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Three new guaiane sesquiterpene lactones from rhizomes of Curcuma wenyujin

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Three new guaiane sesquiterpene lactones (4S)-4-hydroxy-gweicurculactone (1), zedoalactone G (2), and (1R, 4R, 5S, 10S)-zedoalactone B (3), and three known guaiane sesquiterpene lactones, including zedoarolide B (4), zedoalactone B (5), and a new natural product (+)-zedoalactone A (6), were isolated from the rhizomes of Curcuma wenyujin Y.H. Chen et C. Ling. The structures were elucidated by spectroscopic methods including 1D and 2D NMR and HR-ESI-MS. The absolute configuration of 2 was determined via the calculated electronic circular dichroism (ECD), whereas the absolute configurations of 1 and 3 were determined via the ECD data of the [Rh2(OCOCF3)4] complex and [Mo2(OAc)4] complex, respectively. The inhibitory effects of compounds 16 on nitric oxide production in lipopolysaccharide-activated macrophages were evaluated. All of them exhibited weak anti-inflammatory activity.

Keywords: (+)-zedoalactone A; (1R, 4R, 5S, 10S)-zedoalactone B; (4S)-4-hydroxy-gweicurculactone; Curcuma wenyujin; guaiane-type sesquiterpenes; zedoalactone G

Document Type: Research Article

Affiliations: 1: Henan University of Traditional Chinese Medicine, Zhengzhou, 450000, China 2: National Engineering Laboratory for Quality Control Technology of Chinese Herbal Medicines, Beijing, 100700, China 3: School of Life Science and Engineering, Southwest University of Science and Technology, Mianyang, 621010, China

Publication date: 01 July 2013

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