Antifungal and antimycobacterial basiliskamides

Details Antifungal and antimycobacterial basiliskamides Antifungal and antimycobacterial basiliskamides

C - Chemistry, Metallurgy

07

C

C07C 235/28 (2006.01) A61K 31/11 (2006.01) A61K 31/12 (2006.01) A61K 31/16 (2006.01) A61K 31/19 (2006.01) A61K 31/22 (2006.01) A61K 31/275 (2006.01) A61K 31/33 (2006.01) C07C 47/263 (2006.01) C07C 49/24 (2006.01) C07C 59/42 (2006.01) C07C 69/618 (2006.01) C07C 69/732 (2006.01) C07C 233/09 (2006.01) C07C 327/10 (2006.01) C07C 327/22 (2006.01)

Patent

CA 2273436

Antibiotic polyketide compounds are provided having the formula (see formula I) wherein: R1 and R2 are the same or different and are independently H or R; R is a structural fragment having a saturated or unsaturated linear, branched, or cyclic, skeleton containing one to ten carbon atoms in which the carbon atoms may be optionally substituted with a substituent selected from the group consisting of: -OH; =O; -OR5; -O2CR5, -SH; -SR5; -SOCR5; -NH2; -NHR5; -NH(R5)2; -NHCOR5; NRCOR5; -I; -Br; -Cl; -F; -CN; -CO2H; -CO2R5; -CHO; -COR5; -CONH2; -CONHR5; -CON(R5)2; -COSH; -COSR5; -NO2; -SO3H; -SOR5; and -SO2R5, wherein R5 is a linear, branched or cyclic, one to ten carbon saturated or unsaturated alkyl group; R3 and R4 are different and are independently selected from the groups consisting of OH, (see formula II) and (b) -O~Z-Ar wherein, Z1 and Z are linear or branched, saturated or unsaturated, one to ten carbon fragments optionally substituted with Y; Ar is a monocyclic, bicyclic or tricyclic, fully or partially aromatic system containing five or six membered carbocyclic or, oxygen, nitrogen or sulphur containing heterocyclic rings, optionally substituted with R or Y; Y is selected from the group consisting of: H; =O, -OH; -OR; -O2CR; -SH; -SR; -SOCR; -NH2; -NHR; -NH(R)2; -NHCOR; NRCOR; -I; -Br; -Cl; -F; -CN- -CO2H; -CO2R; -CHO; -COR; -CONH2; -CONHR; -CON(R)2; -COSH; -COSR; -NO2; -SO3H; -SOR; -SO2R; and, -O- (epoxide); W is H or R; with the provisos that when W is H, R2 is not H; when R2 is CH3, W is not n- propyl; and, one of R3 and R4 is (a) or (b) and another of R3 and R4 is OH. 30

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