US 7,560,252 B2
Borrelidin-producing polyketide synthase and its use
Jose A Salas, Oviedo (Spain); Carmen Mendez, Oviedo (Spain); Carlos Olano, Oviedo (Spain); Cesar Sanchez, Oviedo (Spain); Alfredo F Brana, Oviedo (Spain); Barrie Wilkinson, Sharnbrook (United Kingdom); Christine J Martin, Cambridge (United Kingdom); Steven Moss, Cambridge (United Kingdom); Peter F Leadlay, Cambridge (United Kingdom); and Marko Oliynyk, Cambridge (United Kingdom)
Assigned to Biotica Technology Limited, Essex (United Kingdom); and The University of Oviedo, Oviedo (Spain)
Appl. No. 10/534,210
PCT Filed Dec. 24, 2003, PCT No. PCT/GB03/05704
§ 371(c)(1), (2), (4) Date Mar. 17, 2006,
PCT Pub. No. WO2004/058976, PCT Pub. Date Jul. 15, 2004.
Claims priority of application No. 0230217.2 (GB), filed on Dec. 27, 2002.
Prior Publication US 2007/0065920 A1, Mar. 22, 2007
Int. Cl. C12P 19/62 (2006.01); C07H 21/04 (2006.01)
U.S. Cl. 435—76  [435/193; 435/252.3; 435/471; 536/23.2] 17 Claims
 
1. An isolated compound, said compound being selected from the group consisting of formula 1,

OG Complex Work Unit Drawing
and pharmaceutically acceptable salts thereof, wherein
R1 is a cycloalkyl group of the formula, n being 1-2,

OG Complex Work Unit Drawing
 and R1 can also optionally have a substituent of at least one halo atoms or at least one C1 to C3 alkyl groups; R2, R3, R6, R7, R8, R9, or R11 are each independently H, OCH3, CH3 or CH2CH3; R4 is CN, CO2H, CHO, CH3, CONH2, CHNH; R5, R10 are OH; with the proviso that said compounds are not borrelidin, 12-desnitrile-12-carboxyl borrelidin, 10-desmethyl borrelidin, 11-epiborrelidin or C14,C15-cis borrelidin; and formula 2

OG Complex Work Unit Drawing
 wherein
R2, R3, R6, R7, R8, R9, or R11 are each independently H, OCH3, CH3 or CH2CH3; R4 is CN, CO2H, CHO, CH3, CONH2, CHNH; R5, R10 are OH; and R12 and R13 are independently H or a C1-C4 alkyl group which may be optionally substituted with OH, F, Cl, SH, with the proviso that R12 and R13 are not simultaneously H.