Studies On The Constituents And Inhibitory Activities Against HIV-1 Integrase Of Lindera Aggregata (Sims) Kosterm. And L. Chunii Merr.

Lindera aggregata (Sims) Kosterm. is a plant of Lindera genus and used as a palliative and an antispasmodic drug. The Leave of L aggregata (Sims) Kosterm. has antibacterial, anti-inflammatory effects. The root of L chunii Merr. is frequently used as a substitute of Wuyao in some places of Guangdong provinces. However the absence of phytochemical investigation impedes further development and application of two plants, these inspired us to study their chemical constituents.Chemical investigation of two plants has resulted in the isolation of 44 compounds including 6 new compounds and 1 naturally occuring compound, their structures were identified on the basis of UV, IR, NMR, MS, physicochemical properties and literature data. The results were shown as follow:18 known compounds from leaves of L aggragtawere dehydrolindestrenolide (1), strychnistrenolide 6 - 0 - acetates A and B(2A and 2B), β - sitosterol(3), lineralactone(4), hydroxylindestrenolide(5), kaempferol (6), quercetin(7), nubigenol (8), kaempferol - 3- 0 - (6" - trans - P - coumaroyl) - 0- D - gluco pyranoside(9), chrysoeriol - 7 - 0 - β?D - glucopyranoside (10), quercetin -3 - 0 - rhamnoside(ll), rutin(12), kaempferol - 3 - 0 - L - arabinopyranoside (13), daucosterol(14), quercetin 3-0- β -galactopyanoside(15), isorhamnetin 3 - 0 - (glucopyranosyl - (6 -1) - rharanoside) (16) and kaempferol - 3 - 0 - β - glucuronoside(17). Compounds 8, 9, 10, 16 and 17 were firstly isolated from this genus.10 compounds were isolated from stems of L aggregata including 1 new compound : epicatechin - (4β - 8, 2-0 -7) - catechin (4 β- 8) - catechin (lindetannin trimer, 26), and 9 known compound : (+) - catechin (18), (-) -epigallocatechin(19), procyanidin A, and Ag (20 and 21), (-) - epicatechin (22), procyanidin B1 and B2 (23 and 24), cinnamtannin B, (25), epicatechin (4β - 8)- epicatechin (4β -8, 2-0-7) - epicatechin (4β - 8) - epicatechin (27).3 new eduesmane type sesquiterpenoids: lindenaiolides E(28), F(29) and G(30), and two new aporphine alkaloids: lindechunines A(41) and B(43) were isolated from roots of Lindera chunii Merr., together with 1 new naturally occuring lindenanolide H(31) and 14 known compounds: pseudoneoliderane(32), lindeneol (33), hernandine (34), (+) - heraangerine(35), ocokryptine (36), hernandonine (37), N- methylhernangerine(38), laurolistine (39), 7-oxohernagine(40), 7 -oxohernangerine(42), compounds 2A, 2B, 3 and 4.A simple RP-HPLC method was developed to quantify proanthocyanidin A type trimers (compounds 25 and 26) presented in the stems and roots of L aggregata (Sims) Kosterm..The isolated compounds were tested for their inhibitory activities on HIV-1 integrase (IN), except for some tannin compourds, alkaloid compounds 37, 39, 41 and 42 exhibited significant inhibitory activities with ICy, values of 16. 3, 7.7, 21.1 and 18.2u M, respectively. Structure and activity relationships suggested methylenedioxy group in 7-oxoaporphine alkaloids may play a key role against HIV-1 IN.At last, studies of distribution and mophology of two plants as well as microscopic characteristics of its leaves and roots were carried out.