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- Title
14-Acetylandrographolide.
- Authors
Srinivasa Rao Jada; Katherine McMillan; Ahmad Hamzah; Mohammad Saad; Nordin Lajis; Malcolm Stevens; Carl Schwalbe; Johnson Stanslas
- Abstract
The title compound, 3-{2-[decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-napthalenyl]ethylidene}dihydro-4-acetoxy-2(3H)-furanone, C22H32O6, was synthesised from andrographolide. It crystallizes in the orthorhombic system with a = 7.4219(12), b = 11.8411(10), c = 23.777(4) Å in space group P212121. While the stereochemical relation between rings is slightly changed from the starting material, acetylation of the hydroxyfuranone moiety completely abolishes O--H<img src="/fulltext-image.asp?format=htmlnonpaginated&src=F871T6088U46K630_html\10870_2005_9004_Article_IEq1.gif" border="0" alt="$$ \cdots $$" />O hydrogen bonding there, leaving a C--H<img src="/fulltext-image.asp?format=htmlnonpaginated&src=F871T6088U46K630_html\10870_2005_9004_Article_IEq2.gif" border="0" alt="$$ \cdots $$" />O interaction. The hydrogen-bonded chains at the opposite end of the andrographolide molecule persist but reverse direction.
- Publication
Journal of Chemical Crystallography, 2006, Vol 36, Issue 2, p93
- ISSN
1074-1542
- Publication type
Article