醋葡醛内酯, aceglatone

Aceglatone is a derivative of D-glucaro-1, 4-lactone with chemopreventive and anti-tumor activities. One of the key processes in which human body eliminates toxic chemicals as well as hormones (such as estrogen) is by glucuronidation. When beta-glucuronidase deconjugates these glucuronides, it prolongs the stay of the hormone or toxic chemical in the body. Elevated beta-glucuronidase activity has been implicated to be associated with an increased risk for hormone-dependent cancers like breast, prostate, and colon cancers. Thereby, aceglatone may suppress the developments of hormone-dependent cancers mediated through beta-glucuronidase inhibition.

Aceglatone is an organic molecular entity.

Title: Aceglatone

CAS Registry Number: 642-83-1

CAS Name: D-Glucaric acid di-g-lactone diacetate

Additional Names: 2,5-di-O-acetyl-D-glucaro-1,4:6,3-dilactone; 2,5-di-O-acetyl-D-glucosaccharo-1,4:6,3-dilactone

Trademarks: Glucaron (Chugai)

Molecular Formula: C10H10O8

Molecular Weight: 258.18

Percent Composition: C 46.52%, H 3.90%, O 49.58%

Literature References: Prepn and structure: Hirasaka, Umemoto, Chem. Pharm. Bull. 13, 325 (1965), C.A. 63, 3024h (1965); Ishidate et al., JP 67 14956 (1967 to Tokyo Biochem. Res. Com.), C.A. 68, 78558m (1968). Pharmacological studies: Iida et al., Jpn. J. Pharmacol. 15, 88 (1965), C.A. 63, 5961g (1965).

Properties: White, odorless and tasteless crystalline powder, mp 185-186° (Hirasaka). Sol in dimethylformamide, sparingly sol in acetone, slightly sol in dioxane, methanol and ethanol. Practically insol in water.

Melting point: mp 185-186° (Hirasaka)

Therap-Cat: Antineoplastic.