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Guaiane Sesquiterpenoids Isolated from the Fruits of Torilis japonica and Their Cytotoxic Activity
Authors:Dong?Chun Kim  Jeong?Ah Kim  Byung?Sun Min  Tae‐Su Jang  MinKyun Na  Seung?Ho Lee
Institution:1. College of Pharmacy, Yeungnam University, Gyeongsan, Gyeongbuk 712‐749, Korea, (phone: +82‐53‐8102820;2. fax: +82‐53‐8104654 (M. N.);3. phone: +82‐53‐8102818 (S.?H.?L.));4. College of Pharmacy, Chungnam National University, Daejeon 305‐764, Korea;5. College of Pharmacy, Catholic University of Daegu, Gyeongsan, Gyeongbuk 712‐702, Korea;6. College of Medicine, CHA University, Seoul 135‐080, Korea
Abstract:Two new guaiane sesquiterpenoids, 11‐(acetyloxy)‐1,8‐dihydroxyguai‐4‐en‐3‐one ( 5 ) and (1α,6β)‐1,6‐dihydroxytorilin ( 6 ), were isolated from the fruits of Torilis japonica (Umbelliferae), along with four known sesquiterpenes, torilin ( 1 ), torilolone ( 2 ), (1β)‐1‐hydroxytorilin ( 3 ), and (1α)‐1‐hydroxytorilin ( 4 ). During the phytochemical investigation, daucosterol, friedelin, and epifriedelanol were also isolated from the plant for the first time. The structures of the new sesquiterpenoids 5 and 6 were determined by comprehensive analyses of MS and NMR spectroscopic data. These isolates were evaluated against human breast cancer cells (MCF‐7) and Lewis lung carcinoma (LLC) cells. Compounds 1, 3 , and 4 exhibited cytotoxic activity against the LLC cells with IC50 values of 31.3, 32.5, and 34.0 μg/ml, respectively. However, no significant cytotoxicity was found against the MCF‐7 cells for any of the compounds tested.
Keywords:Torilis japonica  Guaiane sesquiterpenoids  Cytotoxic activity  Sesquiterpenoids
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