New prenylchalcones from the hops of Humulus lupulus.
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.
Wang
Wen-Shu
WS
College of Chemistry and Molecular Engineering, Peking University, Beijing, China.
Ye
Yun-Hua
YH
Zhou
Ya-Wei
YW
D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification*; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification*; D045744:Cell Line, Tumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry; D005419:Flavonoids; D035264:Flowers / Q000737:chemistry; D006801:Humans; D027582:Humulus / Q000737:chemistry*; D015394:Molecular Structure; D011427:Propiophenones / Q000737:chemistry / Q000302:isolation & purification
D000972:Antineoplastic Agents, Phytogenic; D001578:Benzopyrans; D004365:Drugs, Chinese Herbal; D005419:Flavonoids; D011427:Propiophenones; C531135:xanthohumol C; C104536:xanthohumol