Skip to main content

Advertisement

SpringerLink
Log in

Chemical Constituents and their Antioxidant, Anti-Inflammatory and Anti-Acetylcholinesterase Activities from Pholidota cantonensis

  • Original Paper
  • Published:
Plant Foods for Human Nutrition Aims and scope Submit manuscript

Abstract

Alzheimer’s disease (AD) has the third highest health expenditures after heart disease and cancer. It has emerged as a serious global health issue. The discovery of new drugs to prevent and treat AD is of utmost importance. Pholidota cantonensis is an edible medicinal plant consumed in China. It is widely used in traditional Chinese medicine to treat various diseases. P. cantonensis has been reported to have antioxidant, anti-inflammatory, antitumor and antibacterial activities. Among these properties, its potent antioxidant activity has attracted our attention, since oxidative stress is one of the important pathological mechanisms involved in AD. This study aimed to isolate the compounds from the active extract and evaluate their bioactivities. Fifteen compounds, including one new compound, were obtained. The isolates were tested for 2,2′-diphenyl-1-picrylhydrazyl (DPPH)/2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging activities, anti-acetylcholinesterase (anti-AChE) activities and inhibitory effects on nitrogen monoxide (NO) release in the BV-2 cells. Compounds 1, 2, 4, 6, 8, and 13–15 exhibited two kinds of AD-associated bioactivities. More importantly, compound 13 showed more potent NO inhibitory activity (IC50 = 0.72 ± 0.08 μM) than the positive control quercetin (IC50 = 12.94 ± 0.08 μM). Compound 13 also had a higher inhibitory rate (99.59 ± 0.43%) on AChE than that of the positive control galantamine (78.32 ± 1.16%) at the concentrate of 50 μg/mL. Our studies provide new insights into this plant in terms of its potential in the development of new multi-target anti-Alzheimer’s disease (anti-AD) drugs.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Rong S, Xu R, Li W (2016) Phytosterols and dementia. Plant Foods Hum Nutr 71(4):347–354. https://doi.org/10.1007/s11130-016-0574-1

    Article  CAS  Google Scholar 

  2. Alzheimer’s Disease International (2018) World Alzheimer report pp. 6–7. https://www.alz.co.uk/research/world-report-2018

  3. Selkoe DJ (2001) Alzheimer’s disease: genes, proteins, and therapy. Physiol Rev 81(2):741–766. https://doi.org/10.1152/physrev.2001.81.2.741

    Article  CAS  PubMed  Google Scholar 

  4. Gong CX, Liu F, Iqbal K (2018) Multifactorial hypothesis and multi-targets for Alzheimer's disease. J Alzheimers Dis 64(s1):S107–S117. https://doi.org/10.3233/JAD-179921

  5. Bolognesi ML (2013) Polypharmacology in a single drug: multitarget drugs. Curr Med Chem 20(13):1639–1645. https://doi.org/10.2174/0929867311320130004

    Article  CAS  PubMed  Google Scholar 

  6. Kulkarni A, Khan Y, Ray K (2017) Heterotrimeric kinesin-2, together with kinesin-1, steers vesicular acetylcholinesterase movements toward the synapse. FASEB J 31(3):965–974. https://doi.org/10.1096/fj.201600759RRR

  7. Deb PK, Sharma A, Piplani P, Akkinepally RR (2012) Molecular docking and receptor-specific 3D-QSAR studies of acetylcholinesterase inhibitors. Mol Divers 16(4):803–823. https://doi.org/10.1007/s11030-012-9394-x

    Article  CAS  PubMed  Google Scholar 

  8. Kinney JW, Bemiller SM, Murtishaw AS, Leisgang AM, Salazar AM, Lamb BT (2018) Inflammation as a central mechanism in Alzheimer's disease. Alzheimers Dement (NY) 4(1):575–590. https://doi.org/10.1016/j.trci.2018.06.014

  9. Ozben T, Ozben S (2019) Neuro-inflammation and anti-inflammatory treatment options for Alzheimer's disease. Clin Biochem 72:87–89. https://doi.org/10.1016/j.clinbiochem.2019.04.001

  10. Alvariño R, Alonso E, Tribalat MA, Gegunde S, Thomas OP, Botana LM (2017) Evaluation of the protective effects of sarains on H2O2-induced mitochondrial dysfunction and oxidative stress in SH-SY5Y neuroblastoma cells. Neurotox Res 32(3):368–380. https://doi.org/10.1007/s12640-017-9748-3

    Article  CAS  PubMed  Google Scholar 

  11. Vladimir-Knežević S, Blažeković B, Kindl M, Vladić J, Lower-Nedza AD, Brantner AH (2014) Acetylcholinesterase inhibitory, antioxidant and phytochemical properties of selected medicinal plants of the Lamiaceae family. Molecules 19(1):767–782. https://doi.org/10.3390/molecules19010767

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  12. Hayward NJ, Mcdougall GJ, Farag S, Allwood JW, Austin C, Campbell F, Horgan G, Ranawana V (2019) Cinnamon shows antidiabetic properties that are species-specific: effects on enzyme activity inhibition and starch digestion. Plant Foods Hum Nutr 74(4):544–552. https://doi.org/10.1007/s11130-019-00760-8

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Editorial Committee of the Administration Bureau of Traditional Chinese Medicine (1999) Chinese Materia Medica (Vol 8). Shanghai Science & Technology Press, Shanghai

  14. Luo X, Wang W, Liu L (2018) Comparisons of contents of total phenols and antioxidant activities of different extracts from Pholidota cantonensis. J Yangzhou Univ (Agric Life Sci Ed) 39(4):56–60, 99. https://doi.org/10.16872/j.cnki.1671-4652.2018.04.012

  15. Liu L, Wang W, Zhao Z, Hu C, Tao L, Zhang X (2019) Pholidonone, an active stilbene derivative from Pholidota cantonensis, exhibits pro-apoptotic effect via induction of endoplasmic reticulum stress in human gastric cancer. Food Nutr Res 63:3553. https://doi.org/10.29219/fnr.v63.3553

  16. Li B, Zhang X, Chen Y, Gao J, Wu C, Li S (2014) Study on antimicrobial activity of extracts from Pholidota cantonensis Rolfe. J Hunan Univ CM 34(6):9–12. https://doi.org/10.3969/j.issn.1674-070X.2014.06.004.009.04

    Article  Google Scholar 

  17. Li B, Ali Z, Chan M, Li J, Wang M, Abe N, Wu CR, Khan IA, Wang W, Li SX (2017) Chemical constituents of Pholidota cantonensis. Phytochemistry 137:132–138. https://doi.org/10.1016/j.phytochem.2017.02.005

    Article  CAS  PubMed  Google Scholar 

  18. Du D, Zhang R, Xing Z, Liang Y, Li S, Jin T, Xia Q, Long D, Xin G, Wang G, Huang W (2016) 9,10-dihydrophenanthrene derivatives and one 1,4-anthraquinone firstly isolated from Dioscorea zingiberensis C. H. Wright and their biological activities. Fitoterapia 109:20–24. https://doi.org/10.1016/j.fitote.2015.11.022

    Article  CAS  PubMed  Google Scholar 

  19. Yu H, Dai B, Qian C, Ding Z, Jiang F, Jin B, Li M (2016) Antibacterial activity of chemical constituents isolated from fibrous roots of Bletilla striata. J Chin Med Mat 39(3):544–547. https://doi.org/10.13863/j.issn1001-4454.2016.03.019

    Article  Google Scholar 

  20. Takagi S, Yamaki M, Inoue K (1983) Antimicrobial agents from Bletilla striata. Phytochemistry 22(4):1011–1015. https://doi.org/10.1016/0031-9422(83)85044-4

    Article  CAS  Google Scholar 

  21. Guo X, Wang J, Wang N, Kitanaka S, Yao X (2006) Constituents from Pholidota yunnanensis and their inhibitory effects on nitric oxide production. Chin Tradit Herb Drugs 37(4):492–496

    CAS  Google Scholar 

  22. Majumder PL, Roychowdhury M, Chakraborty S (1998) Thunalbene, a stilbene derivative from the orchid Thunia alba. Phytochemistry 49(8):2375–2378. https://doi.org/10.1016/S0031-9422(98)00433-6

    Article  CAS  Google Scholar 

  23. Garo E, Hu JF, Goering M, Hough G, O'Neil-Johnson M, Eldridge G (2007) Stilbenes from the orchid Phragmipedium sp. J Nat Prod 70(6):968–973. https://doi.org/10.1021/np070014j

    Article  CAS  PubMed  Google Scholar 

  24. Park JH, Yeon SW, Cho JG, Lee DY, Kim YS, Baek NI (2010) Lignans from silkworm droppings and their promotional activities on heme oxygenase-1 (HO-1). J Korean Soc Appl Biol Chem 53(6):734–739. https://doi.org/10.3839/jksabc.2010.111

    Article  CAS  Google Scholar 

  25. Guo XY, Wang J, Wang NL, Kitanaka S, Yao XS (2007) 9,10-dihydrophenanthrene derivatives from Pholidota yunnanensis and scavenging activity on DPPH free radical. J Asian Nat Prod Res 9(2):165–174. https://doi.org/10.1080/10286020500480522

  26. Boonyaratavej S, Tantayanontha S, Kitchanachai P, Chaichantipyuth C, Chittawong V, Miles DH (1992) Trans-triacontyl-4-hydroxy-3-methoxycinnamate, a new compound from the Thai plant Bridelia ovata. J Nat Prod 55(12):1761–1763. https://doi.org/10.1021/np50090a007

  27. Peng W, Han T, Wang Y, Xin WB, Zheng CJ, Qin LP (2011) Chemical constituents of the aerial part of Atractylodes macrocephala. Chem Nat Compd 46:959–960. https://doi.org/10.1007/s10600-011-9795-6

  28. Zaabat N, Hay AE, Michalet S, Skandrani I, Chekir-Ghedirac L, Dijoux-Francaa MG, Akkal S (2020) Chemical composition, antioxidant, genotoxique and antigenotoxic potentials of Phlomis bovei de Noé aerial parts. Iran J Pharm Res 19(1):282–291. https://doi.org/10.22037/IJPR.2019.15197.12938

  29. Liu L, Zhang W, Yin Q, Zhang Y, Ji N, Zhang Y, Hu R (2015) Chemical constituents from Goodyera schlechtendaliana. J Chin Med Mat 38(12):2547–2549. https://doi.org/10.13863/j.issn1001-4454.2015.12.023

  30. Chauthe SK, Sharma RJ, Aqil F, Gupta RC, Singh IP (2012) Quantitative NMR: an applicable method for quantitative analysis of medicinal plant extracts and herbal products. Phytochem Anal 23(6):689–696. https://doi.org/10.1002/pca.2375

    Article  CAS  PubMed  Google Scholar 

  31. Xu JJ, Chen YP, Dong WX, Teng Q, Lyu LC, Li YP (2020) Bioactive chemical constituents of Pleione yunnanensis. Chem Nat Compd 56:518–520. https://doi.org/10.1007/s10600-020-03075-2

  32. Mazouz W, Haouli NEH, Gali L, Vezza T, Bensouici C, Mebrek S, Hamel T, Galvez J, Djeddi S (2020) Antioxidant, anti-alzheimer, anti-diabetic, and anti-inflammatory activities of the endemic halophyte Limonium spathulatum (Desf.) kuntze on LPS-stimulated RAW264 macrophages. S Afr J Bot 135:101–108. https://doi.org/10.1016/j.sajb.2020.08.021

    Article  CAS  Google Scholar 

  33. Seebaluck-Sandoram R, Lall N, Fibrich B, Staden AB, Mahomoodally F (2017) Antibiotic-potentiation, antioxidant, cytotoxic, anti-inflammatoryand anti-acetylcholinesterase potential of Antidesma madagascariense Lam. (Euphorbiaceae). S Afr J Bot 111:194–201. https://doi.org/10.1016/j.sajb.2017.03.034

  34. Ahn CB, Park PJ, Je JY (2012) Preparation and biological evaluation of enzyme-assisted extracts from edible seaweed (Enteromorpha prolifera) as antioxidant, anti-acetylcholinesterase and inhibition of lipopolysaccharide-induced nitric oxide production in murine macrophages. Int J Food Sci Nutr 63(2):187–193. https://doi.org/10.3109/09637486.2011.616486

Download references

Acknowledgements

This research was supported by the Qinglan Project of University of Jiangsu Province, High-end Talents Supporting Project of Yangzhou University, Qinglan Project of Yangzhou University (20180210), Key talents of Kejiaoqiangwei of the 13th five year plan of Yangzhou (ZDRC20187), and Postgraduate Research & Practice Innovation Program of Jiangsu Province (SJCX20_1385).

Author information

Authors and Affiliations

  1. Institute of Translational Medicine, School of Medicine, Yangzhou University, Yangzhou, 225009, China

    Liang Liu, Meijia Zou, Runkun Wang & Wei Wang

  2. Jiangsu Key Laboratory of Integrated Traditional Chinese and Western Medicine for Prevention and Treatment of Senile Diseases, Yangzhou University, Yangzhou, 225009, China

    Liang Liu

  3. Jiangsu Co-innovation Center for Prevention and Control of Important Animal Infectious Diseases and Zoonoses/Jiangsu Key Laboratory of Zoonosis, College of Veterinary Medicine, Yangzhou University, Yangzhou, 225009, China

    Liang Liu

  4. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, 100191, China

    Kewu Zeng & Xiaoming Ye

  5. Clinical Medical College, Yangzhou University, Yangzhou, 225001, China

    Xianwen Zhang

Authors
  1. Liang Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Meijia Zou
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Kewu Zeng
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Xiaoming Ye
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Runkun Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Wei Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Xianwen Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Liang Liu or Xianwen Zhang.

Ethics declarations

Conflict of Interest

The authors declare no conflict of interest.

Additional information

Publisher’s Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary Information

ESM 1

(DOC 0.99 mb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Liu, L., Zou, M., Zeng, K. et al. Chemical Constituents and their Antioxidant, Anti-Inflammatory and Anti-Acetylcholinesterase Activities from Pholidota cantonensis. Plant Foods Hum Nutr 76, 105–110 (2021). https://doi.org/10.1007/s11130-020-00874-4

Download citation

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11130-020-00874-4

Keywords

Search

Navigation