Cytotoxic Aporphine Alkaloids from Leaves and Twigs of Pseuduvaria trimera (Craib)

Molecules

Wuttikrai Sesang²  Sittiporn Punyanitya³  Siripit Pitchuanchom²  Phansuang Udomputtimekakul²  Narong Nuntasaen⁴  Ratana Banjerdpongchai¹  Benjawan Wudtiwai¹ 

[1] Department of Biochemistry, Faculty of Medicine, Chiang Mai University, Chiang Mai 53000, Thailand; E-Mails:;Laboratory of Natural Products, Center for Innovation in Chemistry, Faculty of Science, Lampang Rajabhat University, Lampang 52100, Thailand; E-Mails:;Science and Technology Research Institute, Chiang Mai University, Chiang Mai 53000, Thailand; E-Mail:;The Forest Herbarium, Department of National Park, Wildlife and Plant Conservation, Ministry of Natural Resources and Environment, Bangkok 10220, Thailand; E-Mail:

关键词: aporphine alkaloid;    cytotoxicity;    anti-cancer;    Pseuduvaria trimera;    Annonaceae;   

DOI  :  10.3390/molecules19078762

来源: mdpi

【 摘 要 】

From ethyl acetate-methanol extracts of leaves and twigs of Pseuduvaria trimera a new aporphine alkaloid; 8-hydroxy-1,4,5-trimethoxy-7-oxoaporphine or 8-hydroxyartabonatine C (1) was isolated, together with the known 1,2,3-trimethoxy-4,5-dioxo-6a,7-dehydroaporphine (ouregidione, 2). Their structures were elucidated by a combination of spectral methods; mainly 2D NMR; IR and MS. Compounds 1 and 2 exhibited cytotoxic activity with IC₅₀ values of 26.36 ± 5.18 μM and 12.88 ± 2.49 μM, respectively, for human hepatocellular carcinoma HepG2 cells, and 64.75 ± 4.45 and 67.06 ± 3.5 μM, respectively, for human breast cancer MDA-MB231 cells. Both compounds displayed anti-cancer activity but less than that of doxorubicin; a conventional chemotherapeutic drug, the IC₅₀ levels of which were 2.21 ± 1.72 and 1.83 ± 0.09 μM for HepG2 and MDA-MB231 cells, respectively.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.