Table 1.
Number | Compounds | Parts | References |
---|---|---|---|
Flavonoids | |||
| |||
Flavones and isoflavones | |||
1 | 7-Methoxy-3,3′,4′,6-tetrahydroxyflavone | Heartwood | [18] |
2 | Fisetin | Heartwood | [18] |
3 | 4′,5,7-Trihydroxy-3-methoxyflavone | Root | [19] |
4 | Formononetin | Heartwood Root heartwood Water fraction∗ |
[3, 18, 20–26], [27]∗ |
5 | 2′-O-Methylformononetin | Heartwood | [24] |
6 | Daidzein | Heartwood | [24] |
7 | 3′-Hydroxydaidzein | Heartwood | [18, 20] |
8 | 3′-Methoxydaidzein | Root | [19, 20] |
9 | 2′,7-Dihydroxy-4′,5′-dimethoxyisoflavone | Heartwood | [18] |
10 | 7,3′-Dihydroxy-5′-methoxyisoflavone | Heartwood | [28, 29] |
11 | Tectorigenin | Heartwood | [3, 23, 30] |
12 | Koparin | Heartwood | [18] |
13 | Xenognosin B | Heartwood Water fraction∗ |
[18], [27]∗ |
14 | Prunetin | Leaves | [31] |
15 | Genistein | Leaves | [14, 31, 32] |
16 | Biochanin A | Leaves Heartwood |
[14, 31–33] |
17 | Biochanin B | Heartwood Heartwood |
[33] |
18 | Olibergin A | Heartwood | [24] |
19 | Orobol | Heartwood | [24] |
20 | Bowdichione | Heartwood | [18, 20] |
| |||
Flavanones, flavans, isoflavanones, and isoflavans | |||
21 | (2S)-Liquiritigenin | Heartwood Water fraction∗ |
[3, 18, 23, 29], [27]∗, [25] |
22 | Eriodictyol | Heartwood | [33] |
23 | Naringenin | Heartwood Water fraction |
[27]∗, [33] |
24 | (2S)-Pinocembrin | Heartwood Water fraction∗ |
[24, 29], [27]∗, [33] |
25 | 3′,4′,7-Trihydroxyflavanone | Heartwood Water fraction∗ |
[18, 34], [27]∗ |
26 | (2S)-Pinostrobin | Heartwood | [24] |
27 | (2S)-3′,5,5′,7-Tetrahydroxyflavanone | Heartwood | [24] |
28 | (2S)-7-Methoxy-4′,6-dihydroxyflavanone | Heartwood | [24] |
29 | Carthamidin | Heartwood | [34] |
30 | 6,7,4′-Trihydroxyflavanone | Heartwood | [28] |
31 | 6,4′-Dihydroxy-7-methoxyflavanone | Heartwood | [28] |
32 | (2S)-6,7,4′-Trihydroxyflavan | Heartwood | [28] |
33 | (2S)-6,4′-Dihydroxy-7-methoxyflavan | Heartwood | [28, 29] |
34 | 6,7-Dimethoxy-2-(4-methoxybenzoquinonyl)flavan | Heartwood | [35] |
35 | (3R)-Sativanone | Heartwood | [18, 24, 29, 33, 34] |
36 | (3R)-Violanone | Heartwood Water fraction |
[24], [27]∗ |
37 | (3R)-3′-O-Methylviolanone | Heartwood Water fraction∗ |
[18, 24, 29], [27]∗ |
38 | (3R)-Vestitone | Heartwood Water fraction∗ |
[34], [27]∗ |
39 | (3S)-2′,4′,5′-Trimethoxy-7-hydroxyisoflavanone | Heartwood | [24] |
40 | (3R)-2′,3′,7-Trihydroxy-4′-methoxyisoflavanone | Heartwood Root |
[19, 20, 34] |
41 | (3R)-4′-Methoxy-2′,3,7-trihydroxyisoflavanone | Heartwood Water fraction∗ |
[18, 24, 34], [27]∗ |
42 | (3S)-2′,4′-Dimethoxy-3,7-dihydroxyisoflavanone | Heartwood | [24] |
43 | (3R)-7,3′-Dihydroxy-6,2′,4′-trimethoxyisoflavanone | Heartwood | [7] |
44 | (3R)-Vestitol | Heartwood Root heartwood Root |
[19–22, 34] |
45 | (3R)-5′-Methoxyvestitol | Heartwood Root |
[3, 20, 23, 25] |
46 | (3R)-3′,8-Dihydroxyvestitol | Heartwood | [20] |
47 | Duratin | Heartwood Root heartwood |
[21, 22] |
48 | Isoduratin | Heartwood Root heartwood |
[21, 22] |
49 | Mucronulatol | Heartwood Root heartwood |
[3, 21–23] |
50 | (3R)-Calussequinone | Heartwood | [3, 20, 23, 26] |
51 | 7-Hydroxy-5′-methoxyspiro[benzo[d][1,3]dioxole-2′,3-chroman]-4-one | Heartwood | [35] |
52 | Odoriflavene | Heartwood Root heartwood Root |
[21, 22, 25] |
| |||
Neoflavones | |||
53 | Dalbergin | Heartwood | [18, 28, 36] |
54 | Stevenin | Heartwood | [18, 36] |
55 | Melanettin | Heartwood | [18, 24, 36] |
56 | 3′-Hydroxymelanettin | Heartwood | [18, 24, 33, 36] |
57 | R(−)-Latifolin | Heartwood | [24, 28, 29, 37] |
58 | R(−)-5-O-Methylatifolin | Heartwood | [24, 28] |
59 | R(−)-Dalbergiphenol | Heartwood | [28] |
60 | 9-Hydroxy-6,7-dimethoxydalbergiquinol | Heartwood | [28] |
61 | 4,5-Dimethoxy-2-hydroxydalbergiquinol | Heartwood | [24] |
62 | 2,4,5-Trimethoxy-3′-hydroxydalbergiquinol | Heartwood | [24] |
63 | 2,4,5-Trimethoxydalbergiquinol | Heartwood | [38] |
64 | 3′-Hydroxy-2,4,5-trimethoxydalbergiquinol | Heartwood | [36] |
| |||
Chalcones | |||
65 | Isoliquiritigenin | Heartwood | [18, 24, 28, 29, 34] |
66 | 2′-O-Methyl-isoliquiritigenin | Heartwood Root |
[20, 25] |
67 | 4,2′,5′-Trihydroxy-4′-methoxychalcone | Heartwood | [28] |
68 | Butein | Heartwood | [18, 24] |
69 | α,2′,3,4,4′-Pentahydroxydihydrochalcone | Heartwood | [24] |
70 | α,2′,4,4′-Tetrahydroxydihydrochalcone | Heartwood | [24] |
| |||
Pterocarpans | |||
71 | Medicarpin | Heartwood Root heartwood Root CHCl3 extract∗∗ |
[2, 18–24, 26], [39]∗∗ |
72 | (6aR,11aR)-6a,9-Dimethoxy-3-hydroxypterocarpan | Heartwood | [7] |
73 | (6aR,11aR)-6a,3,9-Trimethoxypterocarpan | Heartwood | [7] |
74 | (6aR,11aR)-Variabiin | Heartwood | [7] |
75 | Vesticarpan | Heartwood | [7] |
76 | 3-Methoxy-9-hydroxypterocarpan | Heartwood | [7] |
77 | Meliotocarpan A | Heartwood | [7, 18] |
78 | Meliotocarpan C | Heartwood Root heartwood |
[21, 22] |
79 | Meliotocarpan D | Heartwood Root heartwood |
[7, 21, 22] |
80 | Methylnissolin | Heartwood Root heartwood |
[21, 22] |
81 | Odoricarpan | Heartwood Root heartwood |
[21, 22] |
82 | 3-Hydroxy-9-methoxycoumestan | Heartwood | [18] |
| |||
Bisflavonoids | |||
83 | (3R,4R)-trans-2′,3′,7-Trihydroxy-4′-methoxy-4-[(3R)-2′,7-dihydroxy-4′-methoxyisoflavan-5′-yl]isoflavan | Heartwood | [20] |
84 | (3R,4R)-trans-2′,7-Dihydroxy-4′-methoxy-4-[(3R)-2′,7-dihydroxy-4′-methoxyisoflavan-5′-yl]isoflavan | Heartwood | [20] |
85 | (3R,4R)-trans-2′,7-Dihydroxy-4′,5′-dimethoxy-4-[(3R)-2′,7-dihydroxy-4′-methoxyisoflavan-5′-yl]isoflavan | Heartwood | [20] |
86 | (3R,4R)-trans-3′,7-Dihydroxy-2′,5′-dimethoxy-4-[(3R)-2′,7-dihydroxy-4′-methoxyisoflavan-5′-yl]isoflavan | Heartwood | [20] |
87 | (3R,4R)-trans-3′,7-Dihydroxy-2′,5′-dimethoxy-4-[(3R)-2′,7-dihydroxy-4′-methoxyisoflavan-5′-yl]isoflavan | Heartwood | [40] |
88 | DO-17∗ | Heartwood | [20] |
89 | DO-19∗ | Heartwood | [40] |
90 | DO-20∗ | Heartwood | [40] |
91 | DO-21∗ | Heartwood | [40] |
| |||
Phenols | |||
| |||
92 | 2-(2-(2,4-Dimethoxyphenyl)-2-oxoethoxy)-4-hydrobenzoic acid | Heartwood | [7] |
93 | 2-(2,4-Dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl) ethanone | Heartwood | [7] |
94 | Obtustyrene | Heartwood Root heartwood |
[21, 22] |
95 | Hydroxyobtustyrene | Heartwood Root heartwood |
[21–23] |
96 | Isomucronustyrene | Heartwood Root heartwood |
[21, 22] |
97 | Cearoin | Heartwood | [18, 28, 36] |
98 | 2,2′,5-Trihydroxy-4-methoxybenzophenone | Heartwood | [28] |
99 | 2,4-Dihydroxy-5-methoxybenzophenone | Root | [19] |
100 | Methyl-2-hydroxy-3,4-dimethoxybenzoate | Heartwood Root heartwood |
[21, 22] |
101 | 2-Hydroxy-3,4-dimethoxybenzaldehyde | Heartwood | [23] |
| |||
Sesquiterpenes | |||
| |||
102 | 6α-Hydroxycyclonerolidol | Heartwood | [41] |
103 | Rel-(3R,6R,7S)-3,7,11-Trimethyl-3,7-epoxy-1,10-dodecadien-6-ol | Heartwood | [41] |
104 | Rel-(3S,6R,7S,10S)-2,6,10-Trimethyl-3,6,7,10-diepoxy-2-dodecen-11-ol | Heartwood | [41] |
105 | Rel-(3S,6R,7S,10R)-2,6,10-Trimethyl-3,6,7,10-diepoxy-11-dodecen-2-ol | Heartwood | [41] |
106 | Rel-(2R,2′R,5′S)-2,5′-Dimethyl-5′-vinylhexahydro-2,2′-bifuran-5(2H)-one | Heartwood | [41] |
107 | Crocinervolide | Heartwood | [41] |
108 | Neroplofurol | Heartwood | [41] |
109 | Rel-(3S,6R,7S,9E)-3,7,11-Trimethyl-3,6-epoxy-1,9,11-dodecatrien-7-ol | Heartwood | [41] |
110 | Rel-(3S,6R,7S)-3,7,11-Trimethyl-3,6-epoxy-1-dodecen-7,11-diol | Heartwood | [41] |
111 | Rel-(3S,6R,7S)-3,7,11-Trimethyl-3,6-epoxy-1,10-dodecadien-7-ol | Heartwood | [41] |
112 | Rel-(3S,6S,7R)-3,7,11-Trimethyl-3,6-epoxy-1,10-dodecadien-7-ol | Heartwood | [41] |
113 | (3S,6R,7R)-3,7,11-Trimethyl-3,6-epoxy-1,10-dodecadien-7-ol | Heartwood | [42] |
114 | (3S,6S,7R)-3,7,11-Trimethyl-3,6-epoxy-1,10-dodecadien-7-ol | Heartwood | [42] |
115 | (E)-7-Hydroxy-6,10-dimethylundeca-5,9-dien-2-one | Heartwood | [41] |
116 | 3,7,11-Trimethyldodeca-1,10-diene-3,6,7-triol | Heartwood | [41] |
117 | (3S,5E)-3,11-Dimethyl-7-methylenedodaca-1,5,10-trien-3-ol | Heartwood | [41] |
118 | Rel-(S,E)-2-[(S)-2,2-Dimethyl-1,3-dioxolan-4-yl]-6,10-dimethylundeca-5,9-dien-2-ol | Heartwood | [41] |
| |||
Arylbenzofurans | |||
| |||
119 | (2R, 3R)-Obtusafuran | Heartwood | [4, 28] |
120 | 6-Methoxy-5,2′,4′-trihydroxy-3-benzoylbenzofuran | Heartwood | [7] |
121 | Phenylbenzofuran I | Heartwood | [35] |
122 | Sulfuretin | Heartwood | [34] |
123 | Isoparvifuran | Heartwood | [28] |
124 | 2′,6-Dihydroxy-4′-methoxy-2-arylbenzofuran (6-hydroxy-2-(2-hydroxy-4-methoxyphenyl)benzofuran) |
Heartwood CHCl3 extract∗∗ |
[40], [39]∗∗ |
| |||
Quinones | |||
| |||
125 | (S)-4-Methoxydalbergione | Heartwood | [18] |
126 | R(+)-4-Methoxydalbergione | Heartwood | [28, 36] |
127 | 4′-Hydroxy-4-methoxydalbergione | Heartwood | [28] |
| |||
Other components | |||
| |||
128 | 2-Methoxy-3-hydroxyxanthone | Heartwood | [24] |
129 | Hexanoic acid, 2-propenyl ester | Root | [19] |
130 | Hexadecanoic acid, ethyl ester | Root | [19] |
131 | 3,8-Nonadien-2-one | Root | [19] |
∗Not to show part use. ∗∗Not name.