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New prenylchalcones from the hops of Humulus lupulus

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Two new prenylchalcones, xanthohumol C and D, together with two known prenylchalcone derivatives, xanthohumol (1) and 5''-(2''-hydroxyisopropyl)-dihydrofurano-[2'',3''-b]-4,4'-dihydroxy-6'-methoxy-chalcone (4) were isolated and identified from the hops of Humulus lupulus L. The structures of xanhohumol C and D were elucidated as 5''-hydroxy-6'',6''-dimethyl-dihydropyrano-[2'',3''-b]-4,4'-dihydroxy-6'-methoxy-chalcone (2) and 5''-hydroxy-6'',6''-dimethyl-dihydropyrano-[2'',3''-b]-4',6'-dimethoxy-4-hydroxy-chalcone (3) on the basis of HRFAB-MS, 1D and 2D NMR (HMQC, HMBC) spectroscopic data. Among the new prenylchalcones, compound 2 showed marginal cytotoxic activity against human stomach carcinoma BGC-823 and human hepatic carcinoma HepG2 cells.
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Keywords: Humulus lupulus; cannabinaceae; cytotoxicity; hops; prenylchalcones

Document Type: Research Article

Affiliations: 1: The Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, China 2: Bescholar Research Center, Peking University, Beijing, China

Publication date: June 1, 2008

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