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. 2020 Jun 8;25(11):2658. doi: 10.3390/molecules25112658

Table 3.

List of compounds from ethanolic petiole and fruit extracts observed in GC-MS with their retention time and biological activity.

Compound Name of Compound Plant Part RT
(min)		 Peak Area % Ion Mass (m/z) M.F M.W Biological Activity
1 Aziridine,2-methyl-2-(2,2,4,4-tetramethylpentyl)- Petiole 3.52 3.25 124.0 C12H25N 183 Not reported
2 7-Methyl-Z-tetradecen-1-ol acetate Petiole 4.06 1.65 126.02 C17H32O2 268 Anti-cancer, anti-inflammatory,
[29]
3 7-Ethyl-4-decen-6-one Petiole 5.55 100 110.0 C12H22O 182 Not reported
4 Acetamide,N-methyl-N-[4-(3-hydroxypyrrolidinyl)-2-butynyl]- Petiole 6.15 17.85 124.01 C11H18N2O2 210 Anti-fungal activity [33]
5 Cyclopropa[d]naphthalen-3-one,octahydro-2,4a,8,8-tetramethyl-,oxime Petiole 6.67 33.18 124.02 C15H25NO 235 Not reported
6 2-Ethylcyclohexylamine,N-(2-chloropropylidene)-,N-oxide Petiole 7.16 17.28 154.08 C11H20ClNO 217 Not reported
7 1-Ethynyl-3,trans(1,1-dimethylethyl)-4,cis-methoxycyclohexan-1-ol Petiole 7.50 5.91 97.0 C13H22O2 210 Anti-Candida, anti-inflammatory [29]
8 1-Heptatriacotanol Petiole 7.76 8.14 123.02 C37H76O 536 Antioxidant, anticancer and, anti
inflammatory [30]
9 Propiolic acid, 3-(1-hydroxy-2-isopropyl-5-methylcyclohexyl)-, ethyl ester Petiole 9.12 4.42 191.11 C15H24O3 252 Antiangiogenic
activity
[30]
10 1-Methyl-8-propyl-3,6-diazahomoadamantan-9-ol Petiole 9.30 5.19 137.04 C13H24N2O 224 Not reported
11 2-Hydroxy-4,4,8-trimethyltricyclo[6.3.1.0(1,5)]dodecan-9-one Petiole 9.79 8.85 180.10 C15H24O2 236 Not reported
12 Phen-1,4-diol, 2,3-dimethyl-5-trifluoromethyl- Petiole 10.12 5.22 149.0 C9H9F3O2 206 Antioxidant,
antithrombotic and
anti-tuberculosis
[29]
13 2-[4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hexa-1,3,5-trienyl]cyclohex-1-en-1-carboxaldehyde Petiole 11.15 4.09 73.0 C23H32O 324 Not reported
14 Phenol, 2,6-dimethoxy-4-(2-propenyl)- Petiole 11.36 4.45 194.10 C11H14O3 194 Anti-fungal and Anti-helminthic
15 Propanoic acid, 2-methyl-, (dodecahydro-6a-hydroxy-9a-methyl-3-methylene-2,9-dioxoazuleno[4,5-b]furan-6-yl)methyl ester, Petiole 12.57 6.01 135.04 C19H26O6 350 Anti-biotic
16 5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one, Petiole 17.63 1.69 81.04 C28H36O11 548 Not reported
[29]
17 1H-Cyclopropa[3,4]benz[1,2-e]azulene-5,7b,9,9a-tetrol, 1a,1b,4,4a,5,7a,8,9-octahydro-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, Petiole 18.36 4.51 91.08 C26H36O8 476 Not reported
18 Dodecanoic acid, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta Petiole 19.65 1.95 105.06 C32H50O6 530 Flavor [34]
19 Paromomycin Fruit 3.13 3.31 112.02 C23H45N5O14 615 Antibiotic [32]
20 2-Hexenoic acid, 5-hydroxy-3,4,4-trimethyl-, (E)- Fruit 3.52 7.91 128.0 C9H16O3 172 Not reported
21 2,6,10,10-Tetramethyl-1-oxaspiro[4.5] decan-6-ol Fruit 4.21 3.18 85.0 C13H24O2 212 Not reported
22 5-Amino-1-benzoyl-1H-pyrazole-3,4-dicarbonitrile Fruit 4.97 3.18 122.0 C12H7N5O 237 Not reported
23 2(3H)-Furanone, 5-heptyldihydro Fruit 5.16 1.8 85.0 C11H20O2 184 Not reported
24 5,5,8a-Trimethyl-3,5,6,7,8,8a-hexahydro-2H-chromene Fruit 6.16 5.18 124.03 C12H20O 180 Not reported
25 2-(2-Methyl-propenyl)-cyclohexanone oxime Fruit 6.67 2.85 124.02 C10H17NO 167 Not reported
26 2-Ethylcyclohexylamine, N-(2-chloropropylidene)-, N-oxide Fruit 7.00 1.21 154.08 Not found Not reported
27 Cyclopropa[d]naphthalen-3-one, octahydro-2,4a,8,8-tetramethyl-, oxime Fruit 7.75 4.34 142.01 C15H25NO 235 Not reported
28 Limonen-6-ol, pivalate Fruit 8.87 11.42 133.02 C15H24O2 236 Antioxidant and anti-inflammatory [30]
29 α-DGlucopyranoside,O-α-d-glucopyranosyl-(1.fwdarw.3)-β-d-fructofuranosyl Fruit 9.15 19.39 137.06 C18H32O16 504 Anticarcinogenic, and anti-microbial [30]
30 1-Heptatriacotanol Fruit 9.32 1.68 163.08 C37H76O 536 Antioxidant, anticancer and
inflammatory
[30]
31 2-Hydroxy-4,4,8-trimethyltricyclo[6.3.1.0(1,5)]dodecan-9-one Fruit 9.80 3.28 180.10 C15H24O2 236 Not reported
32 Phen-1,4-diol, 2,3-dimethyl-5-trifluoromethyl- Fruit 10.12 1.95 149.0 C9H9F3O2 206 Antimicrobial activity [35]
33 2-[4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hexa-1,3,5-trienyl]cyclohex-1-en-1-carboxaldehyde Fruit 12.66 3.99 123.10 C23H32O 324 Antimicrobials and antiviral [35]
34 Betulin Fruit 14.77 1.29 267.10 C30H50O2 442 Anti-inflammatory, and cytotoxicity [31]
35 1H-Cyclopropa[3,4]benz[1,2-e]azulene-4a,5,7b,9,9a(1aH)-pentol, 3-[(acetyloxy)methyl]-1b,4,5,7a,8,9-hexahydro- Fruit 15.63 1.55 69.10 C28H38O10 534 Not reported
36 4H-Cyclopropa[5′,6′]benz[1′,2′:7,8]azuleno[5,6]oxiren-4-one, 8,8a-bis(acetyloxy)-2a-[(acetyloxy)methyl]-1,1a,1b,1c,2a,3,3a,6a Fruit 19.04 1.23 69.10 C27H36O10 520 Not reported
37 7,8-Epoxylanostan-11-ol, 3-acetoxy- Fruit 20.37 3.66 139.10 C32H54O4 502 Not reported

* RT—retention time; M.F—molecular formula; M.W—molecular weight.