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] |