Back to results
US 7,396,837 B2Granted
Antitumoral analogs of lamellarins
AssigneePharma Mar, S.A.U.
InventorsChristian Bailly, Andrés Francesch, Maria Cristina Mateo Urbano, José Antonio Jiménez Guerrero, Alfredo Pastor Del Castillo, Carmen Cuevas Marchante
Life of this patent
Estimating the term…
Abstract
New lamellarins are provided of the general formula III or a pharmaceutically acceptable salt, derivative, prodrug or stereoisomer thereof
Claims28
A compound of the general formula III:
- wherein X is selected from the group consisting of NH, O and S;
- wherein R1, R2, R3, R4, R5, R6, R7, and R8 are each independently selected from the group consisting of H, OH, OR′, SH, SR′, SOR′, SO2R′, NHR′, N(R′)2, N═R′, NHCOR′, N(COR′)2, NHSO2R′, NO2, PO(R′)2, PO2R′, C(═O)H, C(═O)R′, CO2H, CO2R′, OPO(R′)2, OPO2R′, OC(═O)H, OC(═O)R′, N═C(R′)2, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C1-C12 haloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C2-C12 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl and substituted or unsubstituted heteroaromatic;
- wherein R9 is independently selected from the group consisting of H, OH, OR′, SH, SR′, SOR′, SO2R′, NHR′, N(R′)2, N═R′, NHCOR′, N(COR′)2, NHSO2R′, NO2, PO(R′)2, PO2R′, C(═O)H, C(═O)R′, CO2H, CO2R′, OPO(R′)2, OPO2R′, OC(═O)H, OC(═O)R′, N═C(R′)2, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C1-C12 haloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C2-C12 alkynyl, substituted or unsubstituted aralkyl, substituted or unsubstituted heteroaromatic, bromine, and iodine;
- wherein each of the R′ groups is independently selected from the group consisting of H, OH, NO2, NH2, SH, CN, halogen, C(═O)H, C(═O)CH3, CO2H, substituted or unsubstituted C1-C18 alkyl, substituted or unsubstituted C2-C18 alkenyl, substituted or unsubstituted C2-C18 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted C1-C18 alkoxyl, substituted or unsubstituted C1-C18 aminoalkyl, substituted or unsubstituted C1-C18 aminoacid or aminoacids chain, substituted or unsubstituted C1-C18 thioalkyl, substituted or unsubstituted C1-C18 alkylsulfinyl, substituted or unsubstituted C1-C18 alkylsulfonyl;
- wherein the pairs of groups R1 and R2, R2 and R3, R3 and R4, R3 and R9, R4 and R9, R9 and R5, R9 and R6, or R6 and R7, R7 and R8 may be joined into a carbocyclic or heterocyclic ring system;
- and the dotted line represents a single or double bond;
- or a pharmaceutically acceptable salt or stereoisomer thereof.
4 more elements
A compound of the general formula IV:
- wherein X is selected from the group consisting of NH, O and S;
- wherein R1, R2, R3, R4, R5, R6, R8, R′2, R′3, R′4, R′5, and R′6 are each independently selected from the group consisting of H, OH, OR′, SH, SR′, SOR′, SO2R′, NHR′, N(R′)2, N═R′, NHCOR′, N(COR′)2, NHSO2R′, NO2, PO(R′)2, PO2R′, C(═O)H, C(═O)R′, CO2H, CO2R′, OPO(R′)2, OPO2R′, OC(═O)H, OC(═O)R′, N═C(R′)2, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C1-C12 haloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C2-C12 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl and substituted or unsubstituted heteroaromatic;
- wherein R7 is independently selected from the group consisting of OR′, SH, SR′, SOR′, SO2R′, NHR′, N(R′)2, N═R′, NHCOR′, N(COR′)2, NHSO2R′, NO2, PO(R′)2, PO2R′, C(═O)H, C(═O)R′, CO2H, CO2R′, OPO(R′)2, OPO2R′, OC(═O)H, OC(═O)R′, N═C(R′)2, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C1-C12 haloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C2-C12 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl and substituted or unsubstituted heteroaromatic;
- with the proviso tat R7 is not Me, Et, Pr, COMe, OH, OMe, OAc, OiPr or OBn when X is O;
- wherein each of the R′ groups is independently selected from the group consisting of H, OH, NO2, NH2, SH, CN, halogen, C(═O)H, C(═O)CH3, CO2H, substituted or unsubstituted C1-C18 alkyl, substituted or unsubstituted C2-C18 alkenyl, substituted or unsubstituted C2-C18 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted C1-C18 alkoxyl, substituted or unsubstituted C1-C18 aminoalkyl, substituted or unsubstituted C1-C18 aminoacid or aminoacids chain, substituted or unsubstituted C1-C18 thioalkyl, substituted or unsubstituted C1-C18 alkylsulfinyl, substituted or unsubstituted C1-C18 alkylsulfonyl;
- wherein the pairs of groups R1 and R2, R2 and R3, R3 and R4, or R7 and R8 may be joined into a carbocyclic or heterocyclic ring system;
- and the dotted line represents a single or double bond;
- or a pharmaceutically acceptable salt or stereoisomer thereof.
5 more elements
A compound of the general formula IV:
- wherein X is selected from the group consisting of NH, O and S;
- wherein R1, R2, R3, R4, R5, R6, R8, R′2, R′3, R′4, R′5, and R′6 are each independently selected from the group consisting of H, OH, OR′, SH, SR′, SOR′, SO2R′, NHR′, N(R′)2, N═R′, NHCOR′, N(COR′)2, NHSO2R′, NO2, PO(R′)2, PO2R′, C(═O)H, C(═O)R′, CO2H, CO2R′, OPO(R′)2, OPO2R′, OC(═O)H, OC(═O)R′, N═C(R′)2, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C1-C12 haloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C2-C12 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl and substituted or unsubstituted heteroaromatic;
- wherein R7 is independently selected from the group consisting of OR′, SH, SR′, SOR′, SO2R′, NHR′, N(R′)2, N═R′, NHCOR′, N(COR′)2, NHSO2R′, NO2, PO(R′)2, PO2R′, C(═O)H, CO2H, CO2R′, OPO(R′)2, OPO2R′, OC(═O)H, OC(═O)R′, N═C(R′)2, substituted or unsubstituted C1-C12 haloalkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C2-C12 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl and substituted or unsubstituted heteroaromatic;
- with the proviso that R7 is not OH, OMe, OAc, OiPr or OBn when X is O;
- wherein each of the R′ groups is independently selected from the group consisting of H, OH, NO2, NH2, SH, CN, halogen, C(═O)H, C(═O)CH3, CO2H, substituted or unsubstituted C1-C18 alkyl, substituted or unsubstituted C2-C18 alkenyl, substituted or unsubstituted C2-C18 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted C1-C18 alkoxyl, substituted or unsubstituted C1-C18 aminoalkyl, substituted or unsubstituted C1-C18 aminoacid or aminoacids chain, substituted or unsubstituted C1-C18 thioalkyl, substituted or unsubstituted C1-C18 alkylsulfinyl, substituted or unsubstituted C1-C18 alkylsulfonyl;
- wherein the pairs of groups R1 and R2, R2 and R3, R3 and R4, or R7 and R8 may be joined into a carbocyclic or heterocyclic ring system;
- and the dotted line represents a single or double bond;
- or a pharmaceutically acceptable salt or stereoisomer thereof.
5 more elements
Dependencies are inferred from the claim text.