Molecules 2009, 14(1), 89-101; doi:10.3390/molecules14010089
Article

Total Synthesis and the Biological Activities of (±)-Norannuradhapurine

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Received: 2 December 2008; in revised form: 19 December 2008 / Accepted: 23 December 2008 / Published: 29 December 2008
(This article belongs to the Special Issue Aporphines and Oxoaporphines)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: The structure previously assigned to the phenolic noraporphine alkaloid, (-)-norannuradhapurine has been confirmed by a total synthesis of the racemic alkaloid in which the key step involved the formation of the C ring by a radical-initiated cyclization. although inactive against Staphylococcus aureus ATCC25932, Escherichia coli ATCC10536 and Candida albicans ATCC90028, (±)-norannuradhapurine inhibits the production of NO, PGE2, TNF-a, IL-1b and IL-6 and the expression of iNOS and COX-2 in RAW 264.7 macrophages stimulated with LPS in vitro.
Keywords: Alkaloid; Anti-inflammatory Activity; Aporphine; Isoquinoline; Synthesis; Radical Cyclization
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MDPI and ACS Style

Nimgirawath, S.; Lorpitthaya, R.; Wanbanjob, A.; Taechowisan, T.; Shen, Y.-M. Total Synthesis and the Biological Activities of (±)-Norannuradhapurine. Molecules 2009, 14, 89-101.

AMA Style

Nimgirawath S, Lorpitthaya R, Wanbanjob A, Taechowisan T, Shen Y-M. Total Synthesis and the Biological Activities of (±)-Norannuradhapurine. Molecules. 2009; 14(1):89-101.

Chicago/Turabian Style

Nimgirawath, Surachai; Lorpitthaya, Rujee; Wanbanjob, Asawin; Taechowisan, Thongchai; Shen, Yue-Mao. 2009. "Total Synthesis and the Biological Activities of (±)-Norannuradhapurine." Molecules 14, no. 1: 89-101.


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