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. 2021 Jul 28;26(15):4563. doi: 10.3390/molecules26154563

Table 5.

The sesqiterpenoids isolated from Maytenus.

No. Name R1 R2 R3 R4 R5 R6 R7 R8 Type Ref.
130 1α,9α-dibenzoyloxy-6β,8α,15-triacetoxy-4β-hydroxy-dihydro-β-agarofurane OBz H H OAc CH3 α-OAc α-OBz CH2OAc E1 [60]
131 1α,9α-dibenzoyloxy-2α,6β,8α,15-tetracetoxy-4β-hydroxydihydro-β-agrofurane OBz α-OAc H OAc CH3 α-OAc α-OBz CH2OAc E1 [60]
132 6β,8β-15-triacetoxy-1α,9α-dibenzoyloxy-4β-hydroxy-β-dihydroagarofuran OBz H H OAc CH3 β-OAc α-OBz CH2OAc E1 [61]
133 1α,6β,8β-15-tetraacetoxy-9α-benzoyloxy-4β-hydroxy-β-dihydroagarofuran OAc H H OAc CH3 β-OAc α-OBz CH2OAc E1 [61]
134 (1S,4S,6R,7S,8S,9R)-1,6,15- triacetoxy-8,9-dibenzoyloxy-4β-hydroxy-β-dihydroagarofuran OAc H H OAc CH3 α-OBz β-OBz CH2OAc E1 [61]
135 (1R,2S,4S,5S,6R,7R,9S,10S)-6,15-diacetoxy-1,2,9-tribenzoyloxy-4-hrdroxy-8-oxo-dihydro-β-agarofuran OBz α-OBz H OAc CH3 O α-OBz CH2OAc E1 [41]
136 9β-cinnamoyloxy-2β,3β-diacetoxy-6β-hydroxy-lα-nicotinoyloxydihidro-β-agarofuran ONic β-OAc β-OAc OH CH3 H β-OCin CH3 E1 [41]
137 1α-acetoxy-2α,6β,9β-trtifuroyloxy-4β-hydroxy-dihydro-β- agarofuran OAc α-OFu H OFu CH3 H β-OFu CH3 E1 [59]
138 1α,2α-diacetoxy-6β,9β-difuroyloxy-4β-hydroxy-dihydro-β- agarofuran OAc α-OAc H OFu CH3 H β-OFu CH3 E1 [59]
139 1α-acetoxy-6β,9β-difuroyloxy-2α,4β-dihydroxy-dihydro-β-agarofuran OAc α-OH H OFu CH3 H β-OFu CH3 E1 [59]
140 1α-acetoxy-2α-benzoyloxy-6β,9β-difuroyloxy-4β-dihydro-β-agarofuran OAc α-OBz H OFu CH3 H β-OFu CH3 E1 [59]
141 1α-acetoxy-6β,9β-difuroyloxy-2α-propyonyloxy-4β-hydroxy-dihydro-β-agarofuran OAc α-OPr H OFu CH3 H β-OFu CH3 E1 [59]
142 1α-acetoxy-6α,9β-difuroyloxy-2α-(2)-methylbutyroyloxy-4β-hydroxy-dihydro-β-agarofuran OAc α-OButMe H OFu CH3 H β-OFu CH3 E1 [59]
143 1α, 2α,15-triacetoxy-6β,9β-difuroyloxy-4β- hydroxy-dihydro-β-agarofuran OAc α-OAc H OFu CH3 H β-OFu CH2OAc E1 [59]
144 1α, 2α,15-triacetoxy-6β,9β-dibenzoyloxy-4β- hydroxy-dihydro-β-agarofuran OAc α-OAc H OBz CH3 H β-OBz CH2OAc E1 [59]
145 (1R,2R,4S,5R,7S,9S,10R)-2-acetoxy-1-benzoyloxy-9-cinnamoyloxy-4-hydroxy- dihydro-β-agarofuran OBz β-OAc H H CH3 H β-OH CH3 E1 [62]
146 (1R,2S,3S,5R,7R,9S,10R)-2-acetoxy-9-benzoyloxy-1-cinnamoyloxy-3-nicotinoyloxy-4-hydroxy-dihydro-β-agarofuran OCin β-OAc β-ONic H CH3 H H CH3 E1 [62]
147 (1R,2S,3S,4S,5S,6R,7R,9S,10R)-2,6-diacetoxy-1-benzoyloxy-9-cinnamoyloxy-3-nicotinoyloxy-4-hydroxy-dihydro-β-agarofuran OBz β-OAc β-ONic OAc CH3 H β-OCin CH3 E1 [62]
148 (1R,2S,3S,4S,5S,6R,7R,9S,10R)-2,6-diacetoxy-1,9-dibenzoyloxy-3-nicotinoyloxy-4-hydroxy-dihydro-β-agarofuran OBz β-OAc β-ONic H CH3 H β-OBz CH3 E1 [62]
149 (1R,2S,3S,4S,5R,7S,8S,9R,10R)-2,3-diacetoxy-8,9-dibenzoyloxy-1-nicotinoyloxy-4-hydroxy-dihydro-β-agarofuran ONic β-OAc β-OAc H CH3 β-OBz β-OBz CH3 E1 [62]
150 (1R,2S,4S,5S,6R,7R,8S,9R,10S)-6,8-diacetoxy-1,2,9-tribenzoyloxy-4-hydroxy-dihydro-β-agarofuran OBz α-OBz H OAc CH3 β-OAc β-OBz CH3 E1 [62]
151 (1R,2S,3S,4S,5R,7S,8S,9R,10R)-2,8-diacetoxy-3,9-dibenzoyloxy-1-nicotinoyloxy-4-hydroxy-dihydro-β-agarofuran ONic β-OAc β-OBz H β-OAc β-OBz CH3 - E2 [62]
152 (1R,2S,4R,5S,6R,7R,8S,9R,10S)-6,8-diacetoxy-1,9-dibenzoyloxy-2-nicotinoyloxy-dihydro-β-agarofuran OBz α-ONic H OAc β-OAc β-OBz CH3 - E2 [62]
153 1α,15-diacetoxy-6β,9β-dibenzoyloxy-2α-nicotinoyloxy-dihydro-β-agarofuran OAc α-ONic H OBz H β-OBz CH3 - E2 [62]
154 1α,15-diacetoxy-6β,9β-dibenzoyloxy-2α-nicotinoyloxy-4β-hydroxy-dihydro-β-agarofuran OAc α-ONic H OBz CH3 H β-OBz CH2OAc E1 [62]
155 (1R,2S,4S,5S,6R,7R,9S,10S)-1,2,6,9,15-pentaacetoxy-4-hydroxy-8-oxo-dihydro-β-agarofuran OAc α-OAc H OAc CH3 O α-OAc CH2OAc E1 [63]
156 (1R,2S,4S,5S,6R,7R,9S,10S)-1,2,9,15-taacetoxy-4,6-dihydroxy-8-oxo-dihydro-β-agarofuran OAc α-OAc H OH CH3 O α-OAc CH2OAc E1 [63]
157 (1R,2S,4S,5S,6R,7R,9S,10S)-1,9,15-triacetoxy-2,4,6-trihydroxy-8-oxo-dihydro-β-agarofuran OAc α-OH H OH CH3 O α-OAc CH2OAc E1 [63]
158 (1R,2S,3S,4S,5S,6R,7R,9S,10S)-1,2,3,6,9,12,15-heptaacetoxy-4-hydroxy-8-oxo-dihydro-β-agarofuran OAc α-OAc β-OAc OAc CH2OAc O α-OAc CH2OAc E1 [63]
159 1α,2α,3β,6β,8α,9α,12,15-octaacetoxy-4β-hydroxy-dihydro-β-agarofuran OAc α-OAc β-OAc OAc CH2OAc α-OAc α-OAc CH2OAc E1 [63]
160 (1S,4S,5S,6R,7R,8S,9R,10R)-8-acetoxy-1,9-dibenzoyloxy-6-nicotynoyloxy-dihydro-β-agarofuran OBz H H ONic α-OAc α-OBz CH3 - E2 [49]
161 (1S,4R,5R,6R,7R,8S,9R,10R)-8-acetoxy-1,9-dibenzoyloxy-4-hydroxy-nicotynoyloxy-dihydro-β-agarofuran OBz H H ONic CH3 α-OAc α-OBz CH3 E1 [49]
162 (1R,2S,4S,5S,6R,7R,9S,10R)-1,15-diacetoxy-2,6-dibenzoyloxy-9-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OAc α-OBz H OBz CH3 H α-OFu CH2OAc E1 [64]
163 (1R,2S,4S,5S,6R,7R,9S,10R)-1,2,15-triacetoxy-6-benzoyloxy-9-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OAc α-OAc H OBz CH3 H α-OFu CH2OAc E1 [64]
164 (1R,2S,4S,5S,6R,7R,9S,10R)-1,15-diacetoxy-6-benzoyloxy-9-(3-furoyloxy)-2,4-dihydroxy-dihydro-β-agarofuran OAc α-OH H OBz CH3 H α-OFu CH2OAc E1 [64]
165 (1R,2S,4S,5S,6R,7R,9S,10R)-1,15-diacetoxy-6,9-dibenzoyloxy-2,4-hydroxy-dihydro-β-agarofuran OAc α-OH H OBz CH3 H α-OBz CH2OAc E1 [64]
166 (1R,2S,4S,5S,6R,7R,9S,10R)-1,2,6,15-tetracetoxy-9-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OAc α-OAc H OAc CH3 H α-OFu CH2OAc E1 [64]
167 (1R,2S,4S,5S,6R,7R,9S,10R)-1-Acetoxy-2,6-dibenzoyloxy-9-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OAc α-OBz H OBz CH3 H α-OFu CH3 E1 [64]
168 (1S,2S,3S,4S,5R,7R,9S,10R)-2,3-diacetoxy-9-benzoyloxy-1-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OFu β-OAc β-OAc H CH3 H α-OBz CH3 E1 [64]
169 (1S,2R,4S,5R,7R,9S,10R)-2-acetoxy-9-benzoyloxy-1-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OFu β-OAc H H CH3 H α-OBz CH3 E1 [64]
170 (1S,2R,4S,5R,7R,9S,10R)-2-Acetoxy-1,9-di-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OFu β-OAc H H CH3 H α-OFu CH3 E1 [64]
171 (1S,2R,4S,5R,7R,9S,10R)-2-Acetoxy-9-trans-cynamoiloxy-1-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OFu β-OAc H H CH3 H α-OCin CH3 E1 [64]
172 (1S,4S,5R,7R,9S,10S)-9-Benzoyloxy-1-(3-furoyloxy)-4-hydroxy-dihydro-β-agarofuran OFu H H H CH3 H α-OBz CH3 E1 [64]
173 (1S,2R,3R,4R,5S,7R,9S,10R)-2,3-diacetoxy-9-benzoyloxy-1-(3-furoyloxy)-dihydro-β-agarofuran OFu β-OAc β-OAc H H α-OBz CH3 - E2 [64]
174 (1S,2R,4R,5S,7R,9S,10R)-2-Acetoxy-9-benzoyloxy-1-(3-furoyloxy)-dihydro-β-agarofuran OFu β-OAc H H H α-OBz CH3 - E2 [64]
175 1α,2α,9β,15-tetracetoxy-8β-benzoyloxy-β-dihydroagarofuran OAc α-OAc H H β-OBz α-OAc CH2OAc - E2 [65]
176 1α-benzoyloxy-2α,6β,8α-triacetoxy-9α-methyllbutyroyloxy-β-dihydroagarofuran OBz α-OAc H OAc α-OAc α-OMeBut CH3 - E2 [65]
177 1α,6β-diacetoxy-2α,8α,9α-tribenzoyloxy-β-dihydroagarofuran OAc α-OBz H OAc α-OBz α-OBz CH3 - E2 [65]
178 1α-benzoyloxy-2α,6β,8α,9α-tetraacetoxy-β-dihydroagarofuran OBz α-OAc H OAc α-OAc α-OAc CH3 - E2 [65]
179 1α,6β,8α-triacetoxy-9α-benzoyloxy-2α-hydroxy-β-dihydroagarofuran OAc α-OH H OAc α-OAc α-OBz CH3 - E2 [65]
180 (1R,2S,4R,5S,6R,7R,8R,9S,10S)-1,6-diacetoxy-8,9-dibenzoyloxy-2-h ydroxy-β-d ihydroagarofuran OAc α-OH H OAc α-OBz α-OBz CH3 - E2 [65]
181 1α,6β,15-triacetoxy-8α-methylbutyroyloxy-9α-benzoyloxy-2α-hydroxy-β-dihydroagaro-furan OAc α-OH H OAc α-OMeBut α-OBz CH2OAc - E2 [65]
182 1α,6β,15-triacetoxy-8α,9α-dibenzoyloxy-2α-hydroxy-β-dihydroagarofuran OAc α-OH H OAc α-OBz α-OBz CH2OAc - E2 [65]
183 1α,6β,8β,15-tetracetoxy-2α-hydroxy-9α-benzoyloxy-β-dihydroagarofuran OAc α-OH H OAc β-OAc α-OBz CH2OAc - E2 [65]
184 Chiapens A OH α-OAc H OAc α-OBz α-OBz CH2OAc - E2 [66]
185 Chiapens B OAc α-OAc H OAc α-OBz α-OBz CH2OAc - E2 [66]
186 Chiapens C OH H H OAc α-OBz α-OBz CH2OAc - E2 [66]
187 Chiapens D OAc α-OAc H OBut H α-OBz CH2OAc - E2 [66]
188 Chiapens E OAc α-OAc β-OAc OAc O α-OBz CH2OAc - E2 [66]
189 1α,6β-diacetoxy-8α-hydroxy-9β-furoyloxy-β-agarofuran OAc H H OAc α-OH β-OFu CH3 - E2 [67]
190 1α-acetoxy-6β,8α-dihydroxy-9β-furoyloxy-β-agarofuran OAc H H OH α-OH β-OFu CH3 - E2 [67]
191 1α-benzoyloxy-2α,3β,6β,9β,14-pentaacetoxy-8-oxo-β-agarofuan OBz α-OAc β-OAc OBz O OAc CH2OAc - E2 [67]
192 1α-furoyloxy-2α,3β,6β,9β,14-pentaacetoxy-8-oxo-β-agarofuan OFu α-OAc β-OAc OFu O OAc CH2OAc - E2 [67]
193 Bilocularins A OAc H H OAc α-OH α-OBz CH2OAc - E2 [68]
194 Bilocularins B OAc H H OH α-OAc α-OBz CH2OAc - E2 [68]
195 Bilocularins C OAc H H OAc O α-OBz CH2OAc - E2 [68]
196 Bilocularins D OHAc α-OAc H OAc CH3 H β-OtCin CH2OBz E1 [69]
197 Bilocularins E OHAc α-OAc H OAc CH3 H β-OtCin CH2OtCin E1 [69]
198 Bilocularins F OHAc α-OAc H OAc CH3 H β-OtCin CH2OH E1 [69]
199 Bilocularins G OAc α-OAc H OAc CH3 H β-OtCin CH2OAc E1 [69]
200 Bilocularins H OAc α-OH H OAc CH3 H β-OtCin CH2OH E1 [69]
201 Bilocularins I OAc α-OH H ONic CH3 H β-OtCin CH3 E1 [69]
202 (1S,4S,5S,6R,7R,8R,9R,10S)-6-acetoxy-4,9,10-trihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methanobenzo[b]-oxepin-5-yl furan-3-carboxylate OAc H H OH CH3 α-OH β-OFu CH3 E1 [70]
203 (1S,4S,5S,6R,7R,8R,9R,10S)-6-acetoxy-4,9-dihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methanobenzo[b]oxepine-5,10-diylbis(furan-3-carboxylate) OAc H H OFu CH3 α-OH β-OFu CH3 E1 [71]
204 (1S,4S,5S,6R,7R,9S,10S)-6-acetoxy-9-hydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methanobenzo[b]oxepine-5,10-diyl bis(furan-3-carboxylate) OAc H H OFu CH3 H β-OFu CH3 E1 [71]
205 (1S,4S,5S,6R,7R,9S,10S)-6-acetoxy-10-(benzoyloxy)-9-hydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methanobenzo[b]-oxepin-5-yl furan-3-carboxylate OAc H H OBz CH3 H β-OFu CH3 E1 [71]
206 2β,6β-diacetoxy-1α,9β-dibenzoyl-3β-hydroxy-dihydro-β-agarofuran α-OBz β-OAc β-OH H β-CH3 - - - E3 [72]
207 1α,2α,6β,8α-tetraacetoxy-9β-benzoyl-15-hydroxy-dihydro-β-agarofuran α-OAc α-OAc H α-OAc α-CH2OH - - - E3 [72]
208 1α,2α,6β,8α,15-pentaacetoxy-9β-benzoyl-dihydro-β-agarofuran α-OAc α-OAc H α-OAc α-CH2OAc - - - E3 [72]
209 1β-acetoxy-9α-benzoyloxy-2β,6α-dinicotinoyioxy-β-dihydro-agarofuran(heterophylline) - - - - - - - - E4 [73]
210 Boarioside - - - - - - - - E5 [74]
211 4-deacetyl-10-oxo-dihydrobotrydial - - - - - - - - E6 [75]
212 4β-acetoxy-9β,10β,15α-trihydroxyp robotrydial - - - - - - - - E7 [75]