Three new cytotoxic aryltetralin lignans from Sinopodophyllum emodi

Three new aryltetralin lignans, 4-acetyl-4-demethyl-podophyllotoxin (1) and sinolignans A, B (2–3), and two new natural products (4–5), were isolated from the roots and rhizomes of Sinopodophyllum emodi together with twelve known lignans (6–17). Their structures and stereochemistry were elucidated on the basis of spectroscopic evidence, and circular dichroism (CD) method. The cytotoxic activities of all isolated compounds were evaluated against HeLa and KB cell lines. Compared with etoposide, compounds 1, 6–9, and 13 showed more potent cytotoxicities against two tumor cell lines. On the basis of IC50 values, deoxypodophyllotoxin (7) was about 579 and 1123 times more toxic than etoposide in HeLa and KB cell lines, respectively. The preliminary SAR study indicated that an oxygenated group at C-7′ might decrease cytotoxicity against two cell lines, which was different from most previous studies. However, this needs to be systematically verified by extensive pharmacological experiments.

Graphical abstractThree new aryltetralin lignans, 4-acetyl-4-demethyl-podophyllotoxin and sinolignans A, B, and two new natural products, were isolated from the roots and rhizomes of Sinopodophyllum emodi together with twelve known lignans. The preliminary SAR study indicated that an oxygenated group at C-7′ might decrease cytotoxicity against two cell lines, which was different from most previous studies. However, this needs to be systematically verified by extensive pharmacological experiments.Figure optionsDownload full-size imageDownload as PowerPoint slide