C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activities

Eight new C19-diterpenoid alkaloid arabinosides, named aconicarmichosides E–L (1–8), were isolated from an aqueous extract of the lateral roots of Aconitum carmichaelii (Fu Zi). Their structures were determined by spectroscopic and chemical methods including 2D NMR experiments and acid hydrolysis. C...

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Main Authors: Qinglan Guo, Huan Xia, Xianhua Meng, Gaona Shi, Chengbo Xu, Chenggen Zhu, Tiantai Zhang, Jiangong Shi
Format: Article
Language:English
Published: Elsevier 2018-05-01
Series:Acta Pharmaceutica Sinica B
Online Access:http://www.sciencedirect.com/science/article/pii/S2211383518300856
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spelling doaj-217a9a9789a84828b1249e962cd5faee2020-11-25T02:24:45ZengElsevierActa Pharmaceutica Sinica B2211-38352018-05-0183409419C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activitiesQinglan Guo0Huan Xia1Xianhua Meng2Gaona Shi3Chengbo Xu4Chenggen Zhu5Tiantai Zhang6Jiangong Shi7State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaCorresponding authors.; State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaCorresponding authors.; State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, ChinaEight new C19-diterpenoid alkaloid arabinosides, named aconicarmichosides E–L (1–8), were isolated from an aqueous extract of the lateral roots of Aconitum carmichaelii (Fu Zi). Their structures were determined by spectroscopic and chemical methods including 2D NMR experiments and acid hydrolysis. Compounds 1–8, together with the previously reported four neoline 14-O-arabinosides from the same plant, represent the only examples of glycosidic diterpenoid alkaloids so far. At a dose of 1.0 mg/kg (i.p.), as compared with the black control, compounds 1, 2, and 4–6 exhibited analgesic effects with >65.6% inhibitions against acetic acid-induced writhing of mice. Structure–activity relationship was also discussed. KEY WORDS: Ranunculaceae, Aconitum carmichaelii, C19-diterpenoid alkaloid, Arabinoside, Aconicarmichosides E−L, Analgesic effect, Structure–activity relationshiphttp://www.sciencedirect.com/science/article/pii/S2211383518300856
collection DOAJ
language English
format Article
sources DOAJ
author Qinglan Guo
Huan Xia
Xianhua Meng
Gaona Shi
Chengbo Xu
Chenggen Zhu
Tiantai Zhang
Jiangong Shi
spellingShingle Qinglan Guo
Huan Xia
Xianhua Meng
Gaona Shi
Chengbo Xu
Chenggen Zhu
Tiantai Zhang
Jiangong Shi
C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activities
Acta Pharmaceutica Sinica B
author_facet Qinglan Guo
Huan Xia
Xianhua Meng
Gaona Shi
Chengbo Xu
Chenggen Zhu
Tiantai Zhang
Jiangong Shi
author_sort Qinglan Guo
title C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activities
title_short C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activities
title_full C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activities
title_fullStr C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activities
title_full_unstemmed C19-Diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of Aconitum carmichaelii and their analgesic activities
title_sort c19-diterpenoid alkaloid arabinosides from an aqueous extract of the lateral root of aconitum carmichaelii and their analgesic activities
publisher Elsevier
series Acta Pharmaceutica Sinica B
issn 2211-3835
publishDate 2018-05-01
description Eight new C19-diterpenoid alkaloid arabinosides, named aconicarmichosides E–L (1–8), were isolated from an aqueous extract of the lateral roots of Aconitum carmichaelii (Fu Zi). Their structures were determined by spectroscopic and chemical methods including 2D NMR experiments and acid hydrolysis. Compounds 1–8, together with the previously reported four neoline 14-O-arabinosides from the same plant, represent the only examples of glycosidic diterpenoid alkaloids so far. At a dose of 1.0 mg/kg (i.p.), as compared with the black control, compounds 1, 2, and 4–6 exhibited analgesic effects with >65.6% inhibitions against acetic acid-induced writhing of mice. Structure–activity relationship was also discussed. KEY WORDS: Ranunculaceae, Aconitum carmichaelii, C19-diterpenoid alkaloid, Arabinoside, Aconicarmichosides E−L, Analgesic effect, Structure–activity relationship
url http://www.sciencedirect.com/science/article/pii/S2211383518300856
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