A review of clinical trials of chemotherapy for pancreatic cancer

Zhu, Hui

doi:10.5897/jcreo11.041

Cited by 1 publication

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References 103 publications

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“…Among the three compounds tested, the 7,8′-linked ancistrosecoline D ( 11 ) showed pronounced cytotoxicity in a concentration-dependent manner, displaying a half-maximum inhibition concentration (IC 50 ) of 11.2 μM (Figure ), whereas the related 7,1′-coupled seco -naphthylisoquinolines 8 and 9 exerted only moderate to low cytotoxic properties, with IC 50 values of 52.6 μM (for 8 ) and 72.4 μM (for 9 ) (see Supporting Information). The extent of cytotoxicity determined for 11 was found to be in the same magnitude of activity, compared to the inhibition capacity of the positive control 5-fluorouracil (IC 50 , 13.9 μM), a well-established drug used for cancer treatment in the clinic …”

Section: Resultsmentioning

confidence: 88%

Ancistrosecolines A–F, Unprecedented seco-Naphthylisoquinoline Alkaloids from the Roots of Ancistrocladus abbreviatus, with Apoptosis-Inducing Potential against HeLa Cancer Cells

et al. 2020

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Ancistrosecolines A–F (8–13) are the first seco-type naphthylisoquinoline alkaloids discovered in Nature. In all these novel compounds, the tetrahydroisoquinoline ring is cleaved, with loss of C-1. They were isolated from the root bark of Ancistrocladus abbreviatus (Ancistrocladaceae), along with 1-nor-8-O-demethylancistrobrevine H (14), which is the first naturally occurring naphthylisoquinoline lacking the otherwise generally present methyl group at C-1. The stereostructures of the new alkaloids were established by HRESIMS, 1D and 2D NMR, oxidative degradation, and experimental and quantum-chemical ECD investigations. Ancistrosecolines A–F (8–13) and 1-nor-8-O-demethylancistrobrevine H (14) are typical Ancistrocladaceae-type metabolites, i.e., oxygenated at C-6 and S-configured at C-3, belonging to the subclasses of 7,1′- and 7,8′-coupled alkaloids. The biaryl linkages of 8–14 are rotationally hindered due to bulky ortho-substituents next to the axes. Owing to the constitutionally unsymmetric substitution patterns on each side of the axis, this C–C single bond represents an element of chirality in 1-nor-8-O-demethylancistrobrevine H (14) and in ancistrosecolines A–D (8–11). In ancistrosecolines E (12) and F (13), however, the likewise rotationally hindered biaryl axes do not constitute chiral elements, due to a symmetric substitution pattern, with its identical two methoxy functions at C-6 and C-8 in the phenyl subunit. And these two methoxy groups are, for the first time, not constitutionally heterotopic, but diastereotopic to each other. Ancistrosecoline D (11) exhibits strong cytotoxicity against HeLa cervical cancer cells. As visualized by Hoechst nuclei staining and by real-time imaging experiments, 11 induced massive nuclei fragmentation in HeLa cells, leading to apoptotic cell death.

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Section: Resultsmentioning

confidence: 88%