Skip to main content
SpringerLink
Log in

Four new lignans obtained from the leaves of Schisandra cauliflora and their effect on skeletal muscle cell proliferation

  • Note
  • Published:
Journal of Natural Medicines Aims and scope Submit manuscript

Abstract

Plants of the Schisandra genus are commonly used in folk medicinal remedies. Some Schisandra species and their lignans have been reported to improve muscle strength. In the present study, four new lignans, named schisacaulins A–D, together with three previously described compounds ananonin B, alismoxide, and pregomisin were isolated from the leaves of S. cauliflora. Their chemical structures were determined by extensive analyses of HR-ESI–MS, NMR, and ECD spectra. Schisacaulin D and alismoxide significantly stimulated skeletal muscle cell proliferation by increasing the number of fused myotubes and expression of myosin heavy chain (MyHC) which may be good candidates for the treatment of sarcopenia.

Graphical Abstract

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
Fig. 3
Fig. 4
Fig. 5

References

  1. Zhang YQ, Liu Y, Zhang ZP, Wu DD, Zhuang LX, Algradi AM, Kuang HX, Yang BY (2022) Schisandraceae triterpenoids: A review of phytochemistry, bioactivities and synthesis. Fitoterapia 161:105230. https://doi.org/10.1016/j.fitote.2022.105230

    Article  CAS  PubMed  Google Scholar 

  2. Szopa A, Barnas M, Ekiert H (2019) Phytochemical studies and biological activity of three Chinese Schisandra species (Schisandra sphenanthera, Schisandra henryi and Schisandra rubriflora): current findings and future applications. Phytochem Rev 18:109–128. https://doi.org/10.1007/s11101-018-9582-0

    Article  CAS  Google Scholar 

  3. Yang S, Yuan C (2021) Schisandra chinensis: a comprehensive review on its phytochemicals and biological activities. Arab J Chem 14:103310. https://doi.org/10.1016/j.arabjc.2021.103310

    Article  CAS  Google Scholar 

  4. Opletal L, Sovova H, Bártlova M (2004) Dibenzo[a, c]cyclooctadiene lignans of the genus Schisandra: importance, isolation and determination. J Chromatogr B 812:357–371. https://doi.org/10.1016/j.jchromb.2004.07.040

    Article  CAS  Google Scholar 

  5. Chen J, Peng XG, Liu J, Gao Y, Zhou M, Zhou J, Song J, Ruan HL (2020) Incarnolides A and B, two schinortriterpenoids with a tricyclo[9.2.1.02,8]tetradecane-bridged system from Schisandra incarnata. Org Lett 22:1071–1075. https://doi.org/10.1021/acs.orglett.9b04600

    Article  CAS  PubMed  Google Scholar 

  6. Mai NT, Doan VV, Lan HTT, Anh BTM, Hoang NH, Tai BH, Nhiem NX, Yen PH, Park SJ, Seo Y, Namkung W, Kim SH, Kiem PV (2021) Chemical constituents from Schisandra sphenanthera and their cytotoxic activity. Nat Prod Res 35:3360–3369. https://doi.org/10.1080/14786419.2019.1700247

    Article  CAS  PubMed  Google Scholar 

  7. Zhao QQ, Wei WJ, Li Y, Gao K (2022) Triterpenoids and lignans from Schisandra chinensis and their inhibition activities of Cdc25A/B phosphatases. Nat Prod Res 36:754–759. https://doi.org/10.1080/14786419.2020.1802268

    Article  CAS  PubMed  Google Scholar 

  8. Liu M, Luo YQ, Wang WG, Shi YM, Wu HY, Du X, Pu JX, Sun HD (2015) Two new 18-norschiartane-type schinortriterpenoids from Schisandra lancifolia. Nat Prod Commun 10:1934578X1501001208. https://doi.org/10.1177/1934578x1501001208

    Article  CAS  Google Scholar 

  9. Cuong NT, Hai DV, Hung NQ, Dat MH (2019) Schisandra cauliflora (Schisandraceae), a new species from Vietnam. Blumea Biodivers Evol Biogeogr Plants 64:183–185. https://doi.org/10.3767/blumea.2019.64.02.09

    Article  Google Scholar 

  10. Roubenoff R, Castaneda C (2001) Sarcopenia—Understanding the dynamics of aging Muscle. JAMA 286:1230–1231. https://doi.org/10.1001/jama.286.10.1230

    Article  CAS  PubMed  Google Scholar 

  11. Park J, Han S, Park H (2020) Effect of Schisandra Chinensis extract supplementation on quadriceps muscle strength and fatigue in adult women: A randomized, double-blind, placebo-controlled trial. Int J Environ Res Public Health 17:2475. https://doi.org/10.3390/ijerph17072475

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  12. Yeon M, Choi H, Jun HS (2020) Preventive effects of schisandrin A, a bioactive component of Schisandra chinensis, on dexamethasone-induced muscle atrophy. Nutrients 12:1255. https://doi.org/10.3390/nu12051255

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Tai BH, Yen PH, Hoang NH, Huong PTT, Dung NV, Thanh BV, Cuong NT, Bang NA, Nhiem NX, Kiem PV (2022) New dibenzocyclooctadiene lignans from Kadsura induta with their anti-inflammatory activity. RSC Adv 12:25433–25439. https://doi.org/10.1039/D2RA05052H

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Chang J, Reiner J, Xie J (2005) Progress on the chemistry of dibenzocyclooctadiene lignans. Chem Rev 105:4581–4609. https://doi.org/10.1021/cr050531b

    Article  CAS  PubMed  Google Scholar 

  15. Hien TTT, Thang HD, Tuan HA, Chung NT, Tuan DT, Hung NB, Thuy NTK, Hien NTT, Hoang NH, Hang DTT, Tai BH, Nhiem NX, Kiem PV (2022) Kadsindutalignans A-C: three new dibenzocyclooctadiene lignans from Kasura induta A.C.S.m. and their nitric oxide production inhibitory activities. Nat Prod Res. https://doi.org/10.1080/14786419.2022.2134361

    Article  PubMed  Google Scholar 

  16. Jia YZ, Yang YP, Cheng SW, Cao L, Xie QL, Wang MY, Li B, Jian YQ, Liu B, Peng CY, Wang W (2021) Heilaohuguosus A-S from the fruits of Kadsura coccinea and their hepatoprotective activity. Phytochemistry 184:112678. https://doi.org/10.1016/j.phytochem.2021.112678

    Article  CAS  PubMed  Google Scholar 

  17. Sadhu SK, Okuyama E, Fujimoto H, Ishibashi M (2003) Separation of Leucas aspera, a medicinal plant of Bangladesh, guided by prostaglandin inhibitory and antioxidant activities. Chem Pharm Bull 51:595–598. https://doi.org/10.1248/cpb.51.595

    Article  CAS  Google Scholar 

  18. Yang JH, Zhang HY, Du X, Wang W, Xiao WL, Wen J, Pu JX, Tang XC, Sun HD (2011) New dibenzocyclooctadiene lignans from the Kadsura ananosma. Tetrahedron 67:4498–4504. https://doi.org/10.1016/j.tet.2011.04.105

    Article  CAS  Google Scholar 

  19. Yoshikawa M, Hatakeyama S, Tanaka N, Fukuda Y, Murakami N, Yamahara J (1992) Orientalols A, B, and C, sesquiterpene constitutents from Chinese Alismatis rhizoma, and revised structures of alismol and alismoxide. Chem Pharm Bull 40:2582–2584. https://doi.org/10.1248/cpb.40.2582

    Article  CAS  Google Scholar 

  20. Lee IS, Jung KY, Oh SR, Kim DS, Kim JH, Lee JJ, Lee HK, Lee SH, Kim EH, Cheong C (1997) Platelet-activating factor antagonistic activity and 13C NMR assignment of pregomisin and chamigrenal from Schisandra chinensis. Arch Pharm Res 20:633–636. https://doi.org/10.1007/BF02975223

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgements

This research was supported by Vietnam National Foundation for Science and Technology (NAFOSTED) under grant number 104.01-2020.22 and by the National Research Foundation of Korea (NRF) grant [NRF-2020K2A9A1A06103586] funded by the Ministry of Education, Science and Technology, Republic of Korea.

Author information

Authors and Affiliations

  1. Vietnam Military Medical University, 160 Phung Hung, Ha Dong, Hanoi, Vietnam

    Truong Thi Thu Hien, Hoang Dac Thang, Hoang Anh Tuan, Pham The Tai, Nguyen Minh Tung & Nguyen Van Khoi

  2. Hanoi University of Mining and Geology, Bac Tu Liem, Hanoi, Vietnam

    Nguyen Thi Thu Hien

  3. Hanoi University of Science and Technology, No1, Dai Co Viet, Hai Ba Trung, Hanoi, Vietnam

    Le Huyen Tram

  4. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Vietnam

    Phan Van Kiem, Nguyen Xuan Nhiem & Bui Huu Tai

  5. College of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, Incheon, 21983, Korea

    Jinyoung Kim, Junjung Choi & Seung Hyun Kim

Authors
  1. Truong Thi Thu Hien
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Hoang Dac Thang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Hoang Anh Tuan
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Pham The Tai
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Nguyen Minh Tung
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Nguyen Van Khoi
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Nguyen Thi Thu Hien
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Le Huyen Tram
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Phan Van Kiem
    View author publications

    You can also search for this author in PubMed Google Scholar

  10. Nguyen Xuan Nhiem
    View author publications

    You can also search for this author in PubMed Google Scholar

  11. Bui Huu Tai
    View author publications

    You can also search for this author in PubMed Google Scholar

  12. Jinyoung Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  13. Junjung Choi
    View author publications

    You can also search for this author in PubMed Google Scholar

  14. Seung Hyun Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Bui Huu Tai or Seung Hyun Kim.

Additional information

Publisher's Note

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

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 2514 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Hien, T.T.T., Thang, H.D., Tuan, H.A. et al. Four new lignans obtained from the leaves of Schisandra cauliflora and their effect on skeletal muscle cell proliferation. J Nat Med 77, 928–938 (2023). https://doi.org/10.1007/s11418-023-01712-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11418-023-01712-y

Keywords

Search

Navigation