TY - JOUR T1 - Expedient preparative isolation and tandem mass spectrometric characterization of C-seco triterpenoids from neem oil JF - Journal of Chromatography A Y1 - 2014 A1 - Haldar, Saikat A1 - Mulani, Fayaj A. A1 - Aarthy, Thiagarayaselvam A1 - Dandekar, Devdutta S. A1 - Thulasiram, Hirekodathakallu V. KW - ESI(+)-quadrupole/orbitrap-MS/MS KW - MPLC KW - Neem oil KW - Preparative isolation KW - Salannin KW - Triterpenoids AB -

C-seco triterpenoids are widely bioactive class of natural products with high structural complexity and diversity. The preparative isolation of these molecules with high purity is greatly desirable, although restricted due to the complexity of natural extracts. In this article we have demonstrated a Medium Pressure Liquid Chromatography (MPLC) based protocol for the isolation of eight major C-seco triterpenoids of salannin skeleton from Neem (Azadirachta indica) oil. Successive application of normal phase pre-packed silica-gel columns for the fractionation followed by reverse phase in automated MPLC system expedited the process and furnished highly pure metabolites. Furthermore, eight isolated triterpenoids along with five semi-synthesized derivatives were characterized using ultra performance liquid chromatography-electrospray ionization-quadrupole/orbitrap-MS/MS spectrometry as a rapid and sensitive identification technique. The structure-fragment relationships were established on the basis of plausible mechanistic pathway for the generation of daughter ions. The MS/MS spectral information of the triterpenoids was further utilized for the identification of studied molecules in the complex extract of stem and bark tissues from Neem. (C) 2014 Elsevier B.V. All rights reserved.

PB - ELSEVIER SCIENCE BV CY - PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS VL - 1366 U3 -

Foreign
 

U4 -

2.86
 

ER -