Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida

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...

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Main Authors: Yang-Chang Wu, Fang-Rong Chang, Tian-Shung Wu, Chi-Yu Lu, Shu-Li Chen, Chia-Lin Lee, Chin-Chung Wu, Pei-Wen Hsieh, Shou-Fang Wu
Format: Article
Language:English
Published: MDPI AG 2008-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/13/6/1361/
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author Yang-Chang Wu
Fang-Rong Chang
Tian-Shung Wu
Chi-Yu Lu
Shu-Li Chen
Chia-Lin Lee
Chin-Chung Wu
Pei-Wen Hsieh
Shou-Fang Wu
author_facet Yang-Chang Wu
Fang-Rong Chang
Tian-Shung Wu
Chi-Yu Lu
Shu-Li Chen
Chia-Lin Lee
Chin-Chung Wu
Pei-Wen Hsieh
Shou-Fang Wu
author_sort Yang-Chang Wu
collection DOAJ
description 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.
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spelling doaj.art-fde5bc8ca82544bda7932c694d03b2212022-12-22T03:18:26ZengMDPI AGMolecules1420-30492008-06-011361361137110.3390/molecules13061361Camptothecinoids from the seeds of Taiwanese Nothapodytes foetidaYang-Chang WuFang-Rong ChangTian-Shung WuChi-Yu LuShu-Li ChenChia-Lin LeeChin-Chung WuPei-Wen HsiehShou-Fang WuTwo 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.http://www.mdpi.com/1420-3049/13/6/1361/Nothapodytes foetida9-methoxy-1819-dehydrocamptothecin5-hydroxymappicine-mappicine-20-O-β-glucopyranosidecamptothecincytotoxicity
spellingShingle Yang-Chang Wu
Fang-Rong Chang
Tian-Shung Wu
Chi-Yu Lu
Shu-Li Chen
Chia-Lin Lee
Chin-Chung Wu
Pei-Wen Hsieh
Shou-Fang Wu
Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida
Molecules
Nothapodytes foetida
9-methoxy-18
19-dehydrocamptothecin
5-hydroxymappicine-mappicine-20-O-β-glucopyranoside
camptothecin
cytotoxicity
title Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida
title_full Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida
title_fullStr Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida
title_full_unstemmed Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida
title_short Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida
title_sort camptothecinoids from the seeds of taiwanese nothapodytes foetida
topic Nothapodytes foetida
9-methoxy-18
19-dehydrocamptothecin
5-hydroxymappicine-mappicine-20-O-β-glucopyranoside
camptothecin
cytotoxicity
url http://www.mdpi.com/1420-3049/13/6/1361/
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