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Communication | Regular issue | Vol 60, No. 8, 2003, pp.1787-1792
Published online, 16th June, 2003
DOI: 10.3987/COM-03-9804
(7R,8S) and (7S,8R) 8-5’ Linked Neolignans from Egyptian Herbal Medicine Anastatica hierochuntica and Inhibitory Activities of Lignans on Nitric Oxide Production

Masayuki Yoshikawa,* Toshio Morikawa, Fengming Xu, Shin Ando, and Hisashi Matsuda

*Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan

Abstract

Three new (7R,8S) and (7S,8R) 8–5’ linked neolignans named hierochins A (1), B (2), and C (3) were isolated from an Egyptian herbal medicine, the whole plants of Anastatica hierochuntica. The absolute stereostructures of new compounds were elucidated on the basis of chemical and physicochemical evidence. Both enantiomers, (7R,8S) and (7S,8R)-type neolignans, were found to coexist in a state of a little differing functional structure. The effects of isolated lignans on nitric oxide production in lipopolysaccharide-activated macrophages were examined and three known neolignan constituents were found to show inhibitory effects on nitric oxide production and induction of inducible nitric oxide synthase.