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Characterisation of galloylated cyanogenic glucosides and hydrolysable tannins from leaves of Phyllagathis rotundifolia by LC-ESI-MS/MS.
Phytochem Anal. 2011 Nov-Dec; 22(6):516-25.PA

Abstract

INTRODUCTION

Phyllagathis rotundifolia (Jack) Bl. (Melastomataceae) is a creeping herb found in Peninsular Malaysia and Sumatra. Traditionally, a decoction of the leaves is used in the treatment of malaria, fever and stomach ache.

OBJECTIVE

To provide ESI-MS(n) data which are applicable for chemical fingerprinting of P. rotundifolia to obviate laborious isolation and purification steps.

METHODOLOGY

The mass spectral data for the compounds isolated from the leaves of P. rotundifolia were obtained by liquid chromatography-electrospray ionisation tandem mass spectrometry.

RESULTS

The MS fragmentation patterns were obtained for galloylated cyanogenic glucosides based on prunasin (prunasin 6′‐O‐gallate 1, prunasin 2′,6′‐di‐O‐gallate 2, prunasin 3′,6′‐di‐O‐gallate 3, prunasin 4′,6′‐di‐O‐gallate 4, prunasin 2′,3′,6′‐tri‐Ogallate 5, prunasin 3′,4′,6′‐tri‐O‐gallate 6 and prunasin 2′,3′,4′,6′‐tetra‐O‐gallate 7), gallotannins (6‐O‐galloyl‐D‐glucose 8, 3,6‐di‐O‐galloyl‐D‐glucose 9, 1,2,3‐tri‐O‐galloyl‐β‐D‐glucose 10, 1,4,6‐tri‐O‐galloyl‐β‐D‐glucose 11, 3,4,6‐tri‐O‐galloyl‐D‐glucose 12, 1,2,3,6‐tetra‐O‐galloyl‐β‐D‐glucose 13 and 1,2,3,4,6‐penta‐O‐galloyl‐β‐D‐glucose 14), ellagitannins [6‐O‐galloyl‐2,3‐O‐(S)‐hexahydroxy‐diphenoyl‐D‐glucose 15, praecoxin B 16 and pterocarinin C 17], ellagic acid derivatives (3′‐O‐methyl‐3,4‐methylenedioxyellagic acid 4′‐O‐β‐D‐glucopyranoside 18 and 3,3′,4‐tri‐O‐methylellagic acid 4′‐O‐β‐D‐glucopyranoside 19) and gallic acid 20 that were isolated from the leaves of P. rotundifolia.

CONCLUSION

The ESI-MS(n) technique facilitates identification of galloylated cyanogenic glucosides, hydrolysable tannins and ellagic acid derivatives that were isolated from the leaves of P. rotundifolia. It yields MS(n) spectra that are useful for identification of these compounds in complex samples and permit more complete fingerprinting of plant materials.

Authors+Show Affiliations

Department of Chemistry, University of Malaya, 50603, Kuala Lumpur, Malaysia; Medicinal Plants Division, Forest Research Institute Malaysia, 52109 Kepong, Selangor, Malaysia. tanhp@frim.gov.myNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21495106

Citation

Hooi Poay, Tan, et al. "Characterisation of Galloylated Cyanogenic Glucosides and Hydrolysable Tannins From Leaves of Phyllagathis Rotundifolia By LC-ESI-MS/MS." Phytochemical Analysis : PCA, vol. 22, no. 6, 2011, pp. 516-25.
Hooi Poay T, Sui Kiong L, Cheng Hock C. Characterisation of galloylated cyanogenic glucosides and hydrolysable tannins from leaves of Phyllagathis rotundifolia by LC-ESI-MS/MS. Phytochem Anal. 2011;22(6):516-25.
Hooi Poay, T., Sui Kiong, L., & Cheng Hock, C. (2011). Characterisation of galloylated cyanogenic glucosides and hydrolysable tannins from leaves of Phyllagathis rotundifolia by LC-ESI-MS/MS. Phytochemical Analysis : PCA, 22(6), 516-25. https://doi.org/10.1002/pca.1312
Hooi Poay T, Sui Kiong L, Cheng Hock C. Characterisation of Galloylated Cyanogenic Glucosides and Hydrolysable Tannins From Leaves of Phyllagathis Rotundifolia By LC-ESI-MS/MS. Phytochem Anal. 2011 Nov-Dec;22(6):516-25. PubMed PMID: 21495106.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Characterisation of galloylated cyanogenic glucosides and hydrolysable tannins from leaves of Phyllagathis rotundifolia by LC-ESI-MS/MS. AU - Hooi Poay,Tan, AU - Sui Kiong,Ling, AU - Cheng Hock,Chuah, Y1 - 2011/04/14/ PY - 2010/08/17/received PY - 2010/12/13/revised PY - 2010/12/14/accepted PY - 2011/4/16/entrez PY - 2011/4/16/pubmed PY - 2012/2/18/medline SP - 516 EP - 25 JF - Phytochemical analysis : PCA JO - Phytochem Anal VL - 22 IS - 6 N2 - INTRODUCTION: Phyllagathis rotundifolia (Jack) Bl. (Melastomataceae) is a creeping herb found in Peninsular Malaysia and Sumatra. Traditionally, a decoction of the leaves is used in the treatment of malaria, fever and stomach ache. OBJECTIVE: To provide ESI-MS(n) data which are applicable for chemical fingerprinting of P. rotundifolia to obviate laborious isolation and purification steps. METHODOLOGY: The mass spectral data for the compounds isolated from the leaves of P. rotundifolia were obtained by liquid chromatography-electrospray ionisation tandem mass spectrometry. RESULTS: The MS fragmentation patterns were obtained for galloylated cyanogenic glucosides based on prunasin (prunasin 6′‐O‐gallate 1, prunasin 2′,6′‐di‐O‐gallate 2, prunasin 3′,6′‐di‐O‐gallate 3, prunasin 4′,6′‐di‐O‐gallate 4, prunasin 2′,3′,6′‐tri‐Ogallate 5, prunasin 3′,4′,6′‐tri‐O‐gallate 6 and prunasin 2′,3′,4′,6′‐tetra‐O‐gallate 7), gallotannins (6‐O‐galloyl‐D‐glucose 8, 3,6‐di‐O‐galloyl‐D‐glucose 9, 1,2,3‐tri‐O‐galloyl‐β‐D‐glucose 10, 1,4,6‐tri‐O‐galloyl‐β‐D‐glucose 11, 3,4,6‐tri‐O‐galloyl‐D‐glucose 12, 1,2,3,6‐tetra‐O‐galloyl‐β‐D‐glucose 13 and 1,2,3,4,6‐penta‐O‐galloyl‐β‐D‐glucose 14), ellagitannins [6‐O‐galloyl‐2,3‐O‐(S)‐hexahydroxy‐diphenoyl‐D‐glucose 15, praecoxin B 16 and pterocarinin C 17], ellagic acid derivatives (3′‐O‐methyl‐3,4‐methylenedioxyellagic acid 4′‐O‐β‐D‐glucopyranoside 18 and 3,3′,4‐tri‐O‐methylellagic acid 4′‐O‐β‐D‐glucopyranoside 19) and gallic acid 20 that were isolated from the leaves of P. rotundifolia. CONCLUSION: The ESI-MS(n) technique facilitates identification of galloylated cyanogenic glucosides, hydrolysable tannins and ellagic acid derivatives that were isolated from the leaves of P. rotundifolia. It yields MS(n) spectra that are useful for identification of these compounds in complex samples and permit more complete fingerprinting of plant materials. SN - 1099-1565 UR - https://www.unboundmedicine.com/medline/citation/21495106/Characterisation_of_galloylated_cyanogenic_glucosides_and_hydrolysable_tannins_from_leaves_of_Phyllagathis_rotundifolia_by_LC_ESI_MS/MS_ L2 - https://doi.org/10.1002/pca.1312 DB - PRIME DP - Unbound Medicine ER -