Cargando…

Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba

Five novel isoquinoline alkaloids (+)-N-(methoxylcarbonyl)-N-nordicentrin (1), (+)-N-(methoxylcarbonyl)-N-norpredicentrine (2), (+)-N-(methoxylcarbonyl)-N-norbulbodione (3), and (+)-N-(methoxylcarbonyl)-N-norisocorydione (4), and (+)-8-methoxyisolaurenine-N-oxide (5) were isolated, together with one...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Wei, Hu, Jin-Feng, Lv, Wen-Wen, Zhao, Qing-Chun, Shi, Guo-Bing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268245/
https://www.ncbi.nlm.nih.gov/pubmed/23117434
http://dx.doi.org/10.3390/molecules171112950
_version_ 1783376242671616000
author Zhang, Wei
Hu, Jin-Feng
Lv, Wen-Wen
Zhao, Qing-Chun
Shi, Guo-Bing
author_facet Zhang, Wei
Hu, Jin-Feng
Lv, Wen-Wen
Zhao, Qing-Chun
Shi, Guo-Bing
author_sort Zhang, Wei
collection PubMed
description Five novel isoquinoline alkaloids (+)-N-(methoxylcarbonyl)-N-nordicentrin (1), (+)-N-(methoxylcarbonyl)-N-norpredicentrine (2), (+)-N-(methoxylcarbonyl)-N-norbulbodione (3), and (+)-N-(methoxylcarbonyl)-N-norisocorydione (4), and (+)-8-methoxyisolaurenine-N-oxide (5) were isolated, together with one known compound, (+)-N-(methoxylcarbonyl)-N-norglaucine (6), from a 70% EtOH extract of the barks of Litsea cubeba. Structural elucidation of all the compounds were performed by spectral methods such as 1D- and 2D-NMR, IR, UV, and HRESIMS. Alkaloids 1, 2 and 6 showed antimicrobial activity against the bacterium S. aureus and two fungi (A. alternata and C. nicotianae). Compounds 3,4 exhibited significant cytotoxicity against all of six tested tumor cell lines.
format Online
Article
Text
id pubmed-6268245
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-62682452018-12-13 Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba Zhang, Wei Hu, Jin-Feng Lv, Wen-Wen Zhao, Qing-Chun Shi, Guo-Bing Molecules Article Five novel isoquinoline alkaloids (+)-N-(methoxylcarbonyl)-N-nordicentrin (1), (+)-N-(methoxylcarbonyl)-N-norpredicentrine (2), (+)-N-(methoxylcarbonyl)-N-norbulbodione (3), and (+)-N-(methoxylcarbonyl)-N-norisocorydione (4), and (+)-8-methoxyisolaurenine-N-oxide (5) were isolated, together with one known compound, (+)-N-(methoxylcarbonyl)-N-norglaucine (6), from a 70% EtOH extract of the barks of Litsea cubeba. Structural elucidation of all the compounds were performed by spectral methods such as 1D- and 2D-NMR, IR, UV, and HRESIMS. Alkaloids 1, 2 and 6 showed antimicrobial activity against the bacterium S. aureus and two fungi (A. alternata and C. nicotianae). Compounds 3,4 exhibited significant cytotoxicity against all of six tested tumor cell lines. MDPI 2012-11-01 /pmc/articles/PMC6268245/ /pubmed/23117434 http://dx.doi.org/10.3390/molecules171112950 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Zhang, Wei
Hu, Jin-Feng
Lv, Wen-Wen
Zhao, Qing-Chun
Shi, Guo-Bing
Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba
title Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba
title_full Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba
title_fullStr Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba
title_full_unstemmed Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba
title_short Antibacterial, Antifungal and Cytotoxic Isoquinoline Alkaloids from Litsea cubeba
title_sort antibacterial, antifungal and cytotoxic isoquinoline alkaloids from litsea cubeba
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268245/
https://www.ncbi.nlm.nih.gov/pubmed/23117434
http://dx.doi.org/10.3390/molecules171112950
work_keys_str_mv AT zhangwei antibacterialantifungalandcytotoxicisoquinolinealkaloidsfromlitseacubeba
AT hujinfeng antibacterialantifungalandcytotoxicisoquinolinealkaloidsfromlitseacubeba
AT lvwenwen antibacterialantifungalandcytotoxicisoquinolinealkaloidsfromlitseacubeba
AT zhaoqingchun antibacterialantifungalandcytotoxicisoquinolinealkaloidsfromlitseacubeba
AT shiguobing antibacterialantifungalandcytotoxicisoquinolinealkaloidsfromlitseacubeba