Isolation and Characterization of limonoids from Azidarachta indica and Melia Azedarach with biological activities

PIERLUIGI CABONI; NIKOLETTA G. NTALLI; CARLOS A. BUENO; LAURA E. ALCHÉ

Boston

Congreso; 240th American Chemical Society National Meeting; 2010

Azidarachta Indica and Melia Azerarach are species rising scientific interestfor being store-house of limonoids, exhibiting a wide range of biological activities. In order to correlate the observed axtivities to the chemical composition, specific, rapid and repeatable analytical methosd need to be developed for the limonoids elucidation and quantitation. In the course of screening for active principles within the extract, in the present study we roprt the chromatographic purification and characterisation of its most abundant limonoids form AI and MA. AI afforded azadirachtin A and B, nimbin, salannin, and their acetyl derivates. MA afforded a new triterpenoid, named 3-O-tigloyl-melianone, as ell as three known limonoids named mthyl-kulonate, sendanone acetate and melianone. structures elucidation was performed by means of NMR and 2D-NMR and the accuracy of theorical exact mass valued, was deduced by the employment of HPLC-QTOF analysis. By interfacing LC/MS ESI and APCI analysis, in positive and negative ionisation mode, care was taken for selection of structurally informative fragment ions. Additionally, different mobile phase additives were explored for their effect on the ionization in LC/MS. Limonoids form AI and MA were tested for their cytotoxic and antiproliferative effects using a tumorigenic cell line (A549). This study present the development of a chormatographic and spectroscopic methods for the identification of limonoids purified form AI and MA, with biological activities