Alternariol 9-O-methyl ether.

Area of Science:

• Natural Product Chemistry
• Mycology
• Crystallography

Background:

• Endophytic fungi, such as Alternaria sp., residing in plants like Catharanthus roseus, are a rich source of bioactive compounds.
• The chemical diversity and structural elucidation of natural products are crucial for drug discovery and understanding biological processes.

Purpose of the Study:

• To isolate and characterize a novel compound from an endophytic fungus.
• To determine the crystal structure and intermolecular interactions of the isolated compound.

Main Methods:

• Isolation of the title compound from endophytic fungi Alternaria sp. using standard phytochemical techniques.
• Single-crystal X-ray diffraction analysis to elucidate the molecular and crystal structure.

Main Results:

• The title compound, 3,7-dihydroxy-9-methoxy-1-methyl-6H-benzo[c]chromen-6-one (AME), was successfully isolated and identified.
• The crystal structure revealed an intramolecular O-H⋯O hydrogen bond and intermolecular O-H⋯O and C-H⋯O hydrogen bonds, forming dimeric units.
• These dimeric units are arranged in almost planar sheets stacked along the b-axis, stabilized by C-H⋯π and π-π interactions.

Conclusions:

• The study reports the isolation and structural characterization of a new compound, AME, from an endophytic fungus.
• The detailed crystal structure analysis provides insights into the intermolecular forces governing the solid-state arrangement of AME.