PMID- 19443236 OWN - NLM STAT- MEDLINE DCOM- 20091006 LR - 20211020 IS - 1879-1123 (Electronic) IS - 1044-0305 (Linking) VI - 20 IP - 8 DP - 2009 Aug TI - Screening and structural characterization of alpha-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MS(n) and SORI-CID FTICR MS. PG - 1496-503 LID - 10.1016/j.jasms.2009.04.003 [doi] AB - In vitro alpha-glucosidase inhibition assays and ultrafiltration liquid chromatography with photodiode array detection coupled to electrospray ionization tandem mass spectrometry (ultrafiltration LC-DAD-ESI-MS(n)) were combined to screen alpha-glucosidase inhibitors from hawthorn leaf flavonoids extract (HLFE). As a result, four compounds were identified as alpha-glucosidase inhibitors in the HLFE, and their structures were confirmed to be quercetin-3-O-rha- (1-4)-glc-rha and C-glycosylflavones (vitexin-2"-O-glucoside, vitexin-2"-O-rhamnoside and vitexin) by high-resolution sustained off resonance irradiation collision-induced dissociation (SORI-CID) data obtained by Fourier transform ion cyclotron resonance mass spectrometry (FTICR MS). Several other C-glycosylflavones (vitexin, isovitexin, orientin, isooriention) and their aglycones apigenin and luteolin were evaluated by in vitro assays, and were found to possess strong alpha-glucosidase inhibitory activities as well. Moreover, the substituent groups on the flavones had a great impact on the enzyme inhibition activity. C-3'-OH of the B-ring of flavones in particular increased the alpha-glucosidase inhibition activity, whereas C-glycosylations at C-6 or C-8 of the A ring weakened the inhibition activity. FAU - Li, Huilin AU - Li H AD - Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun Center of Mass Spectrometry, Changchun, PR China. FAU - Song, Fengrui AU - Song F FAU - Xing, Junpeng AU - Xing J FAU - Tsao, Rong AU - Tsao R FAU - Liu, Zhiqiang AU - Liu Z FAU - Liu, Shuying AU - Liu S LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20090414 PL - United States TA - J Am Soc Mass Spectrom JT - Journal of the American Society for Mass Spectrometry JID - 9010412 RN - 0 (Glycoside Hydrolase Inhibitors) RN - 0 (Plant Extracts) SB - IM MH - Chromatography, Liquid/*methods MH - Crataegus/*chemistry MH - *Glycoside Hydrolase Inhibitors MH - Mass Spectrometry/*methods MH - Plant Extracts/*chemistry MH - Plant Leaves/*chemistry MH - Spectroscopy, Fourier Transform Infrared/*methods MH - Ultrafiltration/*methods EDAT- 2009/05/16 09:00 MHDA- 2009/10/07 06:00 CRDT- 2009/05/16 09:00 PHST- 2008/11/25 00:00 [received] PHST- 2009/04/03 00:00 [revised] PHST- 2009/04/04 00:00 [accepted] PHST- 2009/05/16 09:00 [entrez] PHST- 2009/05/16 09:00 [pubmed] PHST- 2009/10/07 06:00 [medline] AID - S1044-0305(09)00286-4 [pii] AID - 10.1016/j.jasms.2009.04.003 [doi] PST - ppublish SO - J Am Soc Mass Spectrom. 2009 Aug;20(8):1496-503. doi: 10.1016/j.jasms.2009.04.003. Epub 2009 Apr 14.