Table 2.
The neo-clerodane-type diterpenoids isolated from Scutellaria barbata.
| No. | Compound | R1 | R2 | R3 | Reference |
|---|---|---|---|---|---|
| Type A | |||||
| 73 | scutebata X | Nic | Bz | O | [32,42,43,44] |
| 74 | scutebata Y | Nic | Bz | β-OH, H | [43] |
| 75 | 2-carbonylscutebartatin A | Nic | Nic | O | [45] |
| 76 | scutebata I | Ac | H | [42,46] | |
| 77 | scutebata J | Bz | H | [47,48] | |
| 78 | scutebata K | Su | H | [42,43,46,47] | |
| 79 | scutebata T | Ac | De | [44,48] | |
| 80 | barbatin C | H | H | [42,49,50] | |
| 81 | barbatin D | Bz | Bz | [43,48,51] | |
| 82 | barbatin E | Hs | Ht | [51] | |
| 83 | barbatin F | Ht | Bz | [52] | |
| 84 | 6-O-nicotinoylbarbatin A | Nic | H | [45,53] | |
| 85 | 6, 7-di-O-acetoxybarbatin A | Ac | Ac | [45,49] | |
| 86 | scutebarbatine A | Nic | Nic | [48,54,55,56] | |
| 87 | scutebarbatine B | Nic | Bz | [50,55] | |
| 88 | scutebarbatine K | Nic | Ac | [48,57] | |
| 89 | scutebarbatine L | Nic | Hs | [43,48,55,57] | |
| 90 | scutebarbatine Y | Bz | Nic | [32,48,54] | |
| 91 | scutebartine F | Nic | Bz | Z(RΔ11–12) | [42,55] |
| 92 | scutebartine G | Nic | Nic | Z(RΔ11–12) | [42,55] |
| 93 | scutolide A | Ac | De | Z(RΔ11–12) | [44,48] |
| 94 | scutolide C | Bz | De | [48] | |
| 95 | scutolide D | Bz | Hs | [48] | |
| 96 | scutolide E | Ac | Bz | [48] | |
| 97 | scutehenanine A | H | Nic | [42,53] | |
| 98 | 6-O-(2-carbonyl-3-methylbutanoyl)-scutehenanine A | Ht | Nic | [53] | |
| 99 | 6-O-acetylScutehenanine A | Ac | Nic | [42] | |
| 100 | scutelinquanine C | Nic | Ht | [58] | |
| 101 | barbaolide M | Ht | Mepr | [59] | |
| 102 | scutebarbatolide A | Bz | Ac | [60] | |
| 103 | scutebarbolide J | Su | OH | [42] | |
| 104 | scutebarbolide K | OH | Su | [42] | |
| 105 | 8-O-nicotinoylbarbatin A | [45] | |||
| 106 | 6-(2, 3-epoxy-2isopropyl-n-propoxyl) -barbatin C | [61] | |||
| 107 | scutolide B | [42,48,55] | |||
| 108 | scutebarbolide I | [42] | |||
| Type B | |||||
| 109 | scutebata L | Bz | Bz | H | [46,47] |
| 110 | scutebarbatine D | Nic | Bz | OH | [62] |
| 111 | scutebarbatine O | Nic | Nic | OH | [63] |
| 112 | scutehenanine A | Bz | Bz | OH | [42,53] |
| 113 | scutebarbatine E | Nic | Bz |
|
[62] |
| 114 | scutellone D | OH | [64,65,66] | ||
| 115 | scutellone E | [66] | |||
| 116 | scutellone F | [67,68] | |||
| 117 | scutellone H | OEt | [68,69] | ||
| 118 | scutellone I | OMe | [68] | ||
| 119 | scutebarbatine C | [62] | |||
| Type C | |||||
| 120 | scutebata A | Bz | Bz | OH | [70,71] |
| 121 | scutebata B | Nic | Bz | OH | [25,54,70] |
| 122 | scutebata C | Nic | H | OH | [54,70] |
| 123 | scutebata W | Su | H | H | [42,71] |
| 124 | barbatin G | H | Nic | OH | [52] |
| 125 | scutebarbatine X | Nic | Nic | OH | [32,49,54,55] |
| 126 | scutebarbolide D | Bz | Nic | OH | [25,32,42] |
| 127 | scutebarbolide E | Bz | De | OH | [42] |
| 128 | scutolide F | Bz | H | H | [48] |
| 129 | scutolide G | Ac | De | H | [48] |
| 130 | scutolide H | Nic | De | H | [48] |
| 131 | scutolide I | Ac | Ac | H | [48] |
| 132 | scutolide J | Nic | Nic | H | [48] |
| 133 | barbatellarine B | Nic | Bz | H | [48,72] |
| 134 | scutebata M | Nic | Hs | OH | [46,55,72] |
| 135 | scutebarbatine Z | Nic | H | H | [32,55] |
| 136 | 6-acetoxybarbatin C | Ac | H | OH | [73] |
| 137 | scutebarbolide A | Ac | H | [42] | |
| 138 | scutebarbolide C | H | OH | [42] | |
| 139 | scutebarbolide B | [42] | |||
| 140 | scutebarbolide F | [42] | |||
| 141 | scutebarbolide G | [42] | |||
| 142 | scutebarbolide H | [42] | |||
| 143 | barbaolide J | Nic | H | OH | [59] |
| 144 | barbaolide K | [59] | |||
| 145 | barbaolide L | Nic | Ac | H | [59] |
| 146 | scutebarbatolide B | Nic | [60] | ||
| 147 | scutebarbatolide C | Bz | [60] | ||
| 148 | scuttenline A | Nic | OB | [74] | |
| 149 | scuttenline B | [74] | |||
| 150 | scuttenline C | Bz | H | [74] | |
| 151 | scuttenline D | [74] | |||
| Type D | |||||
| 152 | scutebata P | Bz | H | OBz(13S) | [49,70,75] |
| 153 | scutebata Q | Bz | OBz | H(13R) | [43,75] |
| 154 | scutehenanine C | Nic | H | Nic | [53] |
| 155 | scutebata N | Bz | H | Bz | [46,47] |
| 156 | barbatin B | [50] | |||
| 157 | barbatellarine C | [74] | |||
| 158 | barbatellarine D | [74] | |||
| 159 | barbatellarine E | [74] | |||
| 160 | barbatellarine F | [72,76] | |||
| 161 | scuterivulactone C1 | [64,65] | |||
| 162 | scuterivulactone C2 | [64,65] | |||
| 163 | scutellone C | [67,68] | |||
| 164 | scutellone G | [68,69] | |||
| 165 | barbatellarine A | [72] | |||
| Type E | |||||
| 166 | scutebata D | Ac | Ac | Bz | [44,48,54,71] |
| 167 | scutebata E | Ac | Ac | MePr | [49,70,71] |
| 168 | scutebata F | Ac | Ac | Nic | [48,49,71] |
| 169 | scutebata G | Nic | Bz | Bz | [43,54,71] |
| 170 | scutebata O | Bz | H | H | [42,46,47] |
| 171 | scutebata R | Ac | Ac | De | [43,75] |
| 172 | scutebata S | Ac | De | Bz | [44] |
| 173 | scutebata V | Nic | Nic | H | [46] |
| 174 | scutebata B1 | Ac | Nic | Nic | [43] |
| 175 | scutebata C1 | Bz | H | Bz | [43] |
| 176 | scutebartine A | Nic | H | Bz | [55] |
| 177 | scubatine E | Ac | Bz | Bz | [70] |
| 178 | scubatine F | Bz | Ac | Bz | [70] |
| 179 | barbatine C | Ac | Ac | Nic | [42,55] |
| 180 | barbatine D | Nic | Ac | Nic | [55,71] |
| 181 | scutebatin A | Nic | Bz | Nic | [43,54,63] |
| 182 | scutebatin B | Nic | Nic | Bz | [54,63] |
| 183 | barbatin H | Ac | Nic | Nic | [48] |
| 184 | scutebarbatine W | Nic | H | OBz | [32,54,55] |
| 185 | scutebartine B | Ac | Ac | Nic | [55] |
| 186 | scutebatin C | Nic | H | Nic | [54] |
| 187 | scutebarbolide L | Ac | Ac | Ac | [42] |
| 188 | scutebartine C | Nic | Nic | H | [42,55] |
| 189 | scutebartine D | Nic | Nic | OH | [55] |
| 190 | scutolide K | Bz | Bz | H | [48,70] |
| 191 | scutolide L | Bz | Bz | OH | [48] |
| 192 | scutelinquanine D | H | Nic | H | [73] |
| 193 | scubatine D | Ac | Ac | Ac | [70] |
| 194 | barbatine A | Nic | Ac | Nic | [42,55,77] |
| 195 | barbatine B | Nic | Nic | Nic | [48,77] |
| 196 | barbatin A | Bz | H | Bz | [32,50] |
| 197 | scutebarbatine F | Nic | Ac | Ac | [32,54] |
| 198 | scutebarbatine G | H | H | Nic | [32,54,78] |
| 199 | 6-O-nicotinoyl-7-O-acetylscutebarbatine G | Nic | Ac | Nic | [32,78] |
| 200 | 6-O-nicotinoylscutebarbatine G | Nic | H | Nic | [32,54,55] |
| 201 | 6,7-di-O-nicotinoylscutebarbatine G | Nic | Nic | Nic | [32,78] |
| 202 | scutehenanine B | Nic | H | Nic | [32,56] |
| 203 | scutebarbolide M | Ac | Ac | Ac | [42] |
| 204 | scutebata Z | Ac | Nic | H(13S) | [43,55] |
| 205 | scutebata A1 | Ac | Nic | H(13R) | [43] |
| 206 | scutebartine E | [55] | |||
| 207 | scutebata U | [46] | |||
| 208 | scutehenanine H | [61] | |||
| 209 | barbaolide A | H | Nic | Ac | [59] |
| 210 | barbaolide B | ONic | Nic | MePr | [59] |
| 211 | barbaolide C | ONic | Ac | MePr | [59] |
| 212 | barbaolide D | [59] | |||
| 213 | barbaolide E | H | Ac | MePr | [59] |
| 214 | barbaolide F | Ac | MePr | H | [59] |
| 215 | barbaolide G | [59] | |||
| 216 | barbaolide H | Bz | Ac | OH | [59] |
| 217 | barbaolide I | Ac | Ac | ONic | [59] |
| 218 | scutellone J | Ac | H | Ac | [79] |
| 219 | scutelinquanine A | Ac | H | Nic | [58] |
| Type F | |||||
| 220 | scutebata H | OH | Bz | Ac | [45,46] |
| 221 | scutebartine H | OMe | H | Nic | [55] |
| 222 | scutebartine I | H | OMe | Nic | [55] |
| 223 | scutebartine J | OH | Nic | Ac | [55] |
| 224 | scutebarbatine I | H | OEt | [57] | |
| 225 | scutebarbatine J | OEt | H | [57] | |
| 226 | scutellin A | [80] | |||
| Type G | |||||
| 227 | scutebarbatine H | Nic | H | [78,81] | |
| 228 | 7-O-nicotinoylscutebarbatine H | Nic | Nic | [78,81] | |
| 229 | scutehenanine D | Nic | Bz | [53] | |
| Others | |||||
| 230 | scutebarbatine M | Nic | Nic | OH | [82] |
| 231 | scutebarbatine N | Nic | Nic | CH2OH | [82] |
| 232 | scubatine A | [55,70] | |||
| 233 | scubatine B | [70] | |||
| 234 | scubatine C | [70] | |||
| 235 | scutelinquanine B | [58] | |||
| 236 | 14-deoxy-11,12-didehydroandrographolide | [60] | |||