Studies On The Chemical Constituents Of Piper Hancei And Their Bioactivities

Piper hancei belongs to the genus Piper of the family Piperaceae,and is mainly distributed in the southwest of China.The stems of this plant are widely used in Chinese herbal medicinal prescriptions for the treatment of rheumatism,athma and arthritic conditions.In this paper,the chemical constituents of P.hancei were studied,and the isolated compounds were also tested for their anti-inflammatory and cytotoxic activities.These provided the theoretical support for the pharmacodynamical material basis,clinical application and reasonable utilization of medicinal resources.Study of EtOAc-soluble fraction was conducted by a variety of chromatographic methods.49 compounds have been isolated from the stems of P.hancei and identified via spectrometric data analyses,including 25 alkaloids(1-25).six neolignans(26-31),one lignan(32),two flavonoids(33-34),five terpenes(35-39),one phenylpropanoid(40),three epoxides(47-49)and six others(41-46).Among them,there are five new compounds(1*-3*、7*、26*).These compounds are listed as follows:hanceiamide A(1*),hanceiamide B(2*),hanceiamide C(3*),melongenamide A(4),flavifloramide A(5),flavifloramide B(6),hanceiamide D(7*),grossamide(8),N-cis-feruloyltyramine(9),N-benzoyltyramine(10),piperlonguminine(11),dihydropiperlonguminine(12),tetrahydropiperlonguminine(13),N-p-counaroyltyramine(14),N-trans-feruloyltyramine(15),N-trans-feruloyldopamine(16),N-trans-sinapoyltyramine(17),1,3-dimethylpyrimidine-2,4(1H,3H)-dione(18),1H-indole-3-carbaldehyde(19),goniothalactam(20),aristololactam AⅢa(21),aristololactam GⅡ(22),piperumbellactam B(23),piperolactam B(24),noraristolodione(25),hancinone A(26*),hancinone C(27),hancinone D(28),kadsurenin F(29),piperkadsin B(30),futoenone(31),(+)-isolarisiresinol(32),chrysoeriol(33),4’,5-dihydroxy-3’,7-dimethoxyflavone(34),(+)-1-hydroxylinalool(35),(6R,9R)-9-hydroxy-4-megastigmen-3-one(36),(3S)-hydroxy-β-ionone(37),(+)-epiloliolide(38),(-)-loliolide(39),2-hydroxy-4,5-dimethoxyallybenzene(40),3,5-dimethoxy-4-hydroxybenzaldehyde(41),syringic acid(42),ethyl protocatechuate(43),vanillic acid(44),3,4,5-trimethoxybenzalcohol(45),2-(3’,4’-dihydroxy-phenyl-)1,3-benzodioxole-5-aldehyde(46),flavokawain A(47),(+)-crotepoxide(48),(-)-sootepoxide chlorohydrin A(49).(*represents new compound)Compounds 1-32 were screened for their anti-inflammatory activities,and compounds 5,6,8,20-23,26,28 exhibited remarkable inhibition of NO production in LPS-activated BV-2 cells,with IC50 values of 2.05-1 8.97μM.Meanwhile,compounds 1-8 were assessed in terms of their cytotoxic effects against MGC-803,HepG2,SKOV-3,T24 and HeLa,and compound 2,8 displayed moderate cytotoxic activities,with IC50 values of 13.57-34.20 μM.