Table 2.
No. | Compounds | Plants | Organs | References |
---|---|---|---|---|
Triterpenes (86) | ||||
1 | 2α,3β,19α-Trihydroxyolean-12-en-20-oic acid 3-O-β-d-galactosyl-(1 → 3)-β-d-glucoside | T1 | R | [3] |
2 | 2α,3β,19α-Trihydroxyolean-12-en-28-oic acid methylester 3β-O-rutinoside | T1 | R | [53] |
3 | 2α,3β,19β,23-Tetrahydroxyolean-12-en-28-oic acid 3β-O-β-d-galactosyl-(1 → 3)-β-d-glucoside-28-O-β-d-glucoside | T1 | R | [52] |
4 | 3-Acetylmaslinic acid | T1 | RB | [54] |
5 | Arjunic acid |
T1 T4 T17 T25 T28 T32 T44 |
B SB, F F SB B B R |
[146] [130] [132] [145] [133] |
6 | Arjunoside I | T4 | SB | [61] |
7 | Arjunoside II | T4 | SB | [61] |
8 | Arjunoside III | T4 | R | [62, 63] |
9 | Arjunoside IV | T4 | R | [62, 63] |
10 | Arjunetin |
T1 T4 T8, T16, T17, T20, T39 |
B B, L, S, R, F B, L, S, R, F |
[23] |
11 | Oleanolic acid |
T1 T9 T4, T16, T20 T8, T17 T39 T28 T36 |
H L B, L, S, R, F B, L, S, R L, S, R, F B B |
[56] [97] [23] [23] [23] [132] [140] |
12 | Ursolic Acid |
T4, T16, T20 T8, T17 T39 |
B, L, S, R, F L, S, R B, L, S, F |
[23] [23] [23] |
13 | Maslinic acid |
T1 T9 T17 T36 |
H L F B |
[56] [97] [140] |
14 | 2α,3α,24-Trihydroxyolean-11,13(18)-dien-28-oic acid | T33 | SB | [158] |
15 | Terminoside A | T4 | B | [58] |
16 | Arjungenin |
T4 T25 T12 T8, T16, T20, T39 T17 T25 T28 T32 T33 T44 |
SB,L,R,F R B B, L, S, R, F B, L, S, R, F R, SB B B SB RB |
[60] [99] [23] [132] [145] [158] |
17 | Hypatic acid | T25 | R | [69] |
18 | Arjunglucoside I |
T4 T17 T50 T32 |
B, R F R B |
[146] [72] [145] |
19 | Sericoside |
T4 T25 T28 T44 T32 T50 |
B SB B R, L, SB B R |
[71] [130] [145] [72] |
20 | Crataegioside |
T4 T17 |
B F |
[75] [146] |
21 | 23-O-neochebuloylarjungenin 28-O-β-d-glycosyl ester | T17 | F | [146] |
22 | 23-O-4′-epi-neochebuloylarjungenin | T17 | F | [146] |
23 | 23-O-galloylarjunic acid |
T39 T32 |
B B |
[144] [145] |
T17 | F | [146] | ||
24 | Quercotriterpenoside I | T32 | B | [145] |
T17 | F | [146] | ||
25 | Sericic acid |
T28 T32 T44 |
B B R |
[132] [145] [150] |
26 | 24-Deoxy-sericoside | T32 | B | [138] |
27 | Arjunolic acid |
T1 T4 T7 T9 T8 T16, T17, T20, T39 T34 T36 |
B, H B, H, L, S, R, F RB L B, L, S, R B, L, S, R, F L B |
[97] [23] [23] [35] [140] |
28 | Terminolic acid |
T1 T17 T7, T16, T31 T25 T32 |
H F H H, Rl H, B |
[56] [146] [128] [128] |
29 | Arjunglucoside II |
T4 T17 |
B F |
[146] |
30 | 23-O-galloylarjunolic acid | T17 | F | [146] |
31 | 23-O-galloylarjunolic acid 28-O-β-d-glucosyl ester | T17 | F | [146] |
32 | 23-O-galloylterminolic acid 28-O-β-d-glucosyl ester | T17 | F | [146] |
33 | Arjunolitin | T4 | SB | [80] |
34 | Terminolitin | T4 | F | [80] |
35 | Arjunglucoside III | T4 | B | [74] |
36 | Methyl oleanate | T4 | R, F | [80, 124] |
37 | Olean-3α,22β-diol-12 en-28-oic acid 3-O-β-d-glucosyl-(1 → 4)-β-d-glucoside | T4 | B | [81, 84] |
38 | Arjunetoside | T4 | R, SB | [82] |
39 | Olean 3β,6β,22α-triol-12en-28-oic acid-3-O-β-d-glucosyl-(1 → 4)-β-d-glucoside | T4 | B | [84] |
40 | 2α,19α,Dihydroxy-3-oxo-olean-12-en-28-oic acid-28-O-β-d-glucoside | T4 | R | [85] |
41 | Ivorengenin A (2α,19α,24-trihydroxy-3-oxoolean-12-en-28-oic acid) | T28 | B | [132] |
42 | Chebuloside I | T17 | F | [115] |
43 | Chebuloside II |
T17 T32 |
F B |
[115] [138] |
44 | Arjunglucoside |
T17 T44 T33 |
F R, SB SB |
[115] [133] [158] |
45 | Glaucescic acid (2α,3α,6α,23-tetrahydroxyolean-2-en-28-oic acid) | T25 | R | [69] |
46 | Glaucinoic acid (2α,3β,19α,24-tetrahydroxyolean-12-en-30-oic acid) | T25 | SB | [130] |
47 | Termiarjunoside I (olean-1α,3β,9α,22α-tetraol-12-en-28-oic acid-3-β-d-glucoside) | T4 | SB | [156] |
48 | Termiarjunoside II (olean-3α,5α,25-triol-12-en-23,28-dioic acid-3α-d-glucoside) | T4 | SB | [156] |
49 | β-Amyrin |
T25 T36 |
SB B |
[129] [140] |
50 | Ivorenoside A | T28 | B | [131] |
51 | Ivorenoside B | T28 | B | [131] |
52 | Ivorenoside C | T28 | B | [131] |
53 | Ivorengenin B (4-oxo-19α-hydroxy-3,24-dinor-2,4-secoolean-12-ene-2,28-dioic acid) | T28 | B | [132] |
54 | 1α,3β-Hydroxyimberbic acid 23-O-α-l-4-acetylrhamnoside | T47 | SB | [48] |
55 | 1α,3β,3,23-Trihydroxy-olean-12-en-29-oate-23-O-α-[4-acetoxyrhamnosyl]-29-α-rhamnoside | T47 | SB | [48] |
56 | 2α,3β-Dihydroxyolean-12-en-28-oic acid 28-O-β-d-glucoside | T48 | SB | [49] |
57 | 2α,3β,21β-Trihydroxyolean-12-en-28-oic acid 28-O-β-d-glucoside | T48 | SB | [49] |
58 | 2α,3β,29-Trihydroxyolean-12-en-28-oic acid 28-O-β-d-glucoside | T48 | SB | [49] |
59 | 2α,3β,23,27-Tetrahydroxyolean-12-en-28-oic acid 28-O-β-d-glucoside | T48 | SB | [49] |
60 | Terminaliaside A ((3β,21β,22α)-3-O-(3′-O-angeloylglucosyl)-21,22-dihydroxy-28-O-sophorosyl-16-oxoolean-12-ene) | T50 | R | [72] |
61 | 2, 3, 23-Trihydroxylolean-12-ene | T7 | RB | [91] |
62 | 2α,3β,23-Trihydroxylolean-12-en-28-oic acid | T48 | SB | [49] |
63 | 23-O-galloylpinfaenoic acid 28-O-β-d-glucosyl ester | T17 | F | [146] |
64 | Pinfaenoic acid 28-O-β-d-glucosyl ester |
T4 T17 |
B F |
[76] [146] |
65 | 2α,3β-Dihydroxyurs-12,18-dien-28-oic acid 28-O-β-d-glucosyl ester | T4 | B | [76] |
66 | Quadranoside VIII | T4 | B | [76] |
67 | Kajiichigoside F1 | T4 | B | [76] |
68 | 2α,3β,23Trihydroxyurs-12,19-dien-28-oic acid 28-O-β-d-glucosyl ester | T4 | B | [76] |
69 | α-Amyrin | T7 | RB | [91] |
70 | 2α,3β,23-Trihydroxy-urs-12-en-28-oic acid | T34 | L | [35] |
71 | 2α-Hydroxyursolic acid |
T34 T17 |
L F |
[35] |
72 | Ursolic acid | T11 | L | [35] |
73 | 2α-Hydroxymicromeric acid | T17 | F | [115, 116] |
74 | Betulinic acid |
T1 T11 T12 T4, T16, T17, T20, T39 T8 T25 T28 T36 |
B L B B, L, S, R, F B, L, S, R SB B B |
[55] [35] [99] [23] [23] [129] [132] [140] |
75 | Terminic acid | T4 | R, H | [57, 62] |
76 | Lupeol |
T4 T25 T44 |
SB SB SB, R |
[80] [129] [43] |
77 | Monogynol A | T12 | B | [99] |
78 | Triterpenes |
T25 T44 |
SB R, SB |
[129] [133] |
79 | Friedelin |
T4 T7 T25 T34 |
F RB SB SB |
[83] [93] [35] |
80 | Maslinic lactone | T1 | H | [56] |
81 | Terminalin A | T25 | SB | [129] |
82 | Arjunaside A | T4 | B | [68] |
83 | Arjunaside B | T4 | B | [68] |
84 | Arjunaside C | T4 | B | [68] |
85 | Arjunaside D | T4 | B | [68] |
86 | Arjunaside E | T4 | B | [68] |
Mono- (14) and sesqui- (4) terpendoids | ||||
87 | α-Pinene | T9 | L | [13] |
88 | Sabinene | T9 | L | [13] |
89 | Myrcene | T9 | L | [13] |
90 | β-Pinene | T9 | L | [13] |
91 | 1,8-Cineole | T9 | L | [13] |
92 | Linalool | T9 | L | [13] |
93 | Menthone | T9 | L | [13] |
94 | γ-Terpineol | T9 | L | [13] |
95 | α-Terpineol | T9 | L | [13] |
96 | Limonene | T9 | L | [13] |
97 | Neral | T9 | L | [13] |
98 | Geraniol | T9 | L | [13] |
99 | Thymol | T9 | L | [13] |
100 | Isomenthone | T9 | L | [13] |
101 | β-Copaene | T9 | L | [13] |
102 | β-Caryophyllene | T9 | L | [13] |
103 | Caryophyllene | T9 | L | [13] |
104 | α-Humulene | T9 | L | [13] |
Hydrolysable (89) and condensed tannins (2) | ||||
105 | 1,2,3,6-Tetra-O-galloyl-β-d-glucose | T17 | F | [159] |
106 | Gallotannin (1,2,3,4,6 penta galloyl glucose) |
T4 T17 T19 T30 T45, T46 |
SB, L F F R L |
[86] [120] [133] [133] |
107 | 1,3,4,6-Tetra-O-galloyl-β-d-glucose | T17 | F | [159] |
108 | 2,3,4,6-Tetra-O-galloyl-d-glucose |
T3 T4 |
F SB, L |
[154] [86] |
109 | 1,2,6-Tri-O-galloyl-β-d-glucose | T31 | R | [101] |
110 | Sanguiin H-1 | T14 | L | [102] |
111 | 1,6-Di-O-galloyl-β-d-glucose |
T3 T17 T40 |
F F B |
[154] [41] |
112 | 1,3,6-Tri-O-galloyl-β-d-glucose |
T3 T40 T19 T17 |
F B F F |
[154] [41] [120] [159] |
113 | Methyl 3,6-di-O-galloyl-β-d-glucoside | T40 | B | [41] |
114 | 4,6 Bis hexahydroxydiphenyl-1-galloyl-glucose | T4 | SB, L | [86] |
115 | Sanguiin H-4 | T14 | L | [18, 102] |
116 | Corilagin |
T3 T31 T16 T17 T19 T24 T32 |
F R L, B F F F L |
[154] [101] [120] [126] |
117 | Tercatain |
T16 T17 |
B, L F |
[159] |
118 | 1,3-Di-O-galloyl-β-d-glucose | T17 | F | [159] |
119 | 2,3-O-(S)-HHDP-d-glucose |
T3 T14 T4 T16 T40 T36 |
F L B B, L B L |
[154] [102] [104] [41] [38] |
120 | 2,3-(S)-HHDP-6-O-galloyl-d-glucose |
T3 T4 T40 T32 |
F B B B |
[154] [104] [41] [137] |
121 | 3,6-Di-O-galloyl-d-glucose |
T3 T40 T17 |
F B F |
[154] [41] [159] |
122 | 3,4-Di-O-galloyl-d-glucose | T3 | F | [154] |
123 | 6-O-galloyl-d-glucose | T17 | F | [159] |
124 | 3,4,6-Tri-O-galloyl-d-glucose | T17 | F | [159] |
125 | Tellimagrandin I |
T35 T17 |
L F |
[139] [159] |
126 | Gemin D | T17 | F | [159] |
127 | Arjunin |
T4 T17 |
L F |
[115] |
128 | Punicalin |
T3 T4 T14 T40 T16 T17 T28 T49 |
F L, B L B L L, F SB L |
[154] [102] [41] [29] [149] |
129 | Casuarinin |
T4 T16 T17 |
L, B B F |
[41] |
130 | Casuariin | T4 | B | [90, 104] |
131 | Terchebulin |
T3 T4 T7 T12 T17 T31 |
F B SB B F W |
[154] [92] [100] [21] [134] |
132 | Castalagin |
T4 T16, T40 |
B B |
[41] |
133 | Grandinin | T16, T40 | B | [41] |
134 | Castalin | T16, T40 | B | [41] |
135 | α/β-Punicalagin |
T3 T7 T4 T11 T12 T31 T14 T16 T17 T40 T19 T28 T32 T35 T36 T38 |
F SB B L B R L B L, F B F SB B L L L |
[154] [92] [104] [35] [100] [101] [41] [41] [120] [29] [137] [139] [38] [39] |
136 | 1-α-O-galloylpunicalagin | T14 | L | [18, 102, 103] |
137 | 6′-O-methyl neochebulagate | T17 | F | [159] |
138 | Dimethyl neochebulagate | T17 | F | [159] |
139 | Neochebulagic acid | T17 | F | [159] |
140 | Dimethyl 4′-epi-neochebulagate | T17 | F | [159] |
141 | Methyl chebulagate | T17 | F | [159] |
142 | Chebulagic acid |
T3 T4 T8 T17 T16 T39 T20 T19 T32 T35 |
F B, L, S F, B, L, S F, B, L, S, R F, B, L, S, R F, B, L, S, R F, B, L, R F L L |
[154] [23] [23] [23] [23] [120] [139] |
143 | Chebulinic acid |
T3 T4, T8, T16, T20, T39 T17 T32 T35 |
F F, B, L, S, R F, B, L, S, R L L |
[154] [23] [23] |
144 | Chebulanin |
T34, T11 T17 |
L F |
[35] |
145 | 1,3-Di-O-galloyl-2,4-chebuloyl-β-d-glucose | T3 | F | [154] |
146 | 1,6-Di-O-galloyl-2,4-chebuloyl-β-d-glucose | T17 | F | [155, 159] |
147 | 2-O-galloylpunicalin |
T14 T40 T32 T49 |
L B B L |
[18] [41] [137] [149] |
148 | 1-Desgalloyleugeniin |
T14 T16 |
L L |
[102] [107] |
149 | Eugeniin | T14 | L | [102] |
150 | Rugosin A | T14 | L | [102] |
151 | 1(α)-O-galloylpedunculagin | T14 | L | [102] |
152 | Praecoxin A | T14 | L | [102] |
153 | Calamansanin | T14 | L | [102] |
154 | Calamanin A | T14 | L | [102] |
155 | Calamanin B | T14 | L | [102] |
156 | Calamanin C | T14 | L | [102] |
157 | Terflavin C |
T4 T14 T17 |
B L L |
[104] [103] [21] |
158 | Terflavin A |
T16 T17 T32 |
L F B |
[21] [137] |
159 | Terflavin B |
T16 T17 T32 |
L L, F B |
[137] |
160 | 3-Methoxy-4-hydroxyphenol-1-O-β-d-(6′-O-galloyl)-glucoside | T16 | B | [41] |
161 | 3,5-Di-methoxy-4-hydroxyphenol-1-O-β-d-(6′-O-galloyl)-glucoside | T16 | B | [41] |
162 | Acutissimin A | T16 | B | [41] |
163 | Eugenigrandin A | T16 | B | [41] |
164 | Catappanin A | T16 | B | [41] |
165 | Castamollinin | T40 | B | [41] |
166 | Tergallagin | T16 | L | [106, 107] |
167 | Geraniin | T16 | L | [107] |
168 | Granatin B | T16 | L | [107] |
169 | Gallotannic (tannic acid) |
T17,T8 T38 |
F L |
[113] [141] |
170 | Chebulin | T17 | F | [113, 114] |
171 | Terchebin | T17 | F | [113, 119] |
172 | Neochebulinic acid |
T3 T17 |
F F |
[154] |
173 | Chebumeinin A | T17 | F | [118] |
174 | Chebumeinin B | T17 | F | [118] |
175 | Isoterchebulin | T32 | B | [137] |
176 | Punicacortein C |
T3 T32 T17 |
F B F |
[154] [137] [159] |
177 | Punicacortein D | T17 | F | [159] |
178 | 4,6-O-Isoterchebuloyl-d-glucose | T32 | B | [137] |
179 | Trigalloyl-β-d-glucose | T35 | L | [139] |
180 | Tetragalloyl-β-d-glucose | T35 | L | [139] |
181 | Pentagalloyl-β-d-glucose | T35 | L | [139] |
182 | 1,2,3-Tri-O-galloyl-6-O-cinnamoyl-β-d-glucose | T17 | F | [159] |
183 | 1,2,3,6-Tetra-O-galloyl-4-O-cinnamoyl-β-d-glucose | T17 | F | [159] |
184 | 1,6-Di-O-galloyl-2-O-cinnamoyl-β-d-glucose | T17 | F | [159] |
185 | 1,2-Di-O-galloyl-6-O-cinnamoyl-β-d-glucose | T17 | F | [159] |
186 | 4-O-(2′′, 4′′-di-O-galloyl-α-l-rhamnosyl) ellagic acid | T17 | F | [159] |
187 | 4-O-(4′′-O-galloyl-α-l-rhamnosyl) ellagic acid | T17 | F | [159] |
188 | 4-O-(3′′, 4′′-di-O-galloyl-α-l-rhamnosyl) ellagic acid | T17 | F | [159] |
189 | 1′-O-methyl neochebulanin | T17 | F | [159] |
190 | Dimethyl neochebulinate | T17 | F | [159] |
191 | Phyllanemblinin E | T17 | F | [159] |
192 | 1′-O-methyl neochebulinate | T17 | F | [159] |
193 | Phyllanemblinin F | T17 | F | [159] |
194 | Procyanidin B-1 | T16 | B | [41] |
195 | 3′-O-galloyl procyanidin B-2 | T16 | B | [41] |
Flavonoids (45) | ||||
196 | 5,7,2′-Tri-O-methylflavanone4′-O-α-l-rhamnosyl-(1 → 4)-β-d-glucoside | T1 | R | [52] |
197 | Arjunone | T4 | B, F | [83, 89] |
198 | 8-Methyl-5,7,2′,4′-tetramethoxy-flavanone |
T1 T39 |
R B |
[53] [144] |
199 | Naringin |
T4 T8 T17 T39 T20 |
L, S, F B, F L, R, F R, F B, L, S, R |
[23] [23] [23] [23] [23] |
200 | Eriodictyol |
T4, T8, T17, T20, T39 T16 |
B, L, S, R, F L, S, R, F |
[23] [23] |
201 | Hesperitin | T24 | F | [122] |
202 | Flavanone | T24 | F | [122] |
203 | Arjunolone (6,4-dihydroxy-7-methoxy flavone) | T4 | SB | [64] |
204 | Bicalein (5,6,7-trihydroxy flavone) | T4 | SB | [64] |
205 | Scutellarein |
T4 T8, T17, T20 T16 T39 |
B, R B, L, S, R, F L, F B, L, R, F |
[23] [23] [23] [23] |
206 | Luteolin |
T4 T8, T20 T17 T16 T39 T24 |
B, L L, S R, L L L, S, F F |
[23] [23] [23] [23] [122] |
207 | Apigenin |
T4 T8, T16, T17, T20, T39 |
B, L, S, R, F B, L, S, R, F |
[23] |
208 | Isoorientin |
T11 T4, T8, T17, T16, T20, T39 T35 T36 |
L B, L, S, R, F L L |
[35] [23] [139] [38] |
209 | Orientin |
T11 T4 T8 T17 T16 T39 T20 T35 T36 |
L L, F B, S B, L, S, R, F L, R, F B, S, F L, S, F, R L L |
[35] [23] [23] [23] [23] [23] [23] [139] [38] |
210 | Isovitexin |
T11 T4 T17 T16 T39 T20 T35 T36 |
L L, F L, R, F L S, F L, S, F L L |
[35] [23] [23] [23] [23] [139] [38] |
211 | Apigenin-6-C-(2″-O-galloyl)-β-d-glucoside | T16 | L | [105] |
212 | Apigenin-8-C-(2″-O-galloyl)-β-d-glucoside |
T16 T34 |
L L |
[105] [35] |
213 | Vitexin |
T4, T17, T20 T8 T16 T39 T35 T36 |
B, L, S, R, F B, L, S, R L, S, R, F B, L, S, F L L |
[23] [23] [23] [23] [139] [38] |
214 | Amentoflavone |
T8 T17 T20 |
L, S L, R, F L |
[23] [23] [23] |
215 | Neosaponarin | T36 | L | [38] |
216 | (−)-Epicatechin | T4 | B | [76] |
217 | Epicatechin |
T4, T8, T17, T20, T39 T16 T34 |
B, L, S, R, F L, S, R, F SB |
[23] [23] [35] |
218 | Catechin |
T34 T11 T4, T8, T16, T17, T20, T39 T44 |
SB L B, L, S, R, F R |
[35] [35] [23] [133] |
219 | Catechin–epicatechin | T44 | R | [43] |
220 | Catechin–epigallocatechin | T44 | R | [43] |
221 | Epigallocatechin | T34 | SB | [35] |
222 | (−)-Epicatechin-3-O-gallate | T16 | B | [41] |
223 | (−)-Epigallocatechin-3-O-gallate | T16 | B | [41] |
224 | Flavanol | T24 | F | [122] |
225 | Gallocatechin |
T34 T24 |
SB F |
[35] [126] |
226 | Quercetin |
T4 T8 T17 T16 T39 T20 T24 T49 |
B, L, R R S, R, F L, S, F L, B F F L |
[23] [23] [23] [23] [23] [124] [124] |
227 | Kaempferol |
T4 T8 T16, T17 T20, T39 T24 |
B, L, S, R, F B, L, S, F B, L, S, R, F L, S, R, F F |
[23] [23] [23] [122] |
228 | Kaempferol-3-O-β-d-rutinoside |
T4, T8, T17 T16 T39 T20 T36 |
B, L, S, R, F L, S, F L, R, F L, S, R L |
[23] [23] [23] [23] [38] |
229 | Afzelin (kaempferol 3-O-rhamnoside) | T49 | L | [124] |
230 | Rutin |
T4, T16 T8 T17, T39 T20 T32 T36 |
B, L, S, F L, S B, L, S, R, F L, S, F L L |
[23] [23] [23] [23] [38] |
231 | Narcissin | T32 | L | [135, 136] |
232 | Quercetin-3,4′-di-O-glucoside |
T4 T8 T16, T17, T20, T39 |
B, L, S, F B, S, F B, L, S, R, F |
[23] [23] [23] |
233 | Quercetin-7-O-rhamnoside | T4 | F | [80] |
234 | 2-O-β-glucosyloxy-4,6,2′,4′-tetramethoxychalcone | T1 | R | [53] |
235 | Cerasidin | T4 | F | [80] |
236 | Genistein |
T4 T8, T16, T17, T20, T39 |
B, L, S, R, F B, L, S, R, F |
[23] |
237 | Cyaniding | T4 | B | [66] |
238 | Pelargonidin | T4 | B | [66] |
239 | Leucocyanidin | T4 | B | [80] |
240 | 7-Hydroxy-3′,4-(methylenedioxy)flavan | T8 | FR | [12] |
Lignan (27) | ||||
241 | Termilignan |
T8 T39 |
FR B |
[12] [144] |
242 | Anolignan B |
T8 T44 |
FR R |
[12] |
243 | Thannilignan | T8 | FR | [12] |
244 | Termilignan B | T44 | R | [133] |
245 | Ferulic acid dehydrodimer | T24 | F | [125] |
246 | (7S,8R,7′R,8′S)-4′-hydroxy-4-methoxy-7,7′-epoxylignan | T48 | SB | [50] |
247 | Meso-(rel7S,8R,7′R,8′S)-4,4′-dimethoxy-7,7′-epoxylignan | T48 | SB | [50] |
248 | 4′-O-cinnamoyl cleomiscosin A | T50 | R | [72] |
249 | Diethylstilbestrol monosulphate | T24 | F | [126] |
250 | Terminaloside A | T19 | L | [22] |
251 | Terminaloside B | T19 | L | [22] |
252 | Terminaloside C | T19 | L | [22] |
253 | Terminaloside D | T19 | L | [22] |
254 | Terminaloside E | T19 | L | [22] |
255 | Terminaloside F | T19 | L | [22] |
256 | Terminaloside G | T19 | L | [22] |
257 | Terminaloside H | T19 | L | [22] |
258 | Terminaloside I | T19 | L | [22] |
259 | Terminaloside J | T19 | L | [22] |
260 | Terminaloside K | T19 | L | [22] |
261 | 2-Epiterminaloside D | T19 | L | [22] |
262 | 6-Epiterminaloside K | T19 | L | [22] |
263 | Terminaloside L | T19 | L | [121] |
264 | Terminaloside M | T19 | L | [121] |
265 | Terminaloside N | T19 | L | [121] |
266 | Terminaloside O | T19 | L | [121] |
267 | Terminaloside P | T19 | L | [121] |
Phenols and glycosides (52) | ||||
268 | Ellagic acid |
T1 T7 T10, TM, TT T12 T40 T4, T8, T20 T17 T16 T39 T24 T25 T31 T28, T32 T35 T42 T30, T44 T36, T45, T46 T48 T49 |
B SB SB B B B, L, S, R, F L, SB, R F SB, L, R, F B, L, S, R, F, H F B, R, Rl B H L, F R, SB R L SB L |
[55] [14] [100] [41] [123] [128] [133] [133] [133] [50] [124] |
269 | Methyl ellagic acid | T4 | B | [90] |
270 | 3-O-methylellagic acid | T33 | SB | [158] |
271 | 3,3′-Di-O-methylellagic acid |
T28 T39 T48 |
SB H,B SB |
[29] [50] |
272 | 3,3′-Di-O-methylellagic acid 4-mono glucoside | T39 | H | [147, 148] |
273 | Tetra-O-methyl ellagic acid | T39 | H | [148] |
274 | 3,3′-Di-O-methylellagic acid 4-O-β-d-glucosyl-(1 → 4)-β-d-glucosyl-(1 → 2)-α-l-arabinoside | T1 | R | [52] |
275 | 3,4,3′-Tri-O-methylflavellagic acid |
T7 T12 T24 T25 T31 T28 T32 T39 |
B B F L, B, R, Rl B SB, H H, B H |
[126] [100] [126] [127] |
276 | 3,3′,4-O-trimethyl-4′-O-β-d-glucosylellagic acid | T28 | SB | [29] |
277 | 3,3′-Di-O-methyl ellagic acid 4′-O-β-d-xyloside | T48 | SB | [50] |
278 | 3,4′-Di-O-methylellagic acid 3′-O-β-d-xyloside | T48 | SB | [153] |
279 | 4′-O-galloy-3,3′-di-O-methylellagic acid 4-O-β-d-xyloside | T48 | SB | [153] |
280 | Flavogallonic acid |
T7 T40 T31 T12 T36 |
SB B W R L |
[92] [41] [134] [101] [38] |
281 | Methyl (S)-flavogallonate | T36 | L | [38] |
282 | Vanillic acid 4-O-β-d-(6′-O-galloyl) glucoside | T32 | B | [138] |
283 | 3-O-methylellagic acid 4′-O-α-l-rhamnoside |
T4 T34 T33 |
B SB SB |
[76] [35] [158] |
284 | Eschweilenol C (ellagic acid 4-O-α-l-rhamnoside) |
T12 T17 |
B F |
[100] [164] |
285 | 3-O-methylellagic acid 4′-O-xyloside | T31 | R | [101] |
286 | Brevifolincarboxylic acid | T35 | L | [139] |
T17 | F | [159] | ||
287 | Terflavin D | T17 | L | [21] |
288 | Gallic acid |
T3 T4, T8, T20, T39 T10, TM, TT T17 T16 T34 T12 T31 T40 T24 T30 T35 T36 T38 T42 T44 T45, T46 T48 T49 |
F B, L, S, R, F SB SB, F, R, L SB, F, R, L L B R, W B F R L L L R, SB R L SB L |
[154] [14] [35] [100] [41] [133] [139] [38] [141] [133] [133] [133] [50] [124] |
289 | Phyllemblin (ethyl gallate isomers1 progallin A) |
T4 T8 T24 T28 T36 |
B F F SB L |
[86] [126] [29] [38] |
290 | Monogalloyl glucose |
T3 T8 T17 T31 |
F F F R |
[154] [113] [21] [101] |
291 | Methyl gallate |
T14 T8 T32 T36 T48 T49 |
L F L L SB L |
[18] [113] [38] [50] [124] |
292 | Shikimic acid | T32 | L | [135, 136] |
293 | 5-O-galloyl-(−)-shikimic acid |
T3 T17 |
F F |
[118] |
294 | 4-O-galloyl-(−)-shikimic acid | T17 | F | [159] |
295 | 3,5-Di-O-galloyl-(−)-shikimic acid | T3 | F | [154] |
296 | Digallic acid | T17 | F | [159] |
297 | Ethyl gallate isomers2 | T24 | F | [126] |
298 | Ethyl gallate isomers3 | T24 | F | [126] |
299 | Dimethyl gallic acid | T35 | L | [139] |
300 | Chebulic acid |
T3 T17 T24 T35 |
F F F L |
[154] [139] |
301 | 6′-O-methyl chebulate | T17 | F | [159] |
302 | 7′-O-methyl chebulate | T17 | F | [159] |
303 | Chebulic acid trimethyl ester | T32 | L | [135, 136] |
304 | Terminalin | T38 | L | [39] |
305 | Decarboxyellagic acid | T3 | F | [154] |
306 | 3-O-galloyl-d-glucose | T3 | F | [154] |
307 | 6-O-galloyl-d-glucose |
T3 T17 |
F F |
[154] [159] |
308 | Vanillic acid |
T4, T8, T20, T39 T17 T16 T44 |
B, L, S, R, F B S, R, B, F R |
[23] [23] [43] |
309 | Benzoic acid |
T44 T24 |
R F |
[43] [122] |
310 | Hydrocinnamic acid | T44 | R | [43] |
311 | Gentisic acid | T16 | L | [108] |
312 | Protocatechuic acid | T4, T8, T16, T17, T20, T39 | B, L, S, R, F | [23] |
313 | 2,3-Di-hydroxyphenyl β-d-glucosiduronic acid | T24 | F | [125] |
314 | Quinic acid |
T4, T8, T16, T17, T20, T39 T24 |
B, L, S, R, F |
[23] [125] |
315 | p-Coumaric acid |
T17 T44 |
WP R |
[117] [43] |
316 | Caffeic acid |
T4, T8 T17 T16 T39 T20 T44 |
L, S L, S, R L B, L, S, R, F B R |
[23] [23] [23] [23] [23] [43] |
317 | Chlorogenic acid |
T4 T17 T16, T39 T20 |
L, S S, R, F, L L B |
[23] [23] [23] [23] |
318 | Ferulic acid |
T4 T8, T17, T20, T39 T16 |
B, L, S, F B, L, S, R, F L, S, R |
[23] [23] [23] |
319 | Sinapic acid |
T4, T16, T20, T39 T8 T17 |
B, L, S, R, F S, R, F B, S, R, F |
[23] [23] [23] |
Steroids (8), polyols (9) and esters (6) | ||||
320 | β-Sitosterol |
T1 T4 T8 T12 T16 T48 T25 T36 T39 T44 |
B, H S, F F F B, SB H H SB B H, SB, R |
[99] [128] [128] [129] [140] |
321 | β-Sitosterol-3-acetate | T44 | SB, R | [43] |
322 | β-Sitosteryl palmitate |
T16 T25, T31 |
SB, H L,F |
[128] [128] |
323 | Stigmasterol 3-O-β-d-glucoside |
T4 T33 |
F SB |
[80] [158] |
324 | Stigmasterol |
T12 T25 T33 T44 |
B SB SB RB |
[99] [129] [158] |
325 | Stigma-4-ene-3-one | T44 | RB | [43] |
326 | 16,17-Dihydroneridienone 3O-β-d-glucosyl-(1 → 6)-O-β-d-galactoside | T4 | R | [59] |
327 | Cannogenol 3-O-β-d-galactosyl-(1 → 4)-O-α-l-rhamno-side | T8 | Se | [94] |
328 | 2-Hexanol | T9 | L | [13] |
329 | Octanol | T9 | L | [13] |
330 | Methoxycarbonyloxymethyl methylcarbonate | T24 | F | [125] |
331 | Ribonolactone | T24 | F | [125] |
332 | Apionic acid | T24 | F | [125] |
333 | Ascorbic acid | T24 | F | [125] |
334 | Gluconolactone | T24 | F | [125] |
335 | Glucohepatonic acid-1,4-lactone | T24 | F | [125] |
336 | Galacturonic acid | T44 | R | [43] |
337 | Geranyl formate | T9 | L | [13] |
338 | Citronellyl acetate | T9 | L | [13] |
339 | Geranyl acetate | T9 | L | [13] |
340 | Geranyl tiglate | T9 | L | [13] |
341 | Laxiflorin | T31 | RB | [127] |
342 | (1S,5R)-4-oxo-6,8-dioxabicyclo[3.2.1]oct-2-ene-2-carboxylic acid | T24 | F | [125] |
Others (26) | ||||
343 | Glucuronic acid | T24 | F | [125] |
344 | Coumarin | T45 | L | [133] |
345 | Eujavonic acid | T24 | F | [125] |
346 | Purine | T24 | F | [125] |
347 | 5-(4-Hydroxy-2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid (gemfibrozil M1) | T24 | F | [125] |
348 | p-Hydroxytiaprofenic acid | T24 | F | [125] |
349 | Cis-polyisoprene | T32 | L | [135] |
350 | Arachidic acid | T17 | F | [113] |
351 | Behenic acid | T8, T17 | F | [113] |
352 | Arjunaphthanoloside | T4 | SB | [87] |
353 | Resveratrol (3′,4,5′-trihydroxystilbene) |
T24 T44 |
F R |
[126] [43] |
354 | Resveratrol glucoside (piceid) |
T24 T44 |
F RB |
[126] [152] |
355 | Resveratrol-β-d-glucoside | T44 | RB | [152] |
356 | Combretastatin | T24 | F | [126] |
357 | Combretastatin A1 | T24 | F | [126] |
358 | (Z)-Stilbene | T44 | R | [133] |
359 | (E)-Stilbene | T44 | R | [133] |
360 | 3′5′-Dihydroxy-4-(2-hydroxyethoxy) resveratrol-3-O-β-rutinoside | T44 | R, RB | [43, 152] |
361 | Resveratrol-3-β-rutinoside glycoside | T44 | R, RB | [43, 152] |
362 | 1,4-Cineole | T9 | L | [13] |
363 | Terpinen-4-ol | T9 | L | [13] |
364 | Terminalianone | T12 | B | [98] |
365 | Termicalcicolanone A | T15 | WP | [19] |
366 | Termicalcicolanone B | T15 | WP | [19] |
367 | Mangiferin |
T4 T8 T17 T16 T39 T20 |
B, S, F B, R, F B, L, S, R, F L, R, F B, L, S, F L, S, R |
[23] [23] [23] [23] [23] [23] |
368 | Benzoyl-β-d-(4′ → 10″geranilanoxy)-pyranoside | T8 | F | [160] |
R root, SB stem bark, B bark, F fruit, S stem, H heartwood, RB root bark, Rl rootlet, Se seed, FR fruit rind, WP whole plant, T1–T50 plants from Table 1, TM T. manii, TT T. tomentosa