Furostilbestrol

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Furostilbestrol

Chemical structure of Furostilbestrol

Furostilbestrol is a synthetic, nonsteroidal estrogen of the stilbestrol group. It is structurally related to diethylstilbestrol (DES) and was developed for use in hormone replacement therapy and other estrogen-related treatments. However, due to concerns about the safety and side effects of stilbestrol compounds, its use has been limited.

Chemical Structure and Properties

Furostilbestrol is characterized by its stilbene backbone, which is a common feature among synthetic estrogens of this class. The presence of a furan ring distinguishes it from other stilbestrol derivatives. This structural modification was intended to alter its pharmacokinetic properties and reduce potential side effects.

Mechanism of Action

As an estrogen, furostilbestrol binds to and activates the estrogen receptors in various tissues. This activation leads to the transcription of estrogen-responsive genes, which mediate the physiological effects of estrogens, such as the regulation of the menstrual cycle, maintenance of bone density, and modulation of lipid metabolism.

Clinical Uses

Furostilbestrol was primarily investigated for its potential in hormone replacement therapy for postmenopausal women and in the treatment of certain hormone-sensitive cancers, such as breast cancer and prostate cancer. However, its clinical use has been overshadowed by concerns regarding the carcinogenic potential of stilbestrol compounds.

Safety and Side Effects

The use of furostilbestrol, like other stilbestrols, has been associated with an increased risk of endometrial cancer, breast cancer, and other estrogen-related adverse effects. These risks have led to a decline in its use in favor of other estrogenic compounds with better safety profiles.

Related Compounds

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Contributors: Prab R. Tumpati, MD