Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of Isatis tinctoria

As our ongoing research project on Ban Lan Gen (Isatis tinctoria roots), a total of 23 alkaloids were obtained. Compounds 1 and 2 contain an unusual C−C bond between the 2(1H)-quinolinone moiety and the phenol moie...

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Main Authors:	Dongdong Zhang, Yanhong Shi, Jingyi Li, Deqing Ruan, Qi Jia, Weiliang Zhu, Kaixian Chen, Yiming Li, Rui Wang
Format:	Article
Language:	English
Published:	MDPI AG 2019-11-01
Series:	Molecules
Subjects:	<i>isatis tinctoria</i> roots alkaloids structure identification anti-inflammatory activity
Online Access:	https://www.mdpi.com/1420-3049/24/22/4033

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spelling	doaj-4f07e49165454e0d9fa69c8913dfd85b2020-11-25T01:38:40ZengMDPI AGMolecules1420-30492019-11-012422403310.3390/molecules24224033molecules24224033Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of <i>Isatis tinctoria</i>Dongdong Zhang0Yanhong Shi1Jingyi Li2Deqing Ruan3Qi Jia4Weiliang Zhu5Kaixian Chen6Yiming Li7Rui Wang8School of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, ChinaInstitute of TCM International Standardization of Shanghai University of Traditional Chinese Medicine, Shanghai 201203, ChinaSchool of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, ChinaSchool of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, ChinaSchool of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, ChinaShanghai Institute of Materia Medica, Chinese Academy of Science, Shanghai 201203, ChinaSchool of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, ChinaSchool of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, ChinaSchool of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, ChinaAs our ongoing research project on Ban Lan Gen (<i>Isatis tinctoria</i> roots), a total of 23 alkaloids were obtained. Compounds <b>1</b> and <b>2</b> contain an unusual C−C bond between the 2(1<i>H</i>)-quinolinone moiety and the phenol moiety and between the 2(1<i>H</i>)-quinolinone moiety and the 1<i>H</i>-indole moiety, respectively. Compound <b>3</b> possesses an unusual carbon skeleton and its putative biosynthetic pathway was discussed, and Compound <b>23</b> was deduced as a new indole alkaloid glycoside. Compounds <b>4−7</b> were identified as four new natural products by extensive spectroscopic experiments. Additionally, the anti-inflammatory activity was assessed based on nitric oxide (NO) production using Lipopolysaccharide-stimulated RAW264.7 macrophages. Compounds <b>9</b>, <b>15,</b> and <b>17</b> showed inhibitory effects with IC<sub>50</sub> values of 1.2, 5.0, and 74.4 μM.https://www.mdpi.com/1420-3049/24/22/4033<i>isatis tinctoria</i> rootsalkaloidsstructure identificationanti-inflammatory activity
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Dongdong Zhang Yanhong Shi Jingyi Li Deqing Ruan Qi Jia Weiliang Zhu Kaixian Chen Yiming Li Rui Wang
spellingShingle	Dongdong Zhang Yanhong Shi Jingyi Li Deqing Ruan Qi Jia Weiliang Zhu Kaixian Chen Yiming Li Rui Wang Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of <i>Isatis tinctoria</i> Molecules <i>isatis tinctoria</i> roots alkaloids structure identification anti-inflammatory activity
author_facet	Dongdong Zhang Yanhong Shi Jingyi Li Deqing Ruan Qi Jia Weiliang Zhu Kaixian Chen Yiming Li Rui Wang
author_sort	Dongdong Zhang
title	Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of <i>Isatis tinctoria</i>
title_short	Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of <i>Isatis tinctoria</i>
title_full	Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of <i>Isatis tinctoria</i>
title_fullStr	Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of <i>Isatis tinctoria</i>
title_full_unstemmed	Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of <i>Isatis tinctoria</i>
title_sort	alkaloids with nitric oxide inhibitory activities from the roots of <i>isatis tinctoria</i>
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2019-11-01
description	As our ongoing research project on Ban Lan Gen (<i>Isatis tinctoria</i> roots), a total of 23 alkaloids were obtained. Compounds <b>1</b> and <b>2</b> contain an unusual C−C bond between the 2(1<i>H</i>)-quinolinone moiety and the phenol moiety and between the 2(1<i>H</i>)-quinolinone moiety and the 1<i>H</i>-indole moiety, respectively. Compound <b>3</b> possesses an unusual carbon skeleton and its putative biosynthetic pathway was discussed, and Compound <b>23</b> was deduced as a new indole alkaloid glycoside. Compounds <b>4−7</b> were identified as four new natural products by extensive spectroscopic experiments. Additionally, the anti-inflammatory activity was assessed based on nitric oxide (NO) production using Lipopolysaccharide-stimulated RAW264.7 macrophages. Compounds <b>9</b>, <b>15,</b> and <b>17</b> showed inhibitory effects with IC<sub>50</sub> values of 1.2, 5.0, and 74.4 μM.
topic	<i>isatis tinctoria</i> roots alkaloids structure identification anti-inflammatory activity
url	https://www.mdpi.com/1420-3049/24/22/4033
work_keys_str_mv	AT dongdongzhang alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai AT yanhongshi alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai AT jingyili alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai AT deqingruan alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai AT qijia alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai AT weiliangzhu alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai AT kaixianchen alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai AT yimingli alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai AT ruiwang alkaloidswithnitricoxideinhibitoryactivitiesfromtherootsofiisatistinctoriai
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Alkaloids with Nitric Oxide Inhibitory Activities from the Roots of <i>Isatis tinctoria</i>

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