- Five trimeric secoiridoid glucosides from Jasminum polyanthum
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Investigation of the crude drug 'Ye su xin', the dried flowers of Jasminum polyanthum, has led to the isolation of five new secoiridoid glucosides, oleopolyanthosides A and B, and jaspolyoleosides A, B, and C. The structures of the new compounds were elucidated by spectroscopic and chemical means.
- Takenaka, Yukiko,Tanahashi, Takao,Nagakura, Naotaka
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- New semi-synthetic analogs of oleuropein show improved anticancer activity in?vitro and in?vivo
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Oleuropein is a glucosylated seco-iridoid present in olive fruits and leaves. Due to its broad spectrum of biological activities, including anticancer properties, oleuropein has attracted scientific attention for the past 20 years. The promising antiproliferative activity of an olive leaf extract enriched in oleuropein against a series of human cancer cell lines, prompted us to proceed with the semi-synthesis of 51 analogs of oleuropein. Following their initial screening against the estrogen receptor negative breast cancer cell line SKBR3, 7 analogs were shown to display significant cytotoxicity and were further tested against 6 additional solid tumor-derived and leukemic cell lines. The analog with the most promising antitumor activity (24) was selected for more detailed studies. 24 was non-toxic to peripheral blood mononuclear cells derived from healthy blood donors when tested at concentrations close to its half maximal inhibitory concentration. In vivo administration of 24 in melanoma-bearing mice resulted in reducing tumor size in a dose-dependent manner and in inducing anti-melanoma-reactive immune responses. Our results suggest that analog 24, emerging from the initial structure of oleuropein, represents a promising lead structure for further optimization.
- Samara, Pinelopi,Christoforidou, Nikoleta,Lemus, Christelle,Argyropoulou, Aikaterini,Ioannou, Kyriaki,Vougogiannopoulou, Konstantina,Aligiannis, Nektarios,Paronis, Efthimios,Gaboriaud-Kolar, Nicolas,Tsitsilonis, Ourania,Skaltsounis, Alexios-Leandros
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- Secoiridoid glucosides from Fraxinus americana
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Investigation of the leaves of Fraxinus americana led to the isolation of five secoiridoid glucosides, demethylligstroside, (2'' R)- and (2'' S)-2''-hydroxyoleuropeins, fraxamoside and frameroside, together with 18 known compounds. Their structures were determined on the basis of spectroscopic studies and chemical evidence. (C) 2000 Elsevier Science Ltd.
- Takenaka, Yukiko,Tanahashi, Takao,Shintaku, Masashi,Sakai, Takeshi,Nagakura, Naotaka,Parida
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p. 275 - 284
(2007/10/03)
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