Биджапоникаксантон С

Description

Bijaponicaxanthon C is a natural polycyclic xanthone with a complex structure, a dimeric representative of the class of aromatic polyphenolic pigments. According to available data, it was isolated from the roots of plants of the genus Hypericum (St. John's wort), in particular Hypericum riparium. The xanthone skeleton with prenyl substituents is characteristic of this genus and determines the high lipophilicity and polar surface of the molecule.

Basic Attributes

• CAS No: 872409-35-3
• Chemical formula: C36H30O13
• Molecular Weight: 670.616
• Exact weight: 670.16864101
• PSA Specs: 220.49
• XLogP3: 5.6001

Physico-chemical characteristics

• Melting point: 240–245 °C (with decomposition)

Scope of application

Standard and research reagent for studying the phytochemical composition of plants of the genus St. John's wort (Hypericum), fractionation and identification of xanthone metabolites using HPLC-MS and NMR methods. Natural xanthones of this series are studied as a source of compounds with antioxidant and cytotoxic activity; the substance is used in the screening of plant extracts and as a reference molecule in the construction of databases of natural products.

Data Features

The high PSA value (220.49) with relatively low lipophilicity for such a molar mass reflects the large number of hydroxyl and ether oxygen groups in the molecule - a typical feature of polyhydroxylated xanthone dimers. Decomposition upon melting (240–245 °C) without a clear point indicates the thermal instability of the framework at high temperatures, which determines the requirements for storage conditions and sample preparation.

Storage and transportation conditions

Store in a place protected from light and moisture at low temperatures (refrigerator recommended, 0–6 °C), in original sealed containers that prevent oxidation of polyphenolic hydroxyl groups. Special UN transport codes and hazard classification data are not given in the source - handle as a research reagent using standard laboratory protective equipment: gloves, goggles, fume hood.

Place among natural xanthones

Xanthones of the genus Hypericum and related genera Garcinia form a large family of monomeric and dimeric pigments, differing in the number and position of hydroxyl, methoxy and prenyl groups. The molecular weight of 670.616 and the presence of 13 oxygen atoms in the formula indicate a dimeric structure with several phenolic rings, which is typical for compounds of this subgroup, which are attracting interest as sources of biologically active natural products. Small batches of such substances are supplied exclusively for laboratory use; industrial production volumes do not exist.

Sample preparation and analysis

For analytical work, the substance is dissolved immediately before measurement, avoiding long-term storage of solutions at room temperature - polyphenolic xanthones are prone to oxidation in air, especially in an alkaline environment. In chromatographic analysis of St. John's wort extracts, a compound is identified by matching the retention time and characteristic mass spectrometric fragments with the reference sample.