Bioactive compounds from the fern Lepisorus contortus.

Jian-Hong Yang, Tamara P Kondratyuk, Katherine C Jermihov, Laura E Marler, Xi Qiu, Yongsoo Choi, Hongmei Cao, Rui Yu, Megan Sturdy, Rong Huang, Ying Liu, Li-Qin Wang, Andrew D Mesecar, Richard B van Breemen, John M Pezzuto, Harry H S Fong, Ye-Gao Chen, Hong-Jie Zhang

Index: J. Nat. Prod. 74 , 129-36, (2011)

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Abstract

Phytochemical investigation of the whole plant of Lepisorus contortus (Christ) Ching led to the isolation of five new phenylethanoid glycosides (1-5), each containing a caffeoyl group, a new flavonoid glycoside (10), and 14 known compounds (6-9 and 11-15, syringic acid, vanillic acid, phloretic acid, diplopterol, and β-sitosterol). This is the first report of phenylethanoid glycosides from the family Polypodiaceae. Compounds 1-15 were evaluated for their cancer chemopreventive potential based on their ability to inhibit tumor necrosis factor alpha (TNF-α)-induced NF-κB activity, nitric oxide (NO) production, and aromatase, quinone reductase 2 (QR-2), and COX-1/-2 activities. Quercetin-3-O-β-d-glucoside (15) demonstrated inhibition against QR2 with an IC(50) value of 3.84 μM, which confirmed kaempferol/quercetin glycosides as the active compounds to inhibit QR2. The compound also demonstrated NF-κB activity with an IC(50) value of 33.6 μM. In addition, compounds 1, 2, 4, and 6 showed aromatase activity with IC(50) values of 30.7, 32.3, 26.8, and 35.3 μM, respectively.