Эклониалактон В

Description

Eclonialactone B is a lactone compound, an unusual metabolite isolated from the brown alga Ecklonia stolonifera Okamura. The structure was established by methods of spectral and chemical analysis, as well as X-ray diffraction analysis.

Basic Attributes

• CAS No: 121923-96-4
• Chemical formula: C18H28O3
• Molecular Weight: 292.41300
• Exact weight: 292.20384475
• PSA Specifications: 38.83000
• XLogP3: 4.01220

Physico-chemical characteristics

• Density: 1.005 g/cm3
• Boiling point: 446.1 °C
• Flash point: 190.9 °C
• Refractive index: 1.476
• Vapor pressure: 3.74 × 10⁻⁸ mm Hg. Art. at 25 °C

Source

First isolated and described in 1989 (Kurata et al.) as one of two unusual metabolites of the brown alga Ecklonia stolonifera, along with eclonialactone A.

Substance class

Belongs to the group of brown algae of the genus Ecklonia - a source of various biologically active metabolites, including fucosterols, used in studies of hepatoprotective activity. The extremely low vapor pressure (3.74 × 10⁻⁸ mm Hg) indicates that the compound is practically non-volatile at room temperature.

Scope of application

Research reagent and analytical standard for studying the chemical composition and biological activity of metabolites of brown algae of the genus Ecklonia.

Chemical nature of brown algae lactones

Eclonialactones A and B are oxylipins - products of the oxidative transformation of algae polyunsaturated fatty acids under the action of lipoxygenases, followed by intramolecular cyclization into a lactone ring. Such compounds are involved in the chemical protection of algae from being eaten by herbivorous marine organisms and fouling by epiphytes, and in research practice they serve as markers of the activity of the lipoxygenase metabolic pathway of brown algae - a group separate from the classical arachidonic cascade of animals, but performing similar signaling and protective functions. The generic name Ecklonia is given in honor of the German naturalist Christian Friedrich Ecklon, who studied the flora of South Africa in the 19th century.

Ecklonia stolonifera as a source of metabolites

Ecklonia stolonifera is an edible brown algae common in the coastal waters of East Asia, primarily Korea and Japan, where it is traditionally used as food and as a source of extracts for the food industry. In addition to lactones of the eclonialactone series, a wide range of other bioactive substances have been isolated from it - phlorotannins (eccol, exol, dieccol), fucosterols and polysaccharides, which makes the species one of the most thoroughly studied representatives of brown algae in the context of the hepatoprotective, antioxidant and antidiabetic activity of natural metabolites.

Storage and transportation

Store in original tightly closed container in a cool, dry place.