BDBM24584 Orlistat derivative, 15f
Orlistat derivative, 17c BDBM24589
US9328123, Orlistat CHEMBL175247 Orlistat BDBM24567 Tetrahydrolipstatin Xenical (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl (2S)-2-formamido-4-methylpentanoate THLP
(1R)-1-{[(2S,3S)-3-ethyl-4-oxooxetan-2-yl]methyl}dodecyl N-formylglycinate (2S)-1-[(2S,3S)-3-ethyl-4-oxooxetan-2-yl]tridecan-2-yl 2-formamidoacetate Orlistat derivative, 17a BDBM24569 Orlistat derivative, 15f
Orlistat derivative, 17c (1R)-1-{[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]methyl}dodecyl N-formylglycinate CHEMBL458827 BDBM24586 Orlistat derivative, 15g (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl 2-formamidoacetate
(3S,4S)-3-hexyl-4-[(2S)-2-hydroxyheptyl]azetidin-2-one beta-lactam derivative of orlistat, 15 BDBM24983
Orlistat, 5 1-(3-hexyl-4-oxooxetan-2-yl)tridecan-2-yl 2-formamido-4-methylpentanoate BDBM24988
Orlistat derivative, 17b BDBM24588 (1R)-1-{[(2S,3S)-3-butyl-4-oxooxetan-2-yl]methyl}dodecyl N-formylglycinate
(2R)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]heptan-2-yl 2-formamidoacetate Orlistat derivative, 23b BDBM24572
(3S,4S)-1-(benzyloxy)-3-hexyl-4-[(2S)-2-hydroxytridecyl]azetidin-2-one BDBM24977 beta-lactam derivative of orlistat, (-)-10
Orlistat derivative, 15b (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]pentadecan-2-yl 2-formamidoacetate BDBM24575
Orlistat derivative, 17d (2R)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]propan-2-yl 2-formamidoacetate BDBM24582
Orlistat derivative, 17i (2R)-1-[(2S,3R)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl 2-formamidoacetate BDBM24574
beta-lactam derivative of orlistat, (+)-10 BDBM24978 (3R,4R)-1-(benzyloxy)-3-hexyl-4-[(2R)-2-hydroxytridecyl]azetidin-2-one
beta-lactam derivative of orlistat, 13 (3S,4S)-1-(benzyloxy)-3-hexyl-4-[(2S)-2-hydroxyheptyl]azetidin-2-one BDBM24981
(2R)-1-[(2R,3R)-3-hexyl-4-oxoazetidin-2-yl]tridecan-2-yl 2-formamidoacetate beta-lactam derivative of orlistat, (+)-5 BDBM24973
(3R,4R)-1-(benzyloxy)-4-[(2R)-2-[(tert-butyldimethylsilyl)oxy]tridecyl]-3-hexylazetidin-2-one BDBM24976 beta-lactam derivative of orlistat, (+)-9
(3S,4S)-1-(benzyloxy)-4-[(2S)-2-[(tert-butyldimethylsilyl)oxy]tridecyl]-3-hexylazetidin-2-one beta-lactam derivative of orlistat, (-)-9 BDBM24975
BDBM24581 (2R)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]hex-5-en-2-yl 2-formamidoacetate Orlistat derivative, 17f
beta-lactam derivative of orlistat, (-)-5 (2S)-1-[(2S,3S)-3-hexyl-4-oxoazetidin-2-yl]tridecan-2-yl 2-formamidoacetate BDBM24972
(2S)-1-[(2R,3R)-3-hexyl-4-oxooxetan-2-yl]pentadecan-2-yl (2S)-2-formamido-4-methylpentanoate Orlistat derivative, 16a BDBM24593
(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]pentadecan-2-yl (2S)-2-formamido-3-phenylpropanoate BDBM24576 Orlistat derivative, 15c
(2S)-1-[(2S,3S)-3-methyl-4-oxooxetan-2-yl]tridecan-2-yl (2S)-2-formamido-4-methylpentanoate Orlistat derivative, 15e BDBM24594
BDBM24590 Orlistat derivative, 15l (2S)-1-[(2S,3S)-3-octyl-4-oxooxetan-2-yl]undecan-2-yl (2S)-2-formamido-4-methylpentanoate
BDBM24591 Orlistat derivative, 15a (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]pentadecan-2-yl (2S)-2-formamido-4-methylpentanoate
BDBM24592 (2R,5E)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]hept-5-en-2-yl 2-formamidoacetate Orlistat derivative, 17g
Orlistat derivative, 16b (2S)-1-[(2R,3R)-3-methyl-4-oxooxetan-2-yl]tridecan-2-yl (2S)-2-formamido-4-methylpentanoate BDBM24596
(2R)-1-[(2R,3R)-1-(benzyloxy)-3-hexyl-4-oxoazetidin-2-yl]tridecan-2-yl 2-formamidoacetate BDBM24980 beta-lactam derivative of orlistat, (+)-11
(2S)-1-[(2S,3S)-1-(benzyloxy)-3-hexyl-4-oxoazetidin-2-yl]tridecan-2-yl 2-formamidoacetate BDBM24979 beta-lactam derivative of orlistat, (-)-11
(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]-3-{[(4-methylbenzene)sulfonyl]oxy}propan-2-yl 2-formamidoacetate BDBM24577 Orlistat derivative, 17e
(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]hex-5-en-2-yl (2S)-2-formamido-3-phenylpropanoate Orlistat derivative, 15k BDBM24585
BDBM24570 Orlistat derivative, 15j (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]hex-5-en-2-yl (2S)-2-formamido-4-methylpentanoate
beta-lactam derivative of orlistat, 6 BDBM24974 (2S)-1-[(2S,3S)-3-hexyl-4-oxoazetidin-2-yl]heptan-2-yl (2S)-2-formamido-3-methylbutanoate
(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]pentadecan-2-yl (2S)-3-(1H-imidazol-5-yl)-2-formamidopropanoate BDBM24579 Orlistat derivative, 15d
(2S,5E)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]hept-5-en-2-yl (2S)-2-formamido-3-methylbutanoate Orlistat derivative, 15h BDBM24595
(2S,5E)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridec-5-en-2-yl (2S)-2-formamido-3-phenylpropanoate BDBM24578 Orlistat derivative, 21b
BDBM24573 Orlistat derivative, 21a (2S,5E)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridec-5-en-2-yl (2S)-2-formamido-4-methylpentanoate
Orlistat derivative, 15i BDBM24587 (2S,5E)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]hept-5-en-2-yl (2S)-2-formamido-3-phenylpropanoate
Orlistat derivative, 17h (2R,5E)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]hept-5-en-2-yl (2S)-2-formamido-3-methylbutanoate BDBM24583
beta-lactam derivative of orlistat, 14 BDBM24982 (2S)-1-[(2S,3S)-1-(benzyloxy)-3-hexyl-4-oxoazetidin-2-yl]heptan-2-yl (2S)-2-formamido-3-methylbutanoate
BDBM24580 (2S,5E)-6-(4-fluorophenyl)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]hex-5-en-2-yl (2S)-2-formamido-4-methylpentanoate Orlistat derivative, 21c
- Zhang, W; Richardson, RD; Chamni, S; Smith, JW; Romo, D Beta-lactam congeners of orlistat as inhibitors of fatty acid synthase. Bioorg Med Chem Lett 18: 2491-4 (2008)
- Dollinger, LM; Howell, AR A 2-methyleneoxetane analog of orlistat demonstrating inhibition of porcine pancreatic lipase. Bioorg Med Chem Lett 8: 977-8 (1998)
- Zhu, M; Harshbarger, WD; Robles, O; Krysiak, J; Hull, KG; Cho, SW; Richardson, RD; Yang, Y; Garcia, A; Spiegelman, L; Ramirez, B; Wilson, CT; Yau, JA; Moore, JT; Walker, CB; Sacchettini, JC; Liu, WR; Sieber, SA; Smith, JW; Romo, D A strategy for dual inhibition of the proteasome and fatty acid synthase with belactosin C-orlistat hybrids. Bioorg Med Chem 25: 2901-2916 (2017)
- Inhibition Assay Particularly, pancreatic lipase inhibiting activity was measured by the conventional method known to those in the art (Kim, J. H.; Kim, H. J.; Park, H. W.; Youn, S. H.; Choi, D. Y.; Shin, C. S. FEMS Microbiol. Lett. 2007, 276, 93.). To prepare the enzyme buffer, 30 mL (10 units) of pig pancreatic lipase solution (Sigma, St. Louis, Mo.) and 1 mM EDTA (pH 6.8) were mixed with 10 mM MOPS (morpholinepropanesulphonic acid), which was added to 850 mL of tris buffer (100 mM Tris-HCl and 5 mM CaCl2, pH 7.0). Then, 100 mL of the rotenoisin A or B of the present invention was mixed with the prepared enzyme buffer at the experimental concentration. As the positive control, 880 mL of Orlistat (Roche, Basel, Switzerland) was mixed with the enzyme buffer. 20 mL of substrate solution containing 20 mM p-nitrophenylbutyrate dissolved in dimethyl formaide was added to the enzyme buffer, followed by culture for 15 minutes at 37° C. that was the temperature adequate for enzyme reaction.