14-Acetylandrographolide

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• 作者：Srinivasa Rao Jada ; Katherine McMillan ; Ahmad S. Hamzah ; Mohammad S. Saad ; Nordin H. Lajis ; Malcolm F.G. Stevens ; Carl H. Schwalbe and Johnson Stanslas
• 关键词：KEY WORDS ; Andrographolide ; acetylation ; crystal structure ; hydrogen bonding
• 刊名：Journal of Chemical Crystallography
• 出版年：2006
• 出版时间：February 2006
• 年：2006
• 卷：36
• 期：2
• 页码：93-97
• 全文大小：750 KB

文摘

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? \cdots O hydrogen bonding there, leaving a C--H? \cdots O interaction. The hydrogen-bonded chains at the opposite end of the andrographolide molecule persist but reverse direction.