Guaiane Sesquiterpenoids Isolated from the Fruits of Torilis japonica and Their Cytotoxic Activity

✍ Scribed by Dong Chun Kim; Jeong Ah Kim; Byung Sun Min; Tae-Su Jang; MinKyun Na; Seung Ho Lee

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: German
• Weight: 198 KB
• Volume: 93
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200900278

✦ Synopsis

Abstract

Two new guaiane sesquiterpenoids, 11‐(acetyloxy)‐1,8‐dihydroxyguai‐4‐en‐3‐one (5) and (1__α__,6__β__)‐1,6‐dihydroxytorilin (6), were isolated from the fruits of Torilis japonica (Umbelliferae), along with four known sesquiterpenes, torilin (1), torilolone (2), (1__β__)‐1‐hydroxytorilin (3), and (1__α__)‐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 IC~50~ 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.