Aromatic constituents of and their bioactivities

作者:

S Lin

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Objective : To investigate the chemical constituents of and their bioactivities. Method : The constituents were isolated by using a combination of various chromatographic techniques including column chromatography over macroporous adsorbent resin, silica gel, Pharmadex LH-20, and C-18, as well as reversed-phase HPLC. Structures of the isolates were identified by spectroscopic data analysis. cytotoxic, HIV-1 replication, neuroprotective, and anti-inflammatory activities were screened by using cell-based models. Result : Thirty-one compounds were obtained. Twelve of them are phenylpropanols, and the structures were elucidated as (+)-()-guaiacylglycerol( 1 ), ferulic acid( 2 ), cinnamate methyl ester( 3 ), 1-eicosanyl 3,4-dihydroxycinnamate( 4 ), morinin B( 5 ), sinapyl diangelate( 6 ), chlorogenic acid( 7 ), 4caffeoylquinic acid( 8 ), 5caffeoylquinic acid( 9 ), 5caffeoylquinic acid methyl ester( 10 ), 1,5-dicaffeoylquinic acid( 11 ) and 4,5-dicaffeoylquinic acid methyl ester( 12 ). Three lignans, (+)-pinoresinol( 13 ), prinsepiol( 14 ) and(+)-pinoresinol-- glucopyranoside( 15 ). Four acetophenones, 2,4-diacetylanisole( 16 ), espeleton( 17 ), viscidone( 18 ) and 12-hydroxytremetone-12--glucopyranoside( 19 ). Nine flavones, isosakuranetin( 20 ), hesperetin( 21 ), 3-methoxy-5,7,3',4'-tetrahydroxyflavone( 22 ), acacetin( 23 ), 5-hydroxy-7,4'- dimethoxyflavone( 24 ), 7-methoxy-4',5,6-trihydroxyflavone( 25 ), 3,3'-dimethylquercetin( 26 ), kaempferol 3rutinoside( 27 ), rutin( 28 ). And three coumarins scopoletin( 29 ), umbelliferone( 30 ) and ayapin( 31 ). Compound 6 and 22 showed selective cytotoxicities against a human stomach cancer cell line(BGC-823) and a human lung cancer cell line(A549) with ICvalues of 3.74×10and 7.17×10mol·L, respectively. In addition, Compound 6 showed a potent activity inhibiting HIV-1 replication with an ICvalue of 4.04×10mol·L, while 22 showed neuroprotective activity Against the MPPinduced PC12-syn cell damage, with a relative protection ratio of 105.2%() at a concentration of 10mol·L. Compound 26 and 31 showed inhibitory activities against the release of -glucuronidase of the polymorphous nuclear leukocytes induced by platelet activating factor(PAF), with inhibitory rates of 75. 6%(<0. 001) and 53. 9%(<0. 01), respectively. Conclusion : Compounds 1-31 were obtained from the genus for the first time. Compound 6 and 22 possessed selective cytotoxicities against human cancer cell lines BGC-823 and A549, respectively. In addition, Compound 6 showed a potent activity inhibiting HIV-1 replication while 22 showed neuroprotective activity against the MPPinduced PC12-syn cell damage. Compound 26 and 31 were potent anti-inflammatory agents.

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