1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae)

The title compound (trivial name: angustoline monohydrate), C20H17N3O2 H2O, features a fused-ring system formed by one five- and four six-membered rings. The nearly planar benzimidazole portion (r.m.s. deviation = 0.008 A˚) and the nearly planar 2,7-naphthyridin-1-one portion (r.m.s. deviation = 0...

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Bibliografische gegevens
Hoofdauteurs: Liew, Sook Yee, Mukhtar, Mat Ropi, Awang, Khalijah, Mustafa, Mohd Rais, Ng, Seik Weng
Formaat: Artikel
Taal:English
Gepubliceerd in: 2011
Onderwerpen:
Online toegang:http://eprints.um.edu.my/2430/1/1-%281-Hydroxyethyl%29-7%2C_8-dihydroindolo_%5B2%2C_3-a%5D_pyridine_%5B3%2C_4-g%5D_quinolizin-5_%2813H%29-one_%28angustoline%29_monohydrate_from_Nauclea_subdita_%28Rubiaceae%29.pdf
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author Liew, Sook Yee
Mukhtar, Mat Ropi
Awang, Khalijah
Mustafa, Mohd Rais
Ng, Seik Weng
author_facet Liew, Sook Yee
Mukhtar, Mat Ropi
Awang, Khalijah
Mustafa, Mohd Rais
Ng, Seik Weng
author_sort Liew, Sook Yee
collection UM
description The title compound (trivial name: angustoline monohydrate), C20H17N3O2 H2O, features a fused-ring system formed by one five- and four six-membered rings. The nearly planar benzimidazole portion (r.m.s. deviation = 0.008 A˚) and the nearly planar 2,7-naphthyridin-1-one portion (r.m.s. deviation = 0.022 A˚) of the fused-ring system are slightly twisted, with a dihedral angle of 9.47 (8), owing to the tetrahedral nature of the two methylene linkages in the central six-membered ring. The secondary N atom acts as a hydrogen-bond donor to the water molecule of crystallization. In the crystal, the amino and hydroxy groups, and the water molecule are engaged in hydrogen bonding, generating a three-dimensional network.
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spelling um.eprints-24302019-12-18T06:36:15Z http://eprints.um.edu.my/2430/ 1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae) Liew, Sook Yee Mukhtar, Mat Ropi Awang, Khalijah Mustafa, Mohd Rais Ng, Seik Weng QD Chemistry The title compound (trivial name: angustoline monohydrate), C20H17N3O2 H2O, features a fused-ring system formed by one five- and four six-membered rings. The nearly planar benzimidazole portion (r.m.s. deviation = 0.008 A˚) and the nearly planar 2,7-naphthyridin-1-one portion (r.m.s. deviation = 0.022 A˚) of the fused-ring system are slightly twisted, with a dihedral angle of 9.47 (8), owing to the tetrahedral nature of the two methylene linkages in the central six-membered ring. The secondary N atom acts as a hydrogen-bond donor to the water molecule of crystallization. In the crystal, the amino and hydroxy groups, and the water molecule are engaged in hydrogen bonding, generating a three-dimensional network. 2011-06-13 Article PeerReviewed application/pdf en http://eprints.um.edu.my/2430/1/1-%281-Hydroxyethyl%29-7%2C_8-dihydroindolo_%5B2%2C_3-a%5D_pyridine_%5B3%2C_4-g%5D_quinolizin-5_%2813H%29-one_%28angustoline%29_monohydrate_from_Nauclea_subdita_%28Rubiaceae%29.pdf Liew, Sook Yee and Mukhtar, Mat Ropi and Awang, Khalijah and Mustafa, Mohd Rais and Ng, Seik Weng (2011) 1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae). Acta Crystallographica Section E: Structure Reports Online, 67 (7). o1727-o1728. ISSN 1600-5368, DOI https://doi.org/10.1107/S1600536811022768 <https://doi.org/10.1107/S1600536811022768>. doi:10.1107/S1600536811022768
spellingShingle QD Chemistry
Liew, Sook Yee
Mukhtar, Mat Ropi
Awang, Khalijah
Mustafa, Mohd Rais
Ng, Seik Weng
1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae)
title 1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae)
title_full 1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae)
title_fullStr 1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae)
title_full_unstemmed 1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae)
title_short 1-(1-Hydroxyethyl)-7, 8-dihydroindolo [2, 3-a] pyridine [3, 4-g] quinolizin-5 (13H)-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae)
title_sort 1 1 hydroxyethyl 7 8 dihydroindolo 2 3 a pyridine 3 4 g quinolizin 5 13h one angustoline monohydrate from nauclea subdita rubiaceae
topic QD Chemistry
url http://eprints.um.edu.my/2430/1/1-%281-Hydroxyethyl%29-7%2C_8-dihydroindolo_%5B2%2C_3-a%5D_pyridine_%5B3%2C_4-g%5D_quinolizin-5_%2813H%29-one_%28angustoline%29_monohydrate_from_Nauclea_subdita_%28Rubiaceae%29.pdf
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