Naphthoquinones from <italic style="font-style: italic">Rhinacanthus nasutus</italic> and Their Pharmacological Activities

Tian-xiu MENG; Li-long YANG; Zhi-qiang GONG; Fang LIANG; Wen-jun TANG

doi:10.13422/j.cnki.syfjx.20200712

您当前的位置：

首页 >

文章列表页 >

Naphthoquinones from Rhinacanthus nasutus and Their Pharmacological Activities

Review | 更新时间：2021-02-09

- Naphthoquinones from Rhinacanthus nasutus and Their Pharmacological Activities
- Chinese Journal of Experimental Traditional Medical Formulae Vol. 26, Issue 10, Pages: 213-219(2020)
- 作者机构：
  
  1.广西中医药大学　赛恩斯新医药学院，南宁　 530222
  2.广西中医药大学　第一附属医院，南宁　 530023
- 作者简介：
- 基金信息：
- DOI：10.13422/j.cnki.syfjx.20200712
  CLC： R284.1; R917; R289; R22
- Received：06 June 2019，
  
  Published Online：23 December 2019，
  
  Published：20 May 2020
- 稿件说明：
移动端阅览
Tian-xiu MENG, Li-long YANG, Zhi-qiang GONG, et al. Naphthoquinones from Rhinacanthus nasutus and Their Pharmacological Activities[J]. Chinese journal of experimental traditional medical formulae, 2020, 26(10): 213-219.
DOI：

Tian-xiu MENG, Li-long YANG, Zhi-qiang GONG, et al. Naphthoquinones from Rhinacanthus nasutus and Their Pharmacological Activities[J]. Chinese journal of experimental traditional medical formulae, 2020, 26(10): 213-219. DOI： 10.13422/j.cnki.syfjx.20200712.

摘要

白鹤灵芝为为爵床科白鹤灵芝属植物白鹤灵芝

Rhinacanthus nasutus

的干燥全草，作为广西少数民族地区常用的壮药已经有千余年的用药历史，主要用于清热解毒、润肺、降火、杀虫、止痒、平喘祛痰等。现代药理学研究表明白鹤灵芝具有抑菌、抗病毒、免疫调节、抗肿瘤等多种生物活性，具有较高的应用价值。国内外学者从白鹤灵芝中共分离了多种化合物，主要包括白鹤灵芝醌类化合物20个，还包括有机酸、木脂素、生物碱等结构类型化合物，其中白鹤灵芝醌类化合物具有多种生物活性。目前为止，还没有关于白鹤灵芝醌类化学成分及其药理作用的全面系统研究报道，笔者通过查阅、整理国内外近年来有关白鹤灵芝的文献资料，对白鹤灵芝中提取分离的萘醌类化学成分进行梳理和分析，并对其中萘醌类化合物的药理活性进行综述，发现白鹤灵芝及其萘醌类化合物对肿瘤、糖尿病，非酒精性脂肪肝等均有良好的药物开发潜力，可为后续阐明壮药白鹤灵芝药用的药效物质基础和深度利用民族药资源提供重参考依据。

Abstract

Rhinacanthus nasutus

is the shrubs of Acanthacesa of

Rhinacanthus nasutus

. It has been used as traditional Zhuang medicine for thousands of years

with antipyretic and alexipharmic

antibacterial and anti-inflammatory

antiasthmatic and expectorant effects. Modern pharmacological studies have shown that

nasutus

has been used for treatment of various diseases

including pneumonia

gastritis and hepatitis. In addition

naphthoquinone esters isolated from this plant exhibits antitumor

antiviral

antifungal

and immunomodulatory activities

with a high application value. Scholars at home and abroad have isolated a variety of compounds from

nasutus

including 20 naphthoquinones

organic acids

lignans

alkaloids and other structural types of components. Among them

naphthoquinones have a variety of biological activities. Up to now

there are no systematic and comprehensive report on the chemical constituents and pharmacological effects of naphthoquinones. In this review

we summarized the chemical constituents of naphthoquinones with pharmacological activity

finding that

nasutus

and naphthoquinones have a great potential to be developed as a traditional Chinese medicine for tumors

diabetes

nonalcoholic fatty liver

which can provide an important scientific basis for defining the pharmacodynamic basis of the pharmacological activities and a reference for further research and comprehensive utilization of Zhuang medicine of

Rhinacanthus nasutus

关键词

Keywords

references

国家中医药管理局《中华本草》编委会．中华本草．第七册 [M]．上海：上海科学技术出版社， 2000 ： 471 .

广州部队后勤部．卫生常用中草药手册 [M]．北京：人民出版社， 1969 ： 466 .

朱华．中国壮药图鉴．下册 [M]．桂林：广西科学技术出版社， 2009 ： 309 .

王乃平，谢丽莎，廖月葵，等．白鹤灵芝的研究进展 [J]．上海中医药杂志， 2001 ， 47 ( 4 )： 77 - 79 .

谢丽莎，龚志强，黄振园，等．白鹤灵芝中伞形花内酯的HPLC法测定 [J]．湖南师范大学自然科学学报， 2013 ， 36 ( 6 )： 52 - 55 .

J K HEE , P SEONJU , K NANYOUNG , et al . Neuraminidase inhibitory activity by compounds isolated from aerial parts of Rhinacanthus nasutus [J]． Nat Prod Res ， 2018 ， 32 ( 17 )： 2111 - 2115 .

王乃平，梁晓乐，李耀华，等．白鹤灵芝叶挥发油化学成分的GC-MS分析 [J]．广西中医药， 2008 ( 4 )： 60 - 61 .

T BENCHALUK , T YINGMANEE , S PADCHANEE , et al . ChemInform abstract：antiviral carboxylic acids and naphthoquinones from the stems of Rhinacanthus nasutus [J]． Chem Inform ， 2015 ， 47 ( 1 )： 5161 - 5163 .

T S WU , H J TIEN , Y M LEE , et al . Isolation and cytotoxicity of rhinacanthin-A and-B，two naphthoquinones from Rhinacanthus nasutus [J]． Phytochemistry ， 1988 ， 27 ( 12 )： 3787 - 3788 .

A SENDL , J L CHEN , S D JOLAD , et al . Two new naphthoquinones with antiviral activity from Rhinacanthus nasutus [J]． J Nat Prod ， 1996 ， 59 ( 8 )： 808 - 811 .

T S WU , H C HSU , P WU , et al . Naphthoquinone esters from the root of Rhinacanthus nasutus [J]． Chem Pharm Bull (Tokyo) ， 1998a ， 46 ( 3 )： 413 - 418 .

T S WU , H C HSU , P L WU , et al . Rhinacanthin-Q，a naphthoquinone from Rhinacanthus nasutus and its biological activity [J]． Phytochemistry ， 1998b ， 49 ( 7 )： 2001 - 2003 .

S KUWAHARA , N AWAI , O KODAMA . A revised structure for rhinacanthone [J]． J Nat Prod ， 1995 ， 58 ： 1455 - 1458 .

B SIRADA , R VATCHARIN , P SOUWALAK , et al . Naphthoquinones from the leaves of Rhinacanthus nasutus having acetylcholinesterase inhibitory and cytotoxic activities [J]． Fitoterapia ， 2018 ， 124 ： 206 - 210 .

国家中医药管理局《中华本草》编委会．中华本草．傣药卷 [M]．上海：上海科学技术出版社， 2005 ： 99 .

王乃平，唐慧勤，贺澎．白鹤灵芝提取液对未孕小鼠离体子宫平滑肌的影响 [J]．中国药物应用与检测， 2009 ， 6 ( 4 )： 212 - 214 .

蒙田秀，谢丽莎，霍宇，等．白鹤灵芝对肾上腺素所致高血糖小鼠的影响 [J]．海峡药学， 2014 ， 26 ( 9 )： 23 - 24 .

蒙田秀，龚志强，黄振园，等．白鹤灵芝不同提取部位抗鹌鹑高血脂症及动脉粥样硬化的影响 [J]．中国实验方剂学杂志， 2014 ， 20 ( 8 )： 166 - 169 .

谢丽莎，蒙田秀，周芳，等．白鹤灵芝不同提取部位对小鼠出血、凝血时间的影响 [J]．上海中医药杂志， 2011 ， 45 ( 9 )： 66 - 67 .

A GOTOH , T SAKAEDA , T KIMURA , et al . Antiproliferative activity of Rhinacanthus nasutus (L.) Kurz extracts and the active moiety，rhinacanthin C [J]． Biol Pharm Bull ， 2004 ， 27 ( 7 )： 1070 - 1074 .

P SIRIPONG , J YAHUAFAI , K SHIMIZU , et al . Antitumor activity of liposomal naphthoquinone esters isolated from Thai medicinal plant： Rhinacanthus nasutus KURZ [J]． Biol Pharm Bull ， 2006 ， 29 ( 11 )： 2279 - 2283 .

P SIRIPONG , J YAHUAFAI , K SHIMIZU , et al . Induction of apoptosis in tumor cells by three naphthoquinone esters isolated from Thai medicinal plant： Rhinacanthus nasutus KURZ [J]． Biol Pharm Bull ， 2006 ， 29 ( 10 )： 2070 - 2076 .

P SIRIPONG , K K KWANJAI , P SURATSAWADEE , et al . Antiproliferative naphthoquinone esters from Rhinacanthus nasutus Kurz. roots on various cancer cells [J]． J Tradit Chin Med ， 2007 ， 23 ( 5 )： 166 - 172 .

P SIRIPONG , J YAHUAFAI , S W PIYAVIRIYAKUL , et al . Inhibitory effect of liposomal rhinacanthin-N isolated from Rhinacanthus nasutus on pulmonary metastasis in mice [J]． Biol Pharm Bull ， 2012 ， 35 ( 7 )： 1197 - 1200 .

P SIRIPONG , C HAHNVAJANAWONG , J YAHUAFAi , et al . Induction of apoptosis by rhinacanthone isolated from Rhinacanthus nasutus roots in human cervical carcinoma cells [J]． Biol Pharm Bull ， 2009 ， 32 ( 7 )： 1251 - 1260 .

H HORII , J Y UEDA , M TAMURA , et al . New biological activity of Rhinacanthus nasutus extracts [J]． In Vivo ， 2011 ， 25 ( 3 )： 367 - 373 .

P C KUPRADINUN , P SIRIPONG , R CHANPAI , et al . Effects of Rhinacanthus nasutus Kurz on colon carcinogenesis in mice [J]. Asian Pac J Cancer P ， 2009 ， 10 ( 1 )： 103 - 106 .

H HORII , R SUZUKI , H SAKAGAMI , et al . Induction of non-apoptotic cell death in human oral squamous cell carcinoma cell lines by Rhinacanthus nasutus extract [J]． In Vivo ， 2012 ， 26 ( 2 )： 305 - 309 .

P BOUEROY , S SAENSAARD , P SIRIPONG , et al . Rhinacanthin-C extracted from Rhinacanthus nasutus (L.) inhibits cholangiocarcinoma cell migration and invasion by decreasing MMP-2，uPA，FAK and MAPK pathways [J]． Asian Pac J Cancer P ， 2018 ， 19 ( 12 )： 3605 - 3613 .

J M BRIMSON , T TENCOMNAO . Rhinacanthus nasutus protects cultured neuronal cells against hypoxia induced cell death [J]． Molecules ， 2011 ， 16 ( 8 )： 6322 - 6338 .

J M BRIMSON , S J BRIMSON , C A BRIMSON , et al . Rhinacanthus nasutus extracts prevent glutamate and amyloid- β neurotoxicity in HT-22 mouse hippocampal cells：possible active compounds include lupeol，stigmasterol and β -sitosterol [J]. Int J Mol Sci ， 2012 ， 13 ( 4 )： 5074 - 5097 .

C Z CHANG , S C WU , A L KWAN , et al . Rhinacanthin-C，A fat-soluble extract from Rhinacanthus nasutus ，modulates high-mobility group Box 1-related neuro-inflammation and subarachnoid hemorrhage-induced brain apoptosis in a rat model [J]． World Neurosurg ， 2016 ， 86 ： 349 - 360 .

K A CHUANG , M H LI , N H LIN , et al . Rhinacanthin C alleviates amyloid- β fibrils' toxicity on neurons and attenuates neuroinflammation triggered by LPS，amyloid- β ，and interferon- γ in glial cells [J]． Oxidative Med Cell Longev ， 2017 ， 2017 ： 5414297 .

P V RAO , P SUJANA , T VIJAYAKANTH , et al . Rhinacanthus nasutus -its protective role in oxidative stress and antioxidant status in streptozotocin induced diabetic rats [J]． Asian Pac J Trop Dise ， 2012 ， 2 ( 4 )： 327 - 330 .

P V RAO , G S HUA . Rhinacanthus nasutus restores the glycogen and liver functional markers in streptozotocin-induced diabetic rats [J]． Asian Pac J Trop Dise ， 2014 ， 4 ( 3 )： 232 .

P V RAO , K MADHAVI , M D NAIDU , et al . Rhinacanthus nasutus ameliorates cytosolic and mitochondrial enzyme levels in streptozotocin-induced diabetic rats [J]． Evid Based Complement Altern Med ， 2013 ： 486047 .

W SUPAPORN , P PRITSANA , N JARINYAPORN . Rhinacanthus nasutus leaf improves metabolic abnormalities in high-fat diet-induced obese mice [J]． Asian Pac J Trop Biomed ， 2016 ， 6 ( 1 )： 1 - 7 .

S MUHAMMAD , H MUHAMMAD , Y MEHMOOD , et al . Superoxide scavenging and antiglycation activity of rhinacanthins-rich extract obtained from the leaves of Rhinacanthus nasutus [J]． Pharmacogn Mag ， 2017 ， 13 ( 52 )： 652 - 658 .

A S MUHAMMAD , K RUQAIYA , UL-HAQ ZAHEER , et al . α -glucosidase inhibitory effect of rhinacanthins-rich extract from Rhinacanthus nasutus leaf and synergistic effect in combination with acarbose [J]． J Funct Food ， 2017 ， 36 ： 325 - 331 .

A S MUHAMMAD , R WANTANA , R NISAUDAH , et al . Anti-hyperglycemic and anti-hyperlipidemic effects of rhinacanthins-rich extract from Rhinacanthus nasutus leaves in nicotinamide-streptozotocin induced diabetic rats [J]． Biomed. Pharmacother ， 2019 ， 113 ： 108702 .

L L ZHAO , A M EMMANUEL , A S MUHAMMAD , et al . Rhinacanthins-rich extract and rhinacanthin C ameliorate oxidative stress and inflammation in streptozotocin-nicotinamide-induced diabetic nephropathy [J]． J Food Biochem ， 2019 ， 43 ( 4 )： e12812 .

A M SATTAR , N A ABDULLAH , H A KHAN , et al . Evaluation of anti-fungal and anti-bacterial activity of a local plant Rhinacanthus nasutus [J]． Saudi J Biol Sci ， 2004 ， 4 ( 4 )： 498 .

E BLIGNAUT , L L PATTON , W NITTAYANANTA , et al . (A3) HIV phenotypes，oral lesions，and management of HIV-related disease [J]． Adv Dent Res ， 2006 ， 19 ( 1 )： 122 - 129 .

P PUTTARAK , T CHAROONRATANA , P PANICHAYUPAKARANANT . Antimicrobial activity and stability of rhinacanthins-rich Rhinacanthus nasutus extract [J]． Phytomedicine ， 2010 ， 17 ( 5 )： 323 - 327 .

P PANICHAYUPAKARANANT , T CHAROONRATANA , A SIRIKATITHAM . RP-HPLC analysis of rhinacanthins in Rhinacanthus nasutus ：validation and application for the preparation of rhinacanthin high-yielding extract [J]． J Chromatogr Sci ， 2009 ， 47 ( 8 )： 705 - 708 .

S TEWTRAKUL , P TANSAKUL , P PANICHAYUPAKARANANT . Effects of rhinacanthins from Rhinacanthus nasutus on nitric oxide，prostaglandin E 2 and tumor necrosis factor-alpha releases using RAW264.7 macrophage cells [J]. Phytomedicine ， 2008 ， 16 ( 6 )： 581 - 585 .

S TEWTRAKUL , P TANSAKUL , P PANICHAYUPAKARANANT ． Anti-allergic principles of Rhinacanthus nasutus leaves [J]． Phytomedicine ， 2009 ， 16 ( 10 )： 929 - 934 .

M N TRAN , T T P NGUYEN , M K NGUYEN , et al . A new naphthoquinone analogue and antiviral constituents from the root of Rhinacanthus nasutus [J]． Nat Prod Res ， 2019 ， 33 ( 3 )： 360 - 366 .

C KAMARAJ , A A RAHUMAN , A BAGAVAN , et al . Evaluation of medicinal plant extracts against blood-sucking parasites [J]． Parasitol Res ， 2010 ， 106 ( 6 )： 1403 - 1412 .

J M BRIMSON , T TENCOMNAO . Rhinacanthus nasutus protects cultured neuronal cells against hypoxia induced cell death [J]． Molecules ， 2011 ， 16 ( 8 )： 6322 - 6338 .

N KUMAR , W RUNGSEEVIJITPRAPA , N A NARKKHONG , et al . 5 α -reductase inhibition and hair growth promotion of some Thai plants traditionally used for hair treatment [J]． J Ethnopharmacol ， 2011 ， 139 ( 3 )： 765 - 771 .

P SIRIKUN , D PANIDA , S SONGKLOD , et al . Inhibition against mosquito cytochrome P450 enzymes by rhinacanthin-A，-B，and-C elicits synergism on cypermethrin cytotoxicity in Spodoptera frugiperda cells [J]． J Med Entomol ， 2012 ， 49 ( 5 )： 993 - 1000 .

谢丽莎，龚志强，黄振园，等．白鹤灵芝中伞形花内酯的HPLC法测定 [J]．湖南师范大学自然科学学报， 2013 ， 36 ( 6 )： 52 - 55 .

M B JAMES , T TEWIN . Medicinal herbs and antioxidants：potential of Rhinacanthus nasutus for disease treatment [J]． Phytochem Rev ， 2014 ， 13 ( 3 )： 643 - 651 .

Views

下载量

CSCD

Alert me when the article has been cited

提交

Tools

Publicity Resources

Advances in Research on Constituents and Pharmacological Effects ofArtemisia argyi Essential Oil

Chinese and Western Medicine Treatment of Gastric Cancer via Ferroptosis： A Review

Clinical Application and Mechanism of Sanrentang Based on Treating Different Diseases with Same Therapy： A Review

Traditional Chinese Medicine in Regulating Crown-like Structures for Treatment of Obese PCOS： A Review

Regulation of Ferroptosis by Traditional Chinese Medicine for Colorectal Cancer Intervention： A Review

Related Author

Kun ZHENG

Xiao-fei ZHONG

Hua ZHANG

MA Yibin

LI Xiaojing

LIU Qiuhua

WANG Jie

GUO Yuxi

Related Institution

Rizhao City Hospital of Traditional Chinese Medicine（TCM）

Shandong University of TCM，Ji'nan

Graduate School， Hebei University of Chinese Medicine

Hebei Provincial Hospital of Traditional Chinese Medicine

Hebei Key Laboratory of Turbidity Toxin Syndrome

AI问答

Postal code：100700
Tel：010-84076882 Email：syfjx_2010@188.com
Technical support is provided by Beijing Founder electronics co., LTD 京ICP备11006657号-10 京公网安备11010802024621
It is recommended to read the content of this site in Chrome&IE9+. Please switch to extreme mode in browser 360.
Cookies We use cookies to help provide and enhance our service and tailor content. By continuing, you agree to the use of cookies.

⁰

Naphthoquinones from Rhinacanthus nasutus and Their Pharmacological Activities

DOI：10.13422/j.cnki.syfjx.20200712

摘要

Abstract

关键词

Keywords

references