Structure of a novel bisindole derivative

Area of Science:

• Organic Chemistry
• Crystallography
• Structural Biology

Background:

• Complex indole alkaloid derivatives are significant in medicinal chemistry.
• Understanding the three-dimensional structure of such molecules is crucial for elucidating their biological activity.
• Previous structural studies have not fully characterized this specific compound.

Purpose of the Study:

• To determine the precise crystal structure of the titled indole alkaloid derivative.
• To investigate intramolecular hydrogen bonding interactions within the molecule.
• To provide crystallographic data for future structure-activity relationship studies.

Main Methods:

• Single-crystal X-ray diffraction was employed to collect diffraction data.
• The crystal structure was solved and refined using standard crystallographic software.
• The crystal system and space group were identified as monoclinic, P2(1).

Main Results:

• The crystal structure of (3aR-[3a alpha,4 beta,5a beta,9[1R,3R(2S),5R,7aS,-12aS],10bR,13a alpha])-Methyl-4-(acetyloxy)-3a-ethyl-3a,4,5,5a,6,11,12,13a-octahydro-9-[1,2,3,4,6,7,7a,-12-octahydro-3-(2-hydroxy-2-hydroxymethylbutyl)-1-(methoxycarbonyl)indolizino[1,2-b]indol-7a-yl]-5-hydroxy-8-methoxy-6-methyl-1H-indolizino[8,1-c,d]-carbazole-5-carboxylate methanol hydrate solvate (C46H60N4O10.CH3OH.H2O) was determined.
• A notable intramolecular hydrogen bond was observed between a hydroxyl group and the N9 atom of the vindoline moiety.
• Crystal data includes cell parameters, space group P2(1), and a final R-value of 0.0382.

Conclusions:

• The crystal structure provides a detailed three-dimensional representation of this complex alkaloid.
• The identified intramolecular hydrogen bond likely influences the molecule's conformation and stability.
• This structural information is valuable for understanding the chemical properties and potential biological roles of this compound.