Гедиотизол А

Description

Hediotisol A (hedyotisol A) is a dilignan with the composition C42H50O16, the first representative of the hediotisol series. Isolated from the leaves of Hedyotis lawsoniae, a plant of the Rubiaceae family found only in Sri Lanka. Together with it, hediotisols B and C, four sesquilignans of the hediotol series and four previously known lignans were obtained from the same raw materials. The structures are described in a series of articles on the composition of medicinal plants of Sri Lanka (Chemical & Pharmaceutical Bulletin, 1984–1985).

Basic Attributes

• Chemical formula: C42H50O16
• CAS No: 95732-59-5
• Molecular Weight: 810.83700
• PSA Specs: 213.68
• XLogP3: 4.17120

Structure and class

Lignans are assembled in the plant from phenylpropane units by oxidative coupling. Two units give the actual lignan, three - sesquilignan, four - dilignan. Gediotisol A belongs to the latter group: forty-two carbon atoms and sixteen oxygen atoms with a mass of 810.84. XLogP3 4.17 with a polar surface of 213.68 - the molecule combines a large lipophilic framework with a large number of oxygen functions.

Scope of application

• standard for HPLC and LC-MS for the separation of lignan fractions of plant extracts
• chemotaxonomic marker of Hedyotis lawsoniae, the only species of the genus in which lignans are found
• object of research on the biosynthesis and structure of oligomeric lignans

Physico-chemical features

Soluble in methanol, ethanol, acetone and dimethyl sulfoxide, poorly soluble in water and alkanes. Phenolic hydroxyls are oxidized by atmospheric oxygen; the rate of oxidation increases sharply in an alkaline environment. If stored in light for a long time, the powder may darken.

Storage and handling

Sealed dark glass container, refrigerator or freezer temperature, no moisture. Prepare solutions immediately before analysis. The GHS hazard profile for the compound has not been established; When hanging, wear gloves and goggles under a hood.