Lignans from Dysosma versipellis with inhibitory effects on prostate cancer cell lines.
A new monoepoxylignan, dysosmarol (1), along with eight known compounds, podophyllotoxin (2), 4'-demethylpodophyllotoxin (3), deoxypodophyllotoxin (4), 4'-demethyldeoxypodophyllotoxin (5), diphyllin (6), kaempferol, quercetin, and beta-sitosterol, were isolated from the roots of Dysosma versipellis. The structure of 1 was elucidated by spectroscopic methods. Aryltetralin lignans 2-4 showed the most potent inhibitory activities against the growth of androgen-sensitive (LNCaP) and androgen-independent (PC-3) human prostate cancer cell lines, with IC50 values in the ranges 0.030-0.056 and 0.032-0.082 microM, respectively. A quantitative HPLC analysis showed that compound 2 occurred at the highest concentration in the plant (37.21 mg/g) followed by compound 4 (5.01 mg/g) and compound 3 (2.75 mg/g). Furthermore, D. versipellis roots contain a similar content of compound 2 as compared with the rhizomes and roots of Podophyllum hexandrum, a commercial source of the lignan. Thus, cultivation of D. versipellis in suitable locations may serve as an alternative source for podophyllotoxin (2) production.
Jiang
Ren-Wang
RW
Institute of Chinese Medicine, Department of Biochemistry and Department of Biology, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, People's Republic of China.
Zhou
Jin-Rong
JR
Hon
Po-Ming
PM
Li
Song-Lin
SL
Zhou
Yan
Y
Li
Ling-Lin
LL
Ye
Wen-Cai
WC
Xu
Hong-Xi
HX
Shaw
Pang-Chui
PC
But
Paul Pui-Hay
PP
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D028141:Berberidaceae / Q000737:chemistry* / Q000254:growth & development; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008297:Male; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry* / Q000254:growth & development; D011034:Podophyllotoxin / Q000138:chemical synthesis*; D011471:Prostatic Neoplasms / Q000378:metabolism*; D027343:Rhizome / Q000737:chemistry; D014407:Tumor Cells, Cultured
D000972:Antineoplastic Agents, Phytogenic; D017705:Lignans; C518556:dysosmarol; D011034:Podophyllotoxin