64274-28-8Relevant academic research and scientific papers
One-Pot Conversion of 6-Hydroxy-Δ7-iridoid Glucosides into cis-2-Oxabicyclooct-7-enes and Transformation into Corey's Lactone Analogue
Bonini, Carlo,Iavarone, Carlo,Trogolo, Corrado,Fabio, Romano, Di
, p. 958 - 961 (1985)
A simple conversion of some iridoid glucosides into cis-2-oxabicyclooct-7-enes by a three-step one-pot sequence is described.Such important prostanoid intermediates have been obtained through intramolecular acid-catalyzed cyclization of the corresponding cyclopentenepolyols.An analogue (17) of Corey's lactone has been prepared by PCC oxidation of 2-oxabicyclooct-7-ene (16) together with other important derivatives.
THE QUANTITATIVE ISOLATION AND ANTIMICROBIAL ACTIVITY OF THE AGLYCONE OF AUCUBIN
Davini, Enrico,Iavarone, Carlo,Trogolo, Corrado,Aureli, Paolo,Pasolini, Beatrice
, p. 2420 - 2422 (1986)
Despite the reported instability of iridoid aglycones, a new procedure was developed for the quantitative extraction of aucubigenin from an enzymatic hydrolysate of aucubin.The aglycone was obtained in crystalline form and was for the first time spectroscopically characterized (1H and 13C NMR spectra).Its antimicrobial activity against yeasts, bacteria and moulds was also accurately tested.Key Word Index - Aucubin; aucubigenin; iridoid aglycones; aglycone extraction; 1H and 13C NMR; antimicrobial activity.
X-ray crystal structure of iridoid glucoside aucubin and its aglycone
Li, Yang,Zhao, Ye,Zhang, Yong-min,Wang, Min-juan,Sun, Wen-ji
, p. 2270 - 2273 (2009)
X-ray diffraction analyses of iridoid glycoside aucubin (1) and its aglycone aucubigenin (2) are reported. It was found that crystals of 1 are orthorhombic, with P212121 space group, both cyclopentane ring and pyran ring a
Determination of antibacterial activity of aucubigenin and aucubin
Li, Yang,Chen, Lei,Han, Guijun,Zhou, Junhui,Zhao, Ye
, p. 559 - 561 (2014)
Because of the previously conflicted reports, the aucubigenin and aucubin have been reinvestigated for their antibacterial activities by a sensitive standardized micro-well dilution with automated spectrophotometric method, compared with paper disc diffusion method. The micro-well dilution assay was more accurate than paper disc diffusion method. The results showed that aucubin exhibited no antibacterial activity, while aucubigenin showed remarkable antibacterial activity against all of the tested bacteria. Aucubigenin was particularly more effective against Staphylococcus aureus with MIC value of 0.0313 mg/mL and MBC value of 0.0625 mg/mL, respectively.
Centrifugal partition chromatography: An efficient tool to access highly polar and unstable synthetic compounds on a large scale
Markovi, Dean,Barboux, Cdric,Salle De Chou, Ys,Bettach, Judith,Grougnet, Raphal,Deguin, Brigitte
, p. 63254 - 63259 (2015/02/19)
Centrifugal partition chromatography (CPC) is an efficient method adaptable for the purification of synthetic compounds with chemical value, significantly simplifying the reaction work-up. From Aucuba japonica Thunb., an abundant natural terpenoid, aucubin, was isolated. Its reduced derivatives and corresponding unstable aglucons were purified by CPC. The latter chiral synthons were obtained under protecting group free conditions using eco-friendly, non-chlorinated solvents and without silica gel.
IRIDOID GLUCOSIDES FROM Penstemon diffusus
Diak, Joanna,Kohlmuenzer, Stanislaw
, p. 2914 - 2917 (2007/10/02)
From the aerial parts of Penstemon diffusus DOUGL. (Scrophulariaceae) have been isolated three iridoid glucosides: penstemide (I), aucubin (V), and loganin (VIII).The identity of the compounds and their derivatives has been confirmed by spectroscopic data.
