Putrescine bisamides from Aglaia gigantea

Tu Ngoc Duong, RuAngelie Edrada, Rainer Ebel, Victor Wray, Walter Frank, Anh Tuan Duong, Wen Han Lin, Peter Proksch, Ruangelie Edrada-Ebel

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Phytochemical analysis of the leaves of Aglaia gigantea collected in Vietnam yielded three cinnamoyl putrescine bisamide derivatives, which included the known compound dasyclamide ( 1), as well as two new natural products, gigantamide A ( 2) and grandiamide D ( 3). In this study, the structure of dasyclamide ( 1) was confirmed by X-ray crystallography. The structures of the two new alkaloids, gigantamide A ( 2) and grandiamide D ( 3), were elucidated through extensive 1D and 2D NMR spectroscopy and analysis of their mass spectrometric (ESIMS, HRQTOFMS) data. The absolute configuration of grandiamide D ( 3) was determined via Mosher ester derivatization.

LanguageEnglish
Pages1640-1643
Number of pages4
JournalJournal of Natural Products
Volume70
Issue number10
DOIs
Publication statusPublished - Oct 2007

Fingerprint

Aglaia
Putrescine
Vietnam
X ray crystallography
X Ray Crystallography
Phytochemicals
Biological Products
Alkaloids
Nuclear magnetic resonance spectroscopy
Esters
Magnetic Resonance Spectroscopy
Derivatives
grandiamide D
dasyclamide
gigantamide A

Keywords

  • aglaia
  • crystallography, X-Ray
  • molecular conformation
  • molecular structure
  • nuclear magnetic resonance, Biomolecular
  • plant leaves
  • plants, Medicinal
  • putrescine
  • Vietnam

Cite this

Duong, T. N., Edrada, R., Ebel, R., Wray, V., Frank, W., Duong, A. T., ... Edrada-Ebel, R. (2007). Putrescine bisamides from Aglaia gigantea. Journal of Natural Products, 70(10), 1640-1643. https://doi.org/10.1021/np070184w
Duong, Tu Ngoc ; Edrada, RuAngelie ; Ebel, Rainer ; Wray, Victor ; Frank, Walter ; Duong, Anh Tuan ; Lin, Wen Han ; Proksch, Peter ; Edrada-Ebel, Ruangelie. / Putrescine bisamides from Aglaia gigantea. In: Journal of Natural Products. 2007 ; Vol. 70, No. 10. pp. 1640-1643.
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Duong, TN, Edrada, R, Ebel, R, Wray, V, Frank, W, Duong, AT, Lin, WH, Proksch, P & Edrada-Ebel, R 2007, 'Putrescine bisamides from Aglaia gigantea' Journal of Natural Products, vol. 70, no. 10, pp. 1640-1643. https://doi.org/10.1021/np070184w

Putrescine bisamides from Aglaia gigantea. / Duong, Tu Ngoc; Edrada, RuAngelie; Ebel, Rainer; Wray, Victor; Frank, Walter; Duong, Anh Tuan; Lin, Wen Han; Proksch, Peter; Edrada-Ebel, Ruangelie.

In: Journal of Natural Products, Vol. 70, No. 10, 10.2007, p. 1640-1643.

Research output: Contribution to journalArticle

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AU - Edrada, RuAngelie

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AB - Phytochemical analysis of the leaves of Aglaia gigantea collected in Vietnam yielded three cinnamoyl putrescine bisamide derivatives, which included the known compound dasyclamide ( 1), as well as two new natural products, gigantamide A ( 2) and grandiamide D ( 3). In this study, the structure of dasyclamide ( 1) was confirmed by X-ray crystallography. The structures of the two new alkaloids, gigantamide A ( 2) and grandiamide D ( 3), were elucidated through extensive 1D and 2D NMR spectroscopy and analysis of their mass spectrometric (ESIMS, HRQTOFMS) data. The absolute configuration of grandiamide D ( 3) was determined via Mosher ester derivatization.

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Duong TN, Edrada R, Ebel R, Wray V, Frank W, Duong AT et al. Putrescine bisamides from Aglaia gigantea. Journal of Natural Products. 2007 Oct;70(10):1640-1643. https://doi.org/10.1021/np070184w