Cerulenin compounds for fatty acid synthesis inhibition

Details Cerulenin compounds for fatty acid synthesis inhibition Cerulenin compounds for fatty acid synthesis inhibition

1994-01-24

1996-07-23

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549548, 549354, C07D30338, C07D30346

Patent

active

055391320

ABSTRACT:
Novel compounds for use in inhibiting fatty acid synthesis are disclosed. The compounds can be used for the treatment of tumors or microbial infections.

REFERENCES:
patent: 3897428 (1975-07-01), Omura et al.
Morisaki, N., et al, Chem. Pharm. Bull. 40(11) 2945-2953 (Nov. 1992) "Synthesis of Cerulenin and Its Analogs. I. Cerulenin and Its Analogs with Modified Side Chain".
Shimazawa, R., et al, Chem. Pharm. Bull. 40 (11) 2954-2957 "Synthesis of Cerulenin and Its Analogs. II. Synthesis and Biological Activity of dl-Carbacerulenin, a Carbocyclic analog of Cerulenin" (1992).
Morisaki, N., et al, Eur. J. Biochem. 211, 111-115 (1993) "Effect of side-chain structure on inhibition of yeast fatty-acid synthase by cerulenin analogues".
Omura, S., et al, Antimicrobial Agents And Chemotherapy, vol. 6, No. 2, Aug. 1974, pp. 207-215 "Relationship Between the Structures of Fatty Acid Amide Derivatives and Their Antimicrobial Activities."
Jakubowski, A. A., et al, J. Org. Chem., 1982 47, 1221-1228 "Total Syntheses of (.+-.)-Cerulenin, (.+-.)-Tetrahydrocerulenin, and Related Compounds."
Boeckman, R. K., Jr., et al, J. Amer. Chem. Soc. 101:4, Feb. 14, 1979, 987-994 "A Total Synthesis of dl-Cerulenin."
Corey, E. J., et al, Tetrahedron Letters No. 44, pp. 3847-3850, 1977 (Pergamon Press. Printed in Great Britain) "A Total Synthesis Of (35 )-Cerulenin."
Yoda, H., et al, Tetrahedron Letters, vol. 32, No. 46, pp. 6771-6774, 1991 "A Novel Stereoselective Synthesis of (.+-.)-Cerulenin and (.+-.)-Tetrahydrocerulenin."
Funabashi, H., et al, J. Biochem., 105, 751-755 (1989) "Binding Site of Cerulenin in Fatty Acid Synthetase."
D'Agnolo, G., et al, Biochimica et Biophysica Acta, 326 (1973) 155-166 "Inhibition of Fatty Acid Synthesis By The Antibiotic Cerulenin; Specific Inactivation of .beta.-Ketoacyl-Acyl Carrier Protein Synthetase."5
Nixon & Vanderhye

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