New Dammarane-Type Triterpenoid Saponins from <i>Panax notoginseng</i> Leaves and Their Nitric Oxide Inhibitory Activities
Inflammation is a very common and important pathological process that can cause many diseases. The discovery of anti-inflammatory drugs and the treatment of inflammation are particularly essential. Dammarane-type triterpenoid saponins (PNS) were demonstrated to show anti-inflammatory effects in the...
Main Authors: | , , , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2019-12-01
|
Series: | Molecules |
Subjects: | |
Online Access: | https://www.mdpi.com/1420-3049/25/1/139 |
id |
doaj-a58895501a1541b1a5c213e2dc850de7 |
---|---|
record_format |
Article |
spelling |
doaj-a58895501a1541b1a5c213e2dc850de72020-11-25T02:56:45ZengMDPI AGMolecules1420-30492019-12-0125113910.3390/molecules25010139molecules25010139New Dammarane-Type Triterpenoid Saponins from <i>Panax notoginseng</i> Leaves and Their Nitric Oxide Inhibitory ActivitiesFan Sun0Jingya Ruan1Wei Zhao2Ying Zhang3Guilin Xiang4Jiejing Yan5Mimi Hao6Lijie Wu7Yi Zhang8Tao Wang9Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaInstitute of TCM, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaWenshanMiaoxiangSanqi Limited Company, South KaihuaRoad, Wenshan 663000, ChinaInstitute of TCM, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaInstitute of TCM, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaInflammation is a very common and important pathological process that can cause many diseases. The discovery of anti-inflammatory drugs and the treatment of inflammation are particularly essential. Dammarane-type triterpenoid saponins (PNS) were demonstrated to show anti-inflammatory effects in the leaves of <i>Panax notoginseng</i>. Chromatographies and spectral analysis methods were combined to isolate and identify PNS. Moreover, the nitric oxide (NO) inhibitory activities of all compounds were examined in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. As a result, eleven new dammarane-type triterpenoid saponins, notoginsenosides NL-A<sub>1</sub>−NL-A<sub>4</sub> (<b>1</b>−<b>4</b>), NL-B<sub>1</sub>−NL-B<sub>3</sub> (<b>5</b>−<b>7</b>), NL-C<sub>1</sub>−NL-C<sub>3</sub> (<b>8</b>−<b>10</b>), and NL-D (<b>11</b>) were isolated, and their structures were identified by using various spectrometric techniques and chemical reactions. Among them, compounds <b>4</b> and <b>11</b> were characterized by the malonyl substitution at 3-position. The 3-malonyl substituted dammarane-type terpennoids were first obtained from natural products. In addition, compounds <b>1</b>, <b>2</b>, <b>5</b>, <b>6</b>, and <b>8</b>−<b>10</b> were found to play an important role in suppressing NO levels at 50 μM, without cytotoxicity. All inhibitory activities were found to be dose-dependent.https://www.mdpi.com/1420-3049/25/1/139<i>panax notoginseng</i> leavesdammarane-type triterpenoid saponinsnotoginsenosides nlraw 246.7 cellanti-inflammatory activity |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Fan Sun Jingya Ruan Wei Zhao Ying Zhang Guilin Xiang Jiejing Yan Mimi Hao Lijie Wu Yi Zhang Tao Wang |
spellingShingle |
Fan Sun Jingya Ruan Wei Zhao Ying Zhang Guilin Xiang Jiejing Yan Mimi Hao Lijie Wu Yi Zhang Tao Wang New Dammarane-Type Triterpenoid Saponins from <i>Panax notoginseng</i> Leaves and Their Nitric Oxide Inhibitory Activities Molecules <i>panax notoginseng</i> leaves dammarane-type triterpenoid saponins notoginsenosides nl raw 246.7 cell anti-inflammatory activity |
author_facet |
Fan Sun Jingya Ruan Wei Zhao Ying Zhang Guilin Xiang Jiejing Yan Mimi Hao Lijie Wu Yi Zhang Tao Wang |
author_sort |
Fan Sun |
title |
New Dammarane-Type Triterpenoid Saponins from <i>Panax notoginseng</i> Leaves and Their Nitric Oxide Inhibitory Activities |
title_short |
New Dammarane-Type Triterpenoid Saponins from <i>Panax notoginseng</i> Leaves and Their Nitric Oxide Inhibitory Activities |
title_full |
New Dammarane-Type Triterpenoid Saponins from <i>Panax notoginseng</i> Leaves and Their Nitric Oxide Inhibitory Activities |
title_fullStr |
New Dammarane-Type Triterpenoid Saponins from <i>Panax notoginseng</i> Leaves and Their Nitric Oxide Inhibitory Activities |
title_full_unstemmed |
New Dammarane-Type Triterpenoid Saponins from <i>Panax notoginseng</i> Leaves and Their Nitric Oxide Inhibitory Activities |
title_sort |
new dammarane-type triterpenoid saponins from <i>panax notoginseng</i> leaves and their nitric oxide inhibitory activities |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2019-12-01 |
description |
Inflammation is a very common and important pathological process that can cause many diseases. The discovery of anti-inflammatory drugs and the treatment of inflammation are particularly essential. Dammarane-type triterpenoid saponins (PNS) were demonstrated to show anti-inflammatory effects in the leaves of <i>Panax notoginseng</i>. Chromatographies and spectral analysis methods were combined to isolate and identify PNS. Moreover, the nitric oxide (NO) inhibitory activities of all compounds were examined in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. As a result, eleven new dammarane-type triterpenoid saponins, notoginsenosides NL-A<sub>1</sub>−NL-A<sub>4</sub> (<b>1</b>−<b>4</b>), NL-B<sub>1</sub>−NL-B<sub>3</sub> (<b>5</b>−<b>7</b>), NL-C<sub>1</sub>−NL-C<sub>3</sub> (<b>8</b>−<b>10</b>), and NL-D (<b>11</b>) were isolated, and their structures were identified by using various spectrometric techniques and chemical reactions. Among them, compounds <b>4</b> and <b>11</b> were characterized by the malonyl substitution at 3-position. The 3-malonyl substituted dammarane-type terpennoids were first obtained from natural products. In addition, compounds <b>1</b>, <b>2</b>, <b>5</b>, <b>6</b>, and <b>8</b>−<b>10</b> were found to play an important role in suppressing NO levels at 50 μM, without cytotoxicity. All inhibitory activities were found to be dose-dependent. |
topic |
<i>panax notoginseng</i> leaves dammarane-type triterpenoid saponins notoginsenosides nl raw 246.7 cell anti-inflammatory activity |
url |
https://www.mdpi.com/1420-3049/25/1/139 |
work_keys_str_mv |
AT fansun newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT jingyaruan newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT weizhao newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT yingzhang newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT guilinxiang newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT jiejingyan newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT mimihao newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT lijiewu newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT yizhang newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities AT taowang newdammaranetypetriterpenoidsaponinsfromipanaxnotoginsengileavesandtheirnitricoxideinhibitoryactivities |
_version_ |
1724712404758036480 |