Planta Med 2007; 73(4): 372-375
DOI: 10.1055/s-2007-967162
Letter
Natural Product Chemistry
© Georg Thieme Verlag KG Stuttgart · New York

Two New Compounds and Anti-HIV Active Constituents from Illicium verum

Wen-Yong Song1 , 4 , Yun-Bao Ma1 , 3 , Xue Bai2 , Xue-Mei Zhang1 , 3 , Qiong Gu1 , Yong-Tang Zheng2 , Jun Zhou1 , 3 , Ji-Jun Chen1 , 3
  • 1State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan, P. R. China
  • 2Laboratory of Molecular Immunopharmacology, Kunming Institute of Zoology, Chinese Academy of Sciences, Kunming, Yunnan, P. R. China
  • 3The Joint-Laboratory of anti-Viral Natural Medicines, Kunming Branch, Chinese Academy of Sciences, Kunming, Yunnan, P. R. China
  • 4Graduate School of Chinese Academy of Sciences, Beijing, P. R. China
Further Information

Publication History

Received: November 1, 2006 Revised: February 9, 2007

Accepted: February 13, 2007

Publication Date:
29 March 2007 (online)

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Abstract

Two new compounds named illiverin A (1) and tashironin A (8) were isolated from the roots of Illicium verum, together with seven known compounds: 4-allyl-2-(3-methylbut-2-enyl)-1,6-methylenedioxybenzene-3-ol (2), illicinole (3), 3-hydroxy-4,5-methylenedioxyallyl-benzene (4), (-)-illicinone-A (5), 4-allyl-4-(3-methylbut-2-enyl)-1,2-methylenedioxycyclohexa-2,6-dien-5-one (6), 3,4-seco-(24Z)- cycloart-4(28),24-diene-3,26-dioic acid, 26-methyl ester (7) and tashironin (9). Based on 1D- and 2D-NMR data (COSY, HMQC, HMBC), the structures of the new compounds were deduced to be (E)-1-[(3-methylbut-2-enyl)oxy]-2-methoxy-4-(prop-1-enyl)benzene (1) and 11-O-debenzoyl-11α-O-2-methylcyclopent-1-enecarboxyltashironin (8). Compounds 1 - 9 were screened for anti-HIV activity in vitro whereby compounds 5 and 7 possessed moderate anti-HIV activity with EC50 values of 16.0 and 5.1 μM with SI values of 18.2 and 15.6, respectively.