Andirobin from X. moluccensis

Area of Science:

• Natural Product Chemistry
• Organic Chemistry
• Structural Elucidation

Background:

• Xylocarpus moluccensis seeds are a source of bioactive compounds.
• Understanding the chemical constituents of medicinal plants is crucial for drug discovery.

Purpose of the Study:

• To isolate and characterize a novel chemical compound from X. moluccensis seeds.
• To determine the three-dimensional structure and absolute configuration of the isolated compound.

Main Methods:

• Isolation of the compound using chromatographic techniques.
• Structure determination via spectroscopic methods (NMR, MS).
• Conformational analysis using X-ray crystallography or computational methods.

Main Results:

• Isolation and identification of methyl 2-{(1R,2R)-2-[(1aS,4S,4aS,8aS)-4-(furan-3-yl)-4a-methyl-8-methyl-ene-2-oxoocta-hydro-oxireno[2,3-d]isochromen-7-yl]-2,6,6-trimethyl-5-oxocyclo-hex-3-en-1-yl}acetate (C27H32O7).
• Detailed conformational analysis of the cyclohexane, fused cyclohexane, and lactone rings.
• Characterization of the furan ring's orientation and its spatial relationship with the fused ring system.

Conclusions:

• The study successfully isolated and characterized a new compound from X. moluccensis.
• The detailed structural and conformational analysis provides valuable data for understanding structure-activity relationships.