Cytotoxic aporphine alkaloids from leaves and twigs of pseuduvaria trimera (Craib)

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 structu...

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Bibliographic Details
Main Authors: Wuttikrai Sesang, Sittiporn Punyanitya, Siripit Pitchuanchom, Phansuang Udomputtimekakul, Narong Nuntasaen, Ratana Banjerdpongchai, Benjawan Wudtiwai, Wilart Pompimon
Format: Journal
Published: 2018
Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84904787784&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/45632
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Institution: Chiang Mai University
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Summary: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 IC 50 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 IC 50 levels of which were 2.21 ± 1.72 and 1.83 ± 0.09 μM for HepG2 and MDA-MB231 cells, respectively.