Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings

The bark extract of the Malayan Alstonia angustifoliaWall provided the spirocyclic alkaloids macrodasines A—G. The structures of the new compounds were established by analysis of the spectroscopic data and in the case of macrodasines A and B confirmed by X-ray diffraction analysis. Macrodasines A, B...

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Main Authors: Kam, T.S., Tan, S.J., Robinson, W.T., Komiyama, K.
Format: Article
Language:English
Published: Elsevier 2011
Subjects:
Online Access:http://eprints.um.edu.my/10392/1/Macrodasines_A%E2%80%94G%2C_macroline_indole_alkaloids_incorporating_fused_spirocyclic_tetrahydrofuran%E2%80%94tetrahydrofuran_and_tetrahydrofuran%E2%80%94tetrahydropyran_rings.pdf
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author Kam, T.S.
Tan, S.J.
Robinson, W.T.
Komiyama, K.
author_facet Kam, T.S.
Tan, S.J.
Robinson, W.T.
Komiyama, K.
author_sort Kam, T.S.
collection UM
description The bark extract of the Malayan Alstonia angustifoliaWall provided the spirocyclic alkaloids macrodasines A—G. The structures of the new compounds were established by analysis of the spectroscopic data and in the case of macrodasines A and B confirmed by X-ray diffraction analysis. Macrodasines A, B, C, and G incorporate fused spirocyclic tetrahydrofuran—tetrahydrofuran rings, while macrodasines D, E, and F incorporate fused tetrahydrofuran—tetrahydropyran rings. Macrodasines B, C, and E were found to show moderate levels of activity in reversing multidrug-resistance in drug-resistant KB cells.
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spelling um.eprints-103922014-10-15T01:51:46Z http://eprints.um.edu.my/10392/ Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings Kam, T.S. Tan, S.J. Robinson, W.T. Komiyama, K. QD Chemistry The bark extract of the Malayan Alstonia angustifoliaWall provided the spirocyclic alkaloids macrodasines A—G. The structures of the new compounds were established by analysis of the spectroscopic data and in the case of macrodasines A and B confirmed by X-ray diffraction analysis. Macrodasines A, B, C, and G incorporate fused spirocyclic tetrahydrofuran—tetrahydrofuran rings, while macrodasines D, E, and F incorporate fused tetrahydrofuran—tetrahydropyran rings. Macrodasines B, C, and E were found to show moderate levels of activity in reversing multidrug-resistance in drug-resistant KB cells. Elsevier 2011 Article PeerReviewed application/pdf en http://eprints.um.edu.my/10392/1/Macrodasines_A%E2%80%94G%2C_macroline_indole_alkaloids_incorporating_fused_spirocyclic_tetrahydrofuran%E2%80%94tetrahydrofuran_and_tetrahydrofuran%E2%80%94tetrahydropyran_rings.pdf Kam, T.S. and Tan, S.J. and Robinson, W.T. and Komiyama, K. (2011) Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings. Tetrahedron, 67. pp. 3830-3838. ISSN 0040-4020, DOI https://doi.org/10.1016/j.tet.2011.03.099 <https://doi.org/10.1016/j.tet.2011.03.099>. doi:10.1016/j.tet.2011.03.099
spellingShingle QD Chemistry
Kam, T.S.
Tan, S.J.
Robinson, W.T.
Komiyama, K.
Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings
title Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings
title_full Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings
title_fullStr Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings
title_full_unstemmed Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings
title_short Macrodasines A—G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran—tetrahydrofuran and tetrahydrofuran—tetrahydropyran rings
title_sort macrodasines a g macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran tetrahydrofuran and tetrahydrofuran tetrahydropyran rings
topic QD Chemistry
url http://eprints.um.edu.my/10392/1/Macrodasines_A%E2%80%94G%2C_macroline_indole_alkaloids_incorporating_fused_spirocyclic_tetrahydrofuran%E2%80%94tetrahydrofuran_and_tetrahydrofuran%E2%80%94tetrahydropyran_rings.pdf
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