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Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan
Center of Excellence for Environmental Medicine, Kaohsiung Medical University, Kaohsiung 807, Taiwan
Department of Biochemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan
Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan
* Authors to whom correspondence should be addressed.
Received: 9 May 2008; in revised form: 3 June 2008 / Accepted: 3 June 2008 / Published: 16 June 2008
Abstract: Two new alkaloids, 9-methoxy-18,19-dehydrocamptothecin (1) and 5- hydroxymappicine-20-O-β-glucopyranoside (2a/2b as a racemic mixture), together with nine known compounds: camptothecin (3), 9-methoxy-camptothecin (4), 5-hydroxycamptothecin (5a/5b racemic mixture), 5-hydroxy-9-methoxycamptothecin (6a/6b racemic mixture), diosmetin (7), apigenin (8), apigenin-7-O-glucopyranoside (9), rosin (cinnamyl- O-β-D-glucopyranoside) (10) and amarantholidoside IV (11) were isolated from the immature seeds of Nothapodytes foetida (Wight) Sleumer. The structures were elucidated by spectroscopic analyses. In the present research, compounds 1, 3, 4, 5a/5b and 6a/6b, also showed in vitro cytotoxicity against six cancer cell lines (HepG2, Hep3B, MDA-MB- 231, MCF-7, A549, and Ca9-22). Among them, compound 1 exhibited significant cytotoxicity against these cancer cell lines, with IC50 of 0.24-6.57 μM. Furthermore, HPLC profiles were developed for qualitative and quantitative analysis of these active constituents in different parts of this plant, including mature and immature seeds, leaves, stems and roots. The results revealed that compounds 3 and 4 have the highest concentrations, which are found in the roots part of the plant.
Keywords: Nothapodytes foetida; 9-methoxy-18; 19-dehydrocamptothecin; 5-hydroxymappicine-mappicine-20-O-β-glucopyranoside; camptothecin; cytotoxicity
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Wu, S.-F.; Hsieh, P.-W.; Wu, C.-C.; Lee, C.-L.; Chen, S.-L.; Lu, C.-Y.; Wu, T.-S.; Chang, F.-R.; Wu, Y.-C. Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida. Molecules 2008, 13, 1361-1371.
Wu S-F, Hsieh P-W, Wu C-C, Lee C-L, Chen S-L, Lu C-Y, Wu T-S, Chang F-R, Wu Y-C. Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida. Molecules. 2008; 13(6):1361-1371.
Wu, Shou-Fang; Hsieh, Pei-Wen; Wu, Chin-Chung; Lee, Chia-Lin; Chen, Shu-Li; Lu, Chi-Yu; Wu, Tian-Shung; Chang, Fang-Rong; Wu, Yang-Chang. 2008. "Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida." Molecules 13, no. 6: 1361-1371.