Studies On The Chemical Constituents And Bioactivities Of Ligularia Intermedia Nakai And Isodon Rubescens(Hemsl.) Hara From Henan

Background:There are about130species in genus Ligularia, a perennial herbage of Compositae, which widely distributed in Asia and only2species in Europe. There are about111species in China, most of which distributed in the southwest of China. Many species of the genus Ligularia are commonly used as Traditional Chinese Medicine for activating blood circulation to dissipate blood stasis, expelling phlegm and arresting coughing, and so on. So far, studies on the chemical constituents of more than30species in genus Ligularia have been conducted in the world, but the few researches about chemical constituents and biological activities of Ligularia from Henan Province, China, have been reported.The genus Isodon is a Labiatae plant. There are about150species of Isodon, in the world which mainly distributed in the east of Asia and the west of Africa. Ninty species and twenty-five varieties of these species can be found in many regions of China, except Qinghai Province and Inner Mongolia. Thirty species of this genus showed anti-oxidation and antitumor activities, which can be used as medicinal herbs to relieve internal heat or fever and diminish inflammation. So far, more than80species of the genus Isodon have been studied on the chemical constitutents and bioactivities. However, the studies on chemical constitutents of Isodon rubescens (Hemsl.) Hara from Luanchuan Mountain, Henan Province, has not been reported.Objective:To study the chemical constituents and biological activities of Ligularia intermedia Nakai and Isodon rubescens (Hemsl.) HaraMethod:Thrity-five compounds were isolated from Ligularia intermedia Nakai and Isodon rubescens (Hemsl.) Hara using silica gel column chromatography (CC), preparative thin layer chromatography (PTLC) and recrystallization ect. And the structures of31compounds were identified by modern spectra technology such as IR, UV,1H-NMR,13C-NMR, DEPT,’H-’H COSY, HMQC, HMBC, NOESY, EI-MS, HR-ESI-TOF-MS, ESI-MS-MS. The in vitro anti-tumour activities of the compounds from Ligularia intermedia Nakai and Isodon rubescens (Hemsl.) Hara were studied by MTT assay.Result:Among the13compounds isolated from Ligularia intermedia Nakai, eight compounds were sesquiterpenoids. All these compounds were as follows:Isoligularonic acid (G1*),6β-hydroxyl-7(11)-eremophilen-12,8a-olide (G2),6β,8β-dihydroxy-eremophil-7(11)-en-12,8a-olide (G3),6β,8a-dihydroxy-eremophil-7(11)-en-12,8β-olide (G4), eremoligularin (G5),8p-hydroxyl-7(11)-eremophilen-12,8a-olide (G6),10β-hydroxyeremophilenolide (G7), eremophila-1(10),7(11),8-triene-12,8-lactone (G8), caffeic acid (G9), palmitic acid (G10), oleanolic acid (G11),β-sitosterol (G12),β-daucosterol (G13)。Eighteen chemical compounds identified from Isodon rubescens (Hemsl.) Hara are Oridonin (D1), Ponicidin (D2), Lasiodon (D3), Acetonide of Lasiodonin (D4), Enmenol (D5), Enmenol-glucode (D6), Rabdoternin A (D7), Demethoxycentaureidin (D8), pedalitin (D9), Oleanolic acid (D10),2a,3a-dihydroxyurs-12-en-28-oic acid (D11), Ferulic acid (D12), caffeic acid (D13), o-Hydroxy-benzoic acid (D14), stearic acid (D15), methyl palmitate (D16), β-sitosterol (D17),β-daucosterol (D18)。G1, G2, G3, G4showed very weak inhibition for proliferation of tumour cells, Colo205, NCI-H460, HepG2.Conclusion:A new sesquiterpenoid compound, named Isoligularonic acid (G1*), was identificated from Ligularia intermedia Nakai and compounds G1-G6, G8-G10were isolated from the genus of Ligularia for the first time. Demethoxycentaureidin (D8) was separated from the genus of Isodon rubescens (Hemsl.) Hara for the first time. Compounds G1, G2, G3and G4showed very weak inhibition for proliferation of tumour cells, Colo205, NCI-H460and Hep G2.