Back to results
US 2004/0171672 A1Published application
Synthetic salicylihalamides, apicularens and derivatives thereof
AssigneeBoard of Regents, The University of Texas System
InventorsJef Karel De Brabander, Yusheng Wu
Life of this patent
Estimating the term…
Abstract
The present invention provides compounds having improved stability over that of natural benzolactones, and a process for synthesizing these compounds. These compounds exhibit anti-cancer activity and inhibit V-ATPase activity.
Claims17
A compound of formula:
- 150
- wherein E is selected from the group consisting of:
- 151 152
- X=O, S, NR2;
- Y=CH2, O, S, NR2;
- Q=O, NH;
- F=ortho, meta, para substituents such as halogen, CN, OR2, OC(O)R3, NO2, OSO2R3, NR2R2, NR2C(O)R3, NR2SO2R3, R3;
- R1=H, Me;
- R2=R1, straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl, CH2heteroaryl, CH2heterocycle, CHR1CHR1aryl, CHR1CHR1heteroaryl, CHR1CHR1heterocycle;
- R3=R2 or CR1═CR1aryl, CR1═CR1heteroaryl, CR1═CR1heterocycle, C≡Caryl, C≡Cheteroaryl, C≡Cheterocycle;
- and
- Z is a contiguous linker whose presence completes an 11 to 15 membered ring.
9 more elements
A compound of formula:
- 154
- wherein E is selected from the group consisting of:
- 155 156
- X=O, S, NR2;
- Y=CH2, O, S, NR2;
- Q=O, NH;
- F=ortho, meta, para substituents such as halogen, CN, OR2, OC(O)R3, NO2, OSO2R1, NR2R2, NR2C(O)R3, NR2SO2R3, R3;
- R1H, Me;
- R2=R1, straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl, CH2heteroaryl, CH2heterocycle, CHR1CHR1aryl, CHR1CHR1heteroaryl, CHR1CHR1heterocycle;
- R3=R2 or CR1═CR1aryl, CR1═CR1heteroaryl, CR1═CR1heterocycle, C≡Caryl, C≡Cheteroaryl, C≡Cheterocycle;
- and
- R4=R1, C(O)R3, SO2R3, R2.
9 more elements
A compound of formula:
- 158
- wherein R1=H, Me, Ac;
- and
- R2=straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl.
1 more element
A compound of formula:
- 159
- wherein R1=H, Me, Ac;
- and
- R2=straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl.
1 more element
A compound of formula:
- 160
A compound of formula:
- 161
A compound of formula:
- 162
- wherein R1=H, Me, Ac;
- and
- R2=straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl.
1 more element
A compound of formula:
- 163
A compound of formula:
- 164
A compound of formula:
- 165
- wherein E is selected from the group consisting of:
- 166 167
- X=O, S, NR2;
- Y=CH2, O, S, NR2;
- Q=O, NH;
- F=ortho, meta, para substituents such as halogen, CN, OR2, OC(O)R3, NO2, OSO2R3, NR2R2, NR2C(O)R3, NR2SO2R3, R3;
- R1=H, Me;
- R2=R1, straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl, CH2heteroaryl, CH2heterocycle, CHR1CHR1aryl, CHR1CHR1heteroaryl, CHR1CHR1heterocycle;
- R3=R2 or CR1═CR1aryl, CR1═CR1heteroaryl, CR1═CR1heterocycle, C≡Caryl, C≡Cheteroaryl, C≡Cheterocycle;
- and
- R4=R1, C(O)R3, SO2R3, R2.
9 more elements
A compound of formula:
- 169
- wherein R1=H, Me, Ac;
- and
- R2=straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl.
1 more element
A compound of formula:
- 170
- wherein R1=H, Me, Ac;
- and
- R2=straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl.
1 more element
A compound of formula:
- 171
- wherein R1=H, Me, Ac;
- and
- R2=straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl.
1 more element
A compound of formula:
- 172
- wherein R1=H, Me, Ac;
- and
- R2=straight chain saturated alkyl, straight chain unsaturated alkyl, branched chain alkyl, branched chain unsaturated alkyl, cycloalkyl, aryl, heteroaryl, heterocycle, CH2aryl.
1 more element
Dependencies are inferred from the claim text.