Planta Med 2012; 78(12): 1387-1391 DOI: 10.1055/s-0032-1314999
Natural Product Chemistry
Letters
Georg Thieme Verlag KG Stuttgart · New York
New Serratene Triterpenoids from Palhinhaea cernua and Their Cytotoxic Activity
Jian Yan
1
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, China
,
Zhong-Yu Zhou
1
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, China
,
Mei Zhang
1
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, China
3
Graduate School of the Chinese Academy of Sciences, Beijing, China
,
Jing Wang
1
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, China
3
Graduate School of the Chinese Academy of Sciences, Beijing, China
,
Hao-Fu Dai
2
State Key Laboratory of Tropical Crops Biotechnology, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agriculture Sciences, Haikou, China
,
Jian-Wen Tan
1
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, China
Four new serratene triterpenoids, 3β,21β,24-trihydroxyserrat-14-en-24-(4′-hydroxybenzoate) (1), 3β,21α,24-trihydroxyserrat-14-en-3-(4′-hydroxybenzoate) (2), 3β,14α,15α,21α-tetrahydroxyserrat-14-en-3-(3′-methoxyl-4′-hydroxybenzoate) (3), and 3β,14α,15α,21α-tetrahydroxyserrat-14-en-21-acetyl-3-(4′-hydroxybenzoate) (4), together with two known ones, 5 and 6, were isolated from whole plants of Palhinhaea cernua. The structures of these new compounds were elucidated by spectroscopic methods. All the six compounds were tested for their in vitro cytotoxicity against three human cancer cell lines (K562, SMMC-7721, and SGC7901). Compound 5 showed cytotoxicity against the three test cell lines with IC50 values of 20.3, 34.0, and 22.5 ug/mL, respectively. Compound 1 showed slight cytotoxicity against K562 cell lines with IC50 value of 56.1 ug/mL, while no obvious inhibitory effects were detected for other compounds.
1 Tanaka R, Minami T, Tokuda H. Anti-initiating activity of 3β-methoxy-13α,14α-epoxyserratan-21β-ol (PJJ-34) from the stem bark of Picea jezoensis Carr. var. jezoensis
. Chem Biodivers 2006; 3: 818-824
9 Yan J, Yi P, Chen BH, Lu L, Li ZR, Zhang XM, Zhou L, Qiu MH. Five new serratane triterpenoids with poly-hydroxyl from Diphasiastrum complanatum
. Phytochemistry 2008; 69: 506-510
11 Yan J, Sun LR, Li W, Zhou L, Li ZR, Zhang XM, Yang L, Qiu MH. Cytotoxic serratane triterpenes from Diphasiastrum complanatum with a hydroxyl group at C-27. Planta Med 2010; 76: 353-357
13 Haruo S, Kazuo F, Xu GY, Cao X, Pan DJ. Assignment of the 1H-and 13C-NMR spectra of four lycopodium triterpenoids by the application of new two-dimensional technique, heteronuclear multiple bond connectivity (HMBC). Agric Biol Chem 1988; 52: 1797-1801
16 Tanaka R, Tsujimoto K, Muraoka O, Matsunaga S. Two serratane triterpenoids from the stem bark of Picea jezoensis var. hondoensis
. Phytochemistry 1998; 47: 839-843
17 Mosmann T. Rapid colourimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 1983; 65: 55-63