Дримиопсин С

Description

Drimiopsin C is a natural xanthon, one of six new xanthones (drimiopsins A-F) isolated from the South African plant Drimiopsis maculata (family Asparagus/Hyacinthaceae, Hyacinthaceae). The systematic name is 1,3,6-trihydroxy-2-methoxy-8-methyl-9H-xanthen-9-one.

Basic Attributes

• CAS No: 773850-90-1
• English name: Drimiopsin C
• Chemical formula: C15H12O6
• Molecular Weight: 288.25218
• Exact weight: 288.063385
• PSA specifications: 100.13
• XLogP3: 1.51

Synonyms

Drimiopsin C; 1,3,6-Trihydroxy-2-methoxy-8-methyl-9H-xanthen-9-one.

Physico-chemical characteristics

• Density: 1.5±0.1 g/cm3
• Boiling point: 567.8±50.0 °C at 760 mm Hg. Art.
• Flash point: 219.3±23.6°C
• Refractive index: 1.695

Structural classification

Xanthone is a tricyclic compound based on the dibenzo-γ-pyrone ring (9H-xanthen-9-one). In drimiopsin C, the core carries three hydroxyl groups (positions 1, 3, 6), a methoxy group (position 2) and a methyl group (position 8) - a characteristic combination of substituents for the group of xanthones of the genus Drimiopsis.

Source and discovery

Isolated together with five related xanthones (drimiopsins A, B, D, E, F) from the South African plant Drimiopsis maculata; This group of xanthones has not previously been described in the family Hyacinthaceae, making drimiopsins a chemotaxonomic marker for this genus.

Scope of application

It is used as a reference standard and object of study in the phytochemistry of natural xanthones - for the identification and quantitative determination of xanthone metabolites of Drimiopsis maculata by HPLC and LC-MS methods, and for the study of structure-activity relationships in a series of related xanthones. Not intended for medical or food use without additional testing.

Storage and transportation

Store in a dry place, protected from direct light, in a hermetically sealed container - the polyphenolic xanthone core is sensitive to oxidation during prolonged contact with air and light. According to available data, there are no transport codes or established hazard class.

Place among the xanthones Drimiopsis

The six drimiopsins (A–F) isolated from Drimiopsis maculata differ in the number and position of hydroxyl and methoxyl substituents on the xanthone core; comparison of their structures is used in phytochemistry as a model example for studying the biosynthesis pathways of polyphenolic xanthones in representatives of the Hyacinthaceae family, which have not previously been described as a source of compounds of this structural class.

Analytical role in phytochemistry

As a trihydroxyxanthone, drimiopsin C exhibits the characteristic UV-vis absorption spectrum typical of hydroxyxanthones, facilitating its detection by HPLC with a diode array detector along with mass spectrometric structure confirmation in the analysis of complex plant extracts.