2013
DOI: 10.1021/np400809w
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Constituents of an Extract of Cryptocarya rubra Housed in a Repository with Cytotoxic and Glucose Transport Inhibitory Effects

Abstract: A new alkylated chalcone (1), a new 1,16-hexadecanediol diester (2), and eight known compounds, were isolated from a dichloromethane-soluble repository extract of the leaves and twigs of Cryptocarya rubra collected in Hawaii. The structures of the new compounds were determined by interpretation of their spectroscopic data, and the absolute configurations of the two known cryptocaryanone-type flavonoid dimers, (+)-bicaryanone A (3) and (+)-chalcocaryanone C (4), were ascertained by analysis of their electronic … Show more

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Cited by 37 publications
(52 citation statements)
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“…1) has been recently identified among the components of an extract isolated from the leaves and twigs of Cryptocarya rubra, a tropical plant belonging to the Lauraceae family. 15 This extract was found to be cytotoxic on HT-29 human colon cancer cells, as widely reported in the literature, where there are many evidences of the cytotoxicity of this dihydrochalcone on cancer cell lines, such as its ability to induce apoptosis through activation of caspases in prostate tumor. 16,17 Consistent with previous data, compound 2 showed an IC 50 value of 0.32 lM on HT-29 cells, and was found to cause a significant reduction of the uptake of glucose, implying that its anti-proliferative activity could be ascribed, at least in part, to GLUT inhibition.…”
Section: Introductionsupporting
confidence: 54%
“…1) has been recently identified among the components of an extract isolated from the leaves and twigs of Cryptocarya rubra, a tropical plant belonging to the Lauraceae family. 15 This extract was found to be cytotoxic on HT-29 human colon cancer cells, as widely reported in the literature, where there are many evidences of the cytotoxicity of this dihydrochalcone on cancer cell lines, such as its ability to induce apoptosis through activation of caspases in prostate tumor. 16,17 Consistent with previous data, compound 2 showed an IC 50 value of 0.32 lM on HT-29 cells, and was found to cause a significant reduction of the uptake of glucose, implying that its anti-proliferative activity could be ascribed, at least in part, to GLUT inhibition.…”
Section: Introductionsupporting
confidence: 54%
“…Such a reaction requires reflux at an elevated temperature or takes a longer time at room temperature. 55,56,99 However, with a nucleophile substitution on the α -position, mild conditions are generally sufficient (Table 2, entry 3). 100 …”
Section: Synthesismentioning
confidence: 99%
“…(Lauraceae), was found to exhibit potent cytotoxicity against HT‐29 human colon cancer cells, with an IC 50 value of 0.32 μM. At a concentration of 30 μM, this compound inhibited significantly glucose transport in H1299 human lung cancer cells, indicating that it may mediate its cytotoxicity at least in part through interaction with GLUTs (Ren et al, ).…”
Section: Flavonoid Glucose Transport Inhibitorsmentioning
confidence: 99%