Sesquiterpenoids from Curcuma wenyujin with anti-influenza viral activities

Five sesquiterpenoids, 1 alpha,8 alpha-epidioxy-4 alpha-hydroxy- 5 alpha H-guai-7(11),9-dien- 12,8-olide. (1), 8,9-seco-4 beta-hydroxy-1 alpha,5 beta H-7(11)-guaen-8,10-olide (2), 8 alpha-hydroxy-1 alpha, 4 beta,7 beta H-guai-10(15)-en- 5 beta,8 beta-endoxide(3), 7 beta,8 alpha-dihydroxy-1 alpha,4 alpha H-guai-10(15)-en-5 beta,8 beta-endoxide(4) and 7-hydroxy-5(10),6,8-cadinatriene-4-one(5), together with seven known analogs were isolated from the rhizomes of Curcurna wenyujin. Their structures and relative configurations were determined on the basis of spectroscopic methods including 2D NMR techniques, and the structures of 1 and 2 were confirmed by single-crystal X-ray diffraction experiment. Compounds 1-10 and 12 showed significant in vitro antiviral activity against the influenza virus A with IC50 values ranged from 6.80 to 39.97 mu M, and SI values ranged from 635 to 37.25. (C) 2012 Elsevier Ltd. All rights reserved.