-ocimene 1052 - - - - - - - - 0.2
(E)-2-octen-1-ol 1071 0.4 - 0.7 0.6 0.9 0.7 0.6 0.6 0.4
1-octanol 1074 0.3 1.0 0.5 - 0.3 - - - -
1-nonen-3-ol 1088 0.7 1.3 - 0.6 1.1 2.0 0.6 0.6 1.1
2-nonanone 1093 - - 0.3 - - 0.3 - - -
2-methylbutyl 2-methylbutanoate 1101 - - - - - - - 0.3 -
linalool 1101 0.7 - 0.9 0.5 - 0.7 0.4 - 0.7
isopentyl 2-methylbutanoate 1103 0.6 - 0.8 0.7 0.6 0.7 0.8 - -
isopentyl isovalerate 1104 0.4 0.6 0.6 - - 0.4 - 2.0 1.0
pentyl isovalerate 1106 - - - 0.4 0.5 0.7 0.4 1.5 0.7
cis-p-menth-2-en-1-ol 1123 16.8 12.4 8.7 19.9 12.7 13.7 21.3 15.9 16.0
trans-p-menth-2-en-1-ol 1142 16.2 11.2 8.2 17.8 11.2 12.2 18.8 11.8 12.6
pinocarvone 1164 - - 0.3 - - 0.3 - - -
ethyl benzoate 1172 - - - - - - - 0.5 -
1-nonanol 1173 - - - 0.2 - - - - -
4-terpineol 1179 0.4 - 0.8 - 0.7 0.6 - 0.5 0.4
cryptone 1186 - - 4.5 1.7 3.8 3.3 1.5 1.4 1.4
1-dodecene 1193 - - - - 0.8 - - - -
cis-piperitol 1195 4.9 4.0 2.6 5.9 3.2 2.8 5.6 4.1 3.1
trans-piperitol 1207 12.1 9.1 5.5 7.9 3.2 - 8.0 4.2 -
1-octyl acetate 1213 5.4 7.4 8.8 10.5 11.0 15.2 9.9 8.1 12.4
3-methyl-3-hexen-1-yl butanoate 1235 0.8 - - - - - - - -
(Z)-3-hexenyl isovalerate 1238 - - - 0.2 - - - - -
2-nonyl acetate 1243 - - - - - 1.0 0.7 0.3 0.5
hexyl isovalerate 1243 - - - 0.6 0.6 - - - -
cumin aldehyde 1244 - 0.9 - 0.2 0.3 0.4 - - -
piperitone 1254 6.7 8.5 9.1 8.1 8.0 9.6 7.5 6.8 5.2
1-decanol 1272 - - - 1.5 - - 1.5 - -
(Z)-3-tridecene 1282 - 1.6 2.0 - - - - - -
isobornyl acetate 1287 2.0 13.8 7.8 3.0 15.0 9.8 2.8 9.8 7.3
2-undecanone 1293 0.4 1.0 0.9 0.4 0.6 0.5 0.4 0.5 0.2
2-undecanol 1304 - - 0.6 - - - - - -
neo-iso-isopulegol acetate 1310 - - 0.7 - - - - - -
myrtenyl acetate 1327 - - 0.3 - 0.7 - - - -
3-oxo-p-menth-1-en-7-al 1334 - - 0.3 - - - - - -
trans-piperitol acetate 1343 - 0.9 1.0 0.6 0.9 0.9 0.6 0.6 0.4
neryl acetate 1365 0.5 0.7 0.5 0.6 0.6 0.4 0.6 0.6 0.3
geranyl acetate 1383 - - - 0.3 0.2 - - - -
1-decyl acetate 1411 - - - 0.5 0.5 0.3 0.5 0.4 -
1-decanol acetate 1412 0.4 - 0.8 - - - - - -
1-octyl 2-methylbutanoate 1434 1.6 1.1 1.5 1.6 0.7 1.0 1.7 0.8 0.7
1-octyl isovalerate 1440 1.2 1.9 1.4 1.1 0.8 0.8 1.0 1.0 0.6
germacrene D 1482 - - - - - - - 0.7 -
ar-curcumene 1483 0.6 - - 0.7 0.3 - 0.6 - -
2-phenylethyl isovalerate 1490 - - - 0.2 - - - - -
valencene 1493 0.6 0.8 0.5 0.6 0.5 0.3 0.6 0.6 -
α-zingiberene 1496 - - - - - - - 0.3 -
β-sesquiphellandrene 1525 0.8 - - 0.8 - - 0.7 0.5 -
kessane 1526 - - - - 0.3 - - - -
tetradecanal 1612 - - - 0.4 - - 0.3 - -
α-cadinol 1654 - - - 0.3 0.3 - - 0.3 -
γ-dodecalactone 1677 - - - 0.3 0.3 - - - -
cis-14-nor-muurol-5-en-4-one 1687 - - - 0.3 - - - - -
pentadecanal 1716 0.9 - - 1.9 0.3 - 1.5 0.3 -
Monoterpene hydrocarbons   19.0 16.1 20.7 6.3 10.2 17.2 8.8 23.2 33.8
Oxygenated monoterpenes   60.3 61.5 46.7 64.8 56.7 51.4 65.6 54.3 46.0
Sesquiterpene hydrocarbons   2.0 0.8 0.5 2.1 0.8 0.3 1.9 2.1 0.0
Oxygenated sesquiterpenes   - - - 0.6 0.6 0.0 0.0 0.3 0.0
Non-terpene derivatives   13.1 15.9 23.4 23.4 22.8 27.2 21.4 18.6 19.0
Total identified   94.4 94.3 91.3 97.2 91.1 96.1 97.7 98.5 98.8
  1. aLinear retention indices (DB-5 column)
  2. Analyze 1 (Anlz1): volatile oils extracted in 2013 and analyzed in 2014
  3. Analyze 2 (Anlz2): volatile oils extracted in 2013 and re-analyzed in 2016
  4. Analyze 3 (Anlz3): volatile oils extracted in 2015 and analyzed in 2016
  5. The number of extraction repetitions: all EOs samples are extracted once