| Erycibe hainanesis Merr. (family Convolvulaceae) is distributed in Guangdong, Hainan, and Guangxi Provinces of the People's Republic of China. E. obtusfolia Benth and E. schmidtii Craib which belong to the same genus as E. hainanesis are used in traditional medicine to relieve symptoms of rheumatoid arthritis.The EtOH extract of the roots and stems of E. hainanesis was suspended in H2O, and then sequentially partitioned with petroleum ether, EtOAc, and n-BuOH. The n-BuOH and EtOAc fractions were subjected to separation using various column chromatographic techniques to afford 52 compounds, including 23 new compounds. On the basis of spectroscopic and chemical methods, their structures were established as follows:eryciboside A (1*), eryciboside B (2*), eryciboside C (3*), eryciboside D (4*), eryciboside E (5*), eryciboside F (6*), eryciboside G (7*), eryciboside H (8*), eryciboside I (9*), eryciboside J (10*), eryciboside K (11*), eryciboside L (12*), eryciboside M (13*), eryciboside N (14*), khaephuoside B (15), albibrissinoside A (16), 1-O-[6-O-(5-O-syringoyloyl-β-D-apiofuranosyl)-β-D-glucopyranosyl]-3,4,5-trimethoxybenzene (17), seguinoside E (18), eryciboside O (19*), eryciboside P (20*), eryciboside Q (21*),5-O-caffeoyl-4-O-syringoylquinic acid (22*), 5-O-caffeoyl-3-O-syringoylquinic acid (23*),4-0-caffeoyl-5-Osyringoylquinic acid (24*),5-O-caffeoyl-4-O-vanilloylquinic acid methyl ester (25*),5-O-caffeoyl-3-O-syringoylquinic acid methyl ester (26),5-O-caffeoyl-4-O-syringoylquinic acid methyl ester (27), chlorogenic acid (28), methyl chlorogenate (29), ethyl chlorogenate (30), butyl chlorogenate (31), ethyl 3,4-dicaffeoylquinate (32), butyl 3,4-dicaffeoylquinate (33),4-{2-[3-(4-hydroxy-3,5-dimethoxyphenyl)-3-O-β-glucopyranosyl-propan-l-ol]}-O-pinoresinol (34*), syringaresinol-di-O-β-D-glucopyranoside (35), lyoniresinol 3a-O-β-D-glucopyranoside (36), aketrilignoside B (37),7R,8R,8'S-aketrilignoside B (38),7-hydroxy-6,6'-dimethoxy-3,7'-O-bis-coumarin (39*),7,7'-dihydroxy-6,6'-dimethoxy-3,3'-bis-coumarin (40), scopoletin, (41), scopolin (42), trans-.N-(p-coumaroyl)tyramine (43), trans-N-feruloyltyramine (44), cis-N-feruloyltyramine (45), caffeic acid (46), methyl 3-(2,4,5-trihydroxyphenyl)propanoate (47),3,4-dihydroxybenzoic acid (48), 3-hydroxy-4-methoxy benzoic acid (49),β-sitosterol (50), daucosterol (51), long-chain fatty alcohol (52). Bioacitivities of some fractions and compounds from E. hainanesis were screened by various pharmaceutical models. The EtOAc fraction of EtOH extract of E. hainanesis showed obvious anti-flammatory activity against croton oil-induced rat ear edema with a inhibitory rate of 38.9% at 100 mg/kg; the petroleum ether fraction exhibited selective cytotoxicities with IC50 values of 42.02μg/mL against HCT-8 and 33.27μg/mL against A549; the EtOAc and n-BuOH fractions showed selective cytotoxicities, with IC50 values of 42.51μg/mL against BGC-823 and 2.27μg/mL against HCT-8, respectively; compounds 2,6,10,12-14,19,21,34,37,39, and 42 showed hepatoprotective effects against D-galactosamine-induced toxicity in WB-F344 cells, with cell survival rates of 34-61% at 1×10-5-1×10-4 M; compounds 2, 6, and 7 displayed inhibitory effects on nitric oxide production by macrophages stimulated with LPS, with inhibitory rates of 54.30,46.24, and 123.58%, respectively, at a concentration of 10"6 M; compounds 2 and 24 exhibited inhibitory effects on the release ofβ-glucuronidase rat polymorphous nuclear leukocytes activated by platelet activating factor (PAF), with inhibitory rates of 52.6 and 55.7%, respectively, at a concentration of 10"5 M; compounds 22 and 30 showed inhibitory effects on influenza neuraminidase, and they gave IC50 values of 30.65 and 38.81μg/mL, respectively; compounds 28 and 39 showed selective cytotoxicities, with IC50 values of 9.60×10-6 M against A2780 and 7.67×10-6 M against Bel-7402, respectively; compounds 43 and 44 showed moderate a-glucosidase enzyme inhibition with IC50 values of 92.6% and 44.1%, respectively, at a concentration of 31.25μM. Oxytropis racemosa Turcz (family Leguminosae) is distributed in the provinces of Gansu, Ningxia, Inner Mongolia, and Shanxi. It is an important Mongolian and Tibetan medicine, and its promoting digestion and invigorating the spleen properties have been applied to children's indigestion. However, studies on the chemical constituents and bioactivities have not been reported so far.The EtOH extract of the whole plant of O. racemosa was subjected to separation using various separation techniques to afford 19 compounds, three of which are new acylated flavonol glycosides. On the basis of spectroscopic and chemical methods, their structures were established as follows:rhamnetin 3-O-[3-hydroxy-3-methylglutaroyl(1→6)]-β-glucopyranoside (1*), rhamnocitrin 3-O-[3-hydroxy-3-methylglutaroyl(1→6)]-β-glucopyranoside (2*), isorhamnetin 3-O-{[3-hydroxy-3-methy lglutaroyl(1→6)] [α-rhamnopyranosy1(1→2)]}-β-glucopyranoside (3*), acacetin 7-O-rutinoside, (4), rhamnocitrin 3-O-β-glucopyranoside (5), quercetin 3-O-β-glucopyranoside (6), rutin (7), rhamnetin 3-O-β-glucopyranoside (8), isorhamnetin 3-O-β-glucopyranoside (9), isorhamnetin 3-O-β-rutinoside (10), isorhamnetin 3-O-α-arabinopyranoside (11), quercetin 3-O-α-arabinopyranoside (12), (2R,3R)-dihydrokaempferol 4'-O-β-glucopyranoside (13), genistein 4'-O-β-glucopyranoside (14), uracil (15), adenosine (16),β-sitosterol (17), daucosterol (18), long-chain fatty acid ester (19).Bioacitivities of some compounds from O. racemosa were screened by various pharmaceutical models. Compound 2 showed hepatoprotective effects against D-galactosamine-induced toxicity in WB-F344 cells, with cell survival rate of 50% at 1×10-4 M; compounds 2 and 9 showed selective cytotoxicities, with IC50 values of 6.38×10-6 M against A2780 and 5.20×10-6 M against A549, respectively. |
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