Study On Chemical Constituents From Mappianthus Iodoides Hand.-Mazz. And Their Pharmacological Activities

Mappianthus iodoides Hand.-Mazz.belongs to the genus Mappianthus of the family Icacinaceae.Other names of M.iodoides are tianguoteng,maibiehuateng,tongzhuan and so on,which is China's Dai medicine and Yao medicine's traditional used herbs.It's flesh is sweet and edible,in the use as a national medicine,the root or old vine of M.iodoides can be used for rheumatism of bone pain,pass through the pulse,expelling wind and dampness,tune blood,detoxification,swelling and pain.M.iodoides has a wide range of folk use,however,there are few reports on its chemical components and pharmacological activities.In our previous study we found that the 90%extracts of the stems and leaves of M.iodoides have significant anti-tumor and anti-inflammatory activities.In order to develop and use the folk medicinal value of M.iodoides more reasonable,we systematically studied the chemical composition and pharmacological activities of it.The 90%EtOH extracts of powdered dry stems and leaves of M.iodoides were s uspended in water and extracted successively with petroleum ether and ethyl acetate.T he fractions were repeatedly subjected to silica gel,SephadexLH-20,reversed-phase Cis silica gel column chromatography and semi-preparative HPLC.The structures of them were elucidated by NMR,MS,IR,and UV.Asa result,forty-one compounds were is olated and identified from the extracts of the stems and leaves of M.iodoides,includi ng:mappiodoinin A(1),mappiod-oinin B(2),mappiodoinin C(3),trichobenzolignan(4),curcasinlignan A(5),d-ihydrodehydroconiferyl alcohol(6),dehydrodiconiferyl alco hol(7),olivil(8),1-(4-hydroxy-3-methoxyphenyl)-2-{4-[(E)-3-hydroxy-1-propenyl]-2-met hoxyphenoxy}-1,3-propanediol(9),3,3-didemethoxyverrucosin(10),4-epi-larreatricin(11),ma-ppianthines A(12),mappianthines B(13),pinoresinol(14),epipinoresinol(15),c hushizisin I(16),3,3'-didemethoxypinoresinol(17),demethoxypinoresinol(18),8-hydrox ypinoresinol(19),fraxiresinol(20),pseuderesinol(21),8-hydroxysyring-aresinol(22),p alatiferin A(23),5-methoxyprinsepiol(24),wodeshiol(25),palat-iferin B(26),loliolide(27),9-hydroxy-4,6-megastigmadien-3-one(28),9-hydr-oxy-4,7-megastigmadien-3-one(29),vomifoliol(30),dehydrovomifoliol(31),gl-ycerol monolinoleate(32),1-O-(9Z,12 Z,15Z-octadecatrienoate)glycerol(33),1,3-propanediol-2-O-4'-sinapyl ether(34),3,4,5-trimethoxyphenol(35),3,4,5-tr-imethoxy benzyl alcohol(36),-hydroxypropiovanillo ne(37),3-methoxy-4-hydr-oxy phenylethanol(38),1-H-indole-3-aldehyde(39),8-metho xymellein(40),3-methoxycarbonyl-1-methyl-?-carboline(41).Compounds 1,2,3,12 a nd 13 are new compounds,all the other compounds except for compound 14 and 17 wer-e isolated from the genus Mappianthus for the first time.The cytotoxicities of the selected compounds were evaluated by MTT assa-y.Co mpounds 1-4 showed significant cytotoxic effects against various human cancer cell lin es with IC50 values ranging from 0.16 to 18.62 ?M;Compounds 12 and 13 were evalu ated for their anti-inflammatory activities via examining t-he inhibitory activity on nitri c oxide(NO)production induced by lipopolysacc-haride in mouse macrophage RAW 264.7 cells in vitro.Compounds 12 and 13exhibited inhibitory effects with IC50 values of 2.8 ± 0.09 and 3.9 ×0.11?M,respectively.