60539-23-3Relevant academic research and scientific papers
Two secoiridoid glucosides from Jasminum mesnyi
Inoue, Kenichiro,Tanahashi, Takao,Inouye, Hiroyuki
, p. 1299 - 1303 (1985)
Besides the known glucoside jasminin and an unidentified glucoside, two new secoiridoid glucosides,jasmoside and jasmesoside have been isolated from the leaves of Jasminum mesnyi and their structures elucidated.
New semi-synthetic analogs of oleuropein show improved anticancer activity in?vitro and in?vivo
Samara, Pinelopi,Christoforidou, Nikoleta,Lemus, Christelle,Argyropoulou, Aikaterini,Ioannou, Kyriaki,Vougogiannopoulou, Konstantina,Aligiannis, Nektarios,Paronis, Efthimios,Gaboriaud-Kolar, Nicolas,Tsitsilonis, Ourania,Skaltsounis, Alexios-Leandros
, p. 11 - 29 (2017/05/29)
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.
Synthesis and stereochemical confirmation of the secoiridoid glucosides nudiflosides D and A
Hanessian, Stephen,Mainetti, Emily,Lecomte, Fabien
, p. 4047 - 4049 (2007/10/03)
We describe herein an efficient access to the highly substituted cyclopentane unit present in the Nudifloside secoiridoid family via crotyl phosphonamide anion mediated conjugate addition to cyclopentenone.
Oleuropein site selective hydrolysis by technomimetic nuclear magnetic resonance experiments
Capozzi,Piperno,Uccella
, p. 1623 - 1629 (2007/10/03)
Technomimetic NMR experiments were performed in accordance with the lye treatment adopted during table olive industrial procedures for the debittering process causing oleuropein degradation. The site selective hydrolysis of the two ester groups, character
IRIDOIDAL GLYCOSIDES FROM JASMINUM SAMBAC
Zhang, Ying-Jun,Liu, Yu-Qing,Pu, Xiang-Yu,Yang, Chong-Ren
, p. 899 - 904 (2007/10/02)
Besides a known trimeric iridoidal glycoside, sambacoside A, five new oligomeric iridoidal glycosides, molihuasides A-E were isolated from the flowers of Jasminum sambac.Their structures were determined by spectral and chemical evidence.Among them, molihuasides A and C-E are new dimeric iridoidal glycosides and molihuaside B is a new trimeric iridoidal hlycoside. - Key words: Jasminum sambac; Oleceae; flower; iridoidal glycosides; molihuasides A-E.
SAMBACOLIGNOSIDE, A NEW LIGNAN-SECOIRIDOID GLUCOSIDE FROM JASMINUM SAMBAC
Tanahashi, Takao,Nagakura, Naotaka,Inoue, Kenichiro,Inouye, Hiroyuki,Shingu, Tetsuro
, p. 5032 - 5035 (2007/10/02)
The structure of a new secoiridoid glucoside, sambacolignoside (1), which had been isolated from Jasminum sambac (L.) Ait. together with sevven new oligomeric iridoid glucosides and oleoside 11-methyl ester (2), was elucidated as 7-)--oleoside 11-methyl ester.This is the first example of a lignan linked secoiridoid glucoside. KEYWORDS --- Jasminum sambac; Oleaceae; sambacolignoside; lignansecoiridoid glucoside; oleoside 11-methyl ester; (+)-1-hydroxy-pinoresinol-1-β-D-glucoside; COSY
