Table 1.
Potential applications for selected R-HAs as synthons
R-HAs | Potential synthon for | Reference |
---|---|---|
(R)-3-hydroxyundec-10-enoate | Inhibitor of cholesterol synthesis, effects 3-hydroxy-3-methyl-glutaryl (HMG) CoA synthetase | Dirat et al. (1998) |
Precursor of L-659,699 (inhibitor of cholesterol biosynthesis) | Chiang et al. (1989) | |
(R)-3-hydroxy-undecanoate | Depsipeptides (antibiotic/antifungal) | Nihei et al. (2005); Wohlrab et al. (2007) |
(−)-tetrahydrolipstatin (anti-obesity drug) | Pons and Kocienski (1989); Sarabia and Chammaa (2005) | |
Lipid A mimic (immunobiological) | Martin et al. (2006) | |
Stevastelins B and B3 | Sarabia and Chammaa (2005) | |
Sulfobacin A | Gupta et al. (2004); Irako and Shioiri (1998); Labeeuw et al. (2004) | |
Globomycin (antibiotic, signal peptidase II inhibitor) | Kiho et al. (2003a); Kiho et al. (2003b, 2004) | |
Pseudomycin | Rodriguez et al. (2001) | |
Topostins B567 and D654 | Irako and Shioiri (1998) | |
(R)-3-hydroxy-nonanoate | Globomycin analogs (antibiotic) | Kiho et al. (2004) |
(R)-2-benzylcyclohexanone (precursor of natural products) | Katoh et al. (1994) | |
(R)-3-hydroxyoctanoate | Simvastatin (antihypercholesterolemic, inhibitor of HMG-CoA reductase | Lee and Lee (2004); Morgan and Burk (2005) |
Viscosin | Hiramoto (1971) | |
(R)-3-hydroxyhept-6-enoate | Potent HMG CoA reductase inhibitor FR901512 | Inoue and Nakada (2007) |
Rosuvastatin calcium, a HMG CoA reductase inhibitors | Zlicar (2007) | |
α,β-disubstituted β-lactones | Wu and Sun (2005) | |
Sphingofungin D (antifungal) | Mori and Otaka (1994); Vanmiddlesworth et al. (1992) | |
Sphingofungin F (antifungal) | Kobayashi et al. (1997) | |
Precursor of β-lactams for synthesis of carbacephems (class of antibiotics) | Crocker and Miller (1995) | |
Ebelactone A and B (β-lactone enzyme inhibitor) | Paterson and Hulme (1995) | |
Bicycloheptenones | Marotta et al. (1994b) | |
Cyclosporine A derivatives (immunosuppressive) | Aebi et al. (1990); Colucci et al. (1990); Lynch et al. (1987); Rich et al. (1989); Schmidt and Siegel (1987); Schreiber et al. (1988) | |
(S)-citronellol | Hirama et al. (1985) | |
(R)-3-hydroxyheptanoate | Anachelin (siderophore of Anabaena cylindrica) | Ito et al. (2004) |
Pravastatin (atherosclerosis/hypercholesteremia agent) | Keri et al. (2007) | |
(R)-3-hydroxyhexanoate | Analogs of laulimalide (paclitaxel like antimicrotubule agent) | Faveau et al. (2006) |