New Thymoquinol Glycosides and Neuroprotective Dibenzocyclooctane Lignans from the Rattan Stems of Schisandra chinensis
Abstract
Three new lignans (1 – 3), together with four new thymoquinol glycosides (4 – 7), were isolated from 70%‐EtOH extract of the rattan stems of Schisandra chinensis. The structures of 1 – 7 were elucidated by detailed spectroscopic analyses, and these new compounds were identified as pinobatol‐9‐O‐β‐d‐glucopyranoside (1), 1,2,13,14‐tetramethoxydibenzocyclooctadiene 3,12‐O‐β‐d‐diglucopyranoside (2), 3,7‐dihydroxy‐1,2,13,14‐tetramethoxydibenzocyclooctadiene 12‐O‐β‐d‐glucopyranoside (3), thymoquinol 2‐O‐β‐d‐apiofuranosyl‐(1→6)‐β‐d‐glucopyranoside (4), thymoquinol 2‐O‐α‐d‐arabinofuranosyl‐(1→6)‐β‐d‐glucopyranoside (5), thymoquinol 5‐O‐β‐d‐apiofuranosyl‐(1→6)‐β‐d‐glucopyranoside (6), and thymoquinol 5‐O‐α‐d‐arabinofuranosyl‐(1→6)‐β‐d‐glucopyranoside (7). The neuroprotective activity of 1 – 7 was evaluated on PC12 cells with neurotoxicity induced by amyloid‐beta 1 – 42 (Aβ1 – 42). Compounds 2 and 3 showed protecting activity against Aβ‐induced toxicity in PC12 cells.
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All phytochemicals determined beneficial effects such as cytotoxic, antioxidant, neuroprotective, hepatoprotective, increased physical strength, stress-protective, and anti-inflammatory.
“All of phytochemicals determined beneficial effects such as: cytotoxic, antioxidant, neuroprotective, hepatoprotective, increased physical strength, stress-protective, anti-inflammatory [12,88,104].”
From Plant Adaptogens—History and Future Perspectives (2021) · cites this paper as [104]
Cites
Lambert, M. P., Barlow, A. K., Chromy, B. A., Edwards, C., Freed, R., Liosatos, M., Morgan, T. E., Rozovsky, I., Trommer, B., Viola, K. L., et al. (1998) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.95.11.6448 · Cited by 3,506 · see citing works
Triterpenoids from the Schisandraceae family
Xiao, W., Li, R., Huang, S., Pu, J., & Sun, H. (2008) · Natural Product Reports · doi:10.1039/b719905h · Cited by 247 · see citing works
Progress on the Chemistry of Dibenzocyclooctadiene Lignans
Chang, J., Reiner, J., & Xie, J. (2005) · Chemical Reviews · doi:10.1021/cr050531b · Cited by 218 · see citing works
Bouter, Y., Dietrich, K., Wittnam, J. L., Rezaei-Ghaleh, N., Pillot, T., Papot-Couturier, S., Lefebvre, T., Sprenger, F., Wirths, O., Zweckstetter, M., et al. (2013) · Acta Neuropathologica · doi:10.1007/s00401-013-1129-2 · Cited by 175 · see citing works
Cyclic Peptides, Acyclic Diterpene Glycosides and Other Compounds from Lycium chinense MILL.
Yahara, S., Shigeyama, C., Ura, T., Wakamatsu, K., Yasuhara, T., & Nohara, T. (1993) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.41.703 · Cited by 87 · see citing works
Chen, D.-F., Zhang, S.-X., Kozuka, M., Sun, Q.-Z., Feng, J., Wang, Q., Mukainaka, T., Nobukuni, Y., Tokuda, H., Nishino, H., et al. (2002) · Journal of Natural Products · doi:10.1021/np0105127 · Cited by 86 · see citing works
Pycnogenol® protects neurons from amyloid-β peptide-induced apoptosis
Peng, Q. L., Buz'Zard, A. R., & Lau, B. H. S. (2002) · Molecular Brain Research · doi:10.1016/s0169-328x(02)00263-2 · Cited by 84 · see citing works
Zhang, D., Miyase, T., Kuroyanagi, M., Umehara, K., & Akira, U. E. N. O. (1996) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.44.810 · Cited by 62 · see citing works
New Lignans from Kadsura coccinea and Their Nitric Oxide Inhibitory Activities
Li, H., Feng, Y., Yang, Z., Wang, J., Daikonya, A., Kitanaka, S., Xu, L., & Yang, S. (2006) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.54.1022 · Cited by 53 · see citing works
Schisanwilsonins A–G and related anti-HBV lignans from the fruits of Schisandra wilsoniana
Ma, W., Lu, Y., Huang, H. Y., Zhou, P., & Chen, D. (2009) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2009.07.078 · Cited by 49 · see citing works
Schisanwilsonenes A−C, Anti-HBV Carotane Sesquiterpenoids from the Fruits of Schisandra wilsoniana
Ma, W., Huang, H. Y., Zhou, P., & Chen, D. (2009) · Journal of Natural Products · doi:10.1021/np8007864 · Cited by 48 · see citing works
Bae, H., Kim, R., Kim, Y., Lee, E., Kim, H. J., Jang, Y. P., Jung, S., & Kim, J. (2012) · Journal of Ethnopharmacology · doi:10.1016/j.jep.2012.04.009 · Cited by 46 · see citing works
Monoterpene glucosides from Origanum syriacum
Kamel, M. S., Assaf, M., Hasanean, H. A., Ohtani, K., Kasai, R., & Yamasaki, K. (2001) · Phytochemistry · doi:10.1016/s0031-9422(01)00386-7 · Cited by 45 · see citing works
Cytotoxic Iridoids from the Roots of Patrinia scabra
Li, N., Di, L., Gao, W.-C., Wang, K., & Zu, L. (2012) · Journal of Natural Products · doi:10.1021/np300286t · Cited by 45 · see citing works
Dibenzocyclooctadiene Lignans from Schisandra wilsoniana and Their Anti-HIV-1 Activities
Yang, G., Li, Y.-K., Wang, R., Li, X., Xiao, W., Yang, L., Pu, J., Zheng, Y., & Sun, H. (2010) · Journal of Natural Products · doi:10.1021/np100067w · Cited by 43 · see citing works
Wang, Q., Wang, C., Zuo, Y., Wang, Z., Yang, B., & Kuang, H. (2012) · Molecules · doi:10.3390/molecules171215013 · Cited by 38 · see citing works
Nortriterpenoids from Schisandra wilsoniana
Yang, G., Xiao, W., Chang, Y., Wang, R., Pu, J., Gao, L., Lei, C., Lü, Y., Zheng, Y., & Sun, H. (2008) · Helvetica Chimica Acta · doi:10.1002/hlca.200890200 · Cited by 25 · see citing works
α-Iso-cubebene exerts neuroprotective effects in amyloid beta stimulated microglia activation
Park, S. Y., Park, S. J., Park, N. J., Joo, W. H., Lee, S.-J., & Choi, Y.-W. (2013) · Neuroscience Letters · doi:10.1016/j.neulet.2013.09.053 · Cited by 23 · see citing works
Phenolic glycosides from Ficus tikoua and their cytotoxic activities
Jiang, Z., Li, S.-Y., Li, W., Guo, J.-M., Tian, K., Hu, Q., & Huang, X. (2013) · Carbohydrate Research · doi:10.1016/j.carres.2013.09.008 · Cited by 22 · see citing works
A Sesquineolignan with a Spirodienone Structure from Pinus sylvestris L.
Sinkkonen, J., Liimatainen, J., Karonen, M., Wiinämaki, K., Eklund, P., Sjöholm, R. E., & Pihlaja, K. (2007) · Angewandte Chemie International Edition · doi:10.1002/anie.200605115 · Cited by 19 · see citing works
The Herbal Preparation Padma® 28 Protects Against Neurotoxicity in PC 12 Cells
Ginsburg, I., Rozenstein‐Tsalkovich, L., Koren, E., & Rosenmann, H. (2011) · Phytotherapy Research · doi:10.1002/ptr.3459 · Cited by 16 · see citing works
Kuang, H., Wang, Q., Yang, B., Wang, Z., Okada, Y., & Okuyama, T. (2011) · Helvetica Chimica Acta · doi:10.1002/hlca.201100174 · Cited by 15 · see citing works
Chemical Composition and Biological Activity of Paris quadrifolia L.
Jenett‐Siems, K., Krause, N., Siems, K., Jakupovic, S., Wallukat, G., & Melzig, M. F. (2012) · Zeitschrift für Naturforschung C · doi:10.5560/znc.2012.67c0565 · Cited by 3 · see citing works
Lupus flare in a manifestation of consecutive hypotony maculopathy after trabeculectomy
Lu, D., Chien, K.-H., & Tai, M. (2014) · Journal of Medical Sciences · doi:10.4103/1011-4564.147278 · Cited by 1 · see citing works
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Cited by
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Lignans and Neolignans: Plant secondary metabolites as a reservoir of biologically active substances
Zálešák, F., Bon, D. J.-Y. D., & Pospíšil, J. (2019) · Pharmacological Research · doi:10.1016/j.phrs.2019.104284 · Cited by 218 · see citing works
Sowndhararajan, K., Deepa, P., Kim, M., Park, S. J., & Kim, S. (2018) · Biomedicine & Pharmacotherapy · doi:10.1016/j.biopha.2017.10.145 · Cited by 155 · see citing works
Plant Adaptogens—History and Future Perspectives
Todorova, V., Ivanov, K., Delattre, C., Nalbantova, V., Karcheva-Bahchevanska, D., & Ivanova, S. (2021) · Nutrients · doi:10.3390/nu13082861 · Cited by 121 · see citing works
Schisandra chinensis: A comprehensive review on its phytochemicals and biological activities
Yang, S., & Yuan, C. (2021) · Arabian Journal of Chemistry · doi:10.1016/j.arabjc.2021.103310 · Cited by 53 · see citing works
Chemical constituents from Schisandra sphenanthera and their cytotoxic activity
Thị, N., Vu, D., Lan, H. T. T., Anh, B. T. M., Hoàng, N. H., Tài, B. H., Nhiệm, N. X., Yến, P. H., Park, S., Seo, Y., et al. (2019) · Natural Product Research · doi:10.1080/14786419.2019.1700247 · Cited by 20 · see citing works
Lignans and Terpenoids from the Leaves of Schisandra chinensis
Liu, G., Liu, Y., Sun, Y., Li, X., Xu, Z., Jiang, P., Rong, X., Yang, B., & Kuang, H. (2020) · Chemistry & Biodiversity · doi:10.1002/cbdv.202000035 · Cited by 18 · see citing works
Yang, B., Tan, J., Liu, Y., Liu, B., Jin, S., Guo, H., & Kuang, H. (2017) · Biomedical Chromatography · doi:10.1002/bmc.4037 · Cited by 18 · see citing works
Three new nortriterpenoids from the rattan stems of Schisandra chinensis
Yang, B., Chen, Z.-L., Liu, Y., & Kuang, H. (2018) · Phytochemistry Letters · doi:10.1016/j.phytol.2018.01.017 · Cited by 18 · see citing works
Yang, B., Han, W., Han, H., Liu, Y., Guan, W., Li, X., & Kuang, H. (2018) · Molecules · doi:10.3390/molecules23040870 · Cited by 12 · see citing works
Liu, Y., Guo, J., Wang, Z.-B., Li, Z., Zheng, G.-X., Xia, Y., Yang, B., & Kuang, H. (2019) · Fitoterapia · doi:10.1016/j.fitote.2019.02.012 · Cited by 12 · see citing works
Phenolic Constituents from Fallopia multiflora (Thunberg) Haraldson
Nguyen, T. T., Pham, T. B., Thảo, N. P., Dang, N. H., Nguyễn, V. H., Pham, V. C., Minh, C. V., Tran, Q. H., & Đạt, N. T. (2018) · Journal of Chemistry · doi:10.1155/2018/4851439 · Cited by 9 · see citing works
Lee, T. H., Subedi, L., Ha, Y. J., Moon, G., Kim, S. Y., & Kim, C. S. (2021) · Phytochemistry · doi:10.1016/j.phytochem.2021.112962 · Cited by 9 · see citing works
New triterpenoids and a dibenzocyclooctadiene lignan from the leaves of Schisandra chinensis
Zhang, Y., Liu, Y., Wen, B., Wang, S., Jiang, P., Wu, J., Pan, J., Guan, W., Kuang, H., & Yang, B. (2023) · Phytochemistry Letters · doi:10.1016/j.phytol.2023.01.020 · Cited by 7 · see citing works
Pilevneli, A. D., Ebada, S. S., Kaşkatepe, B., & Konuklugil, B. (2021) · RSC Advances · doi:10.1039/d1ra07196c · Cited by 7 · see citing works
Traditional Medicinal Plants of Sri Lanka and Their Derivatives of Benefit to the Nervous System
Perera, P. K., Meedeniya, A. C. B., & Chamikara, N. H. A. (2021) · Springer eBooks · doi:10.1007/978-981-33-4141-8_13 · Cited by 5 · see citing works
Calva-Cruz, O. D. J., Badillo-Larios, N. S., León‐Rodríguez, A. D., Rangel, E. E., González‐García, R., Turrubiartes-Martínez, E., Castro-Gallardo, A., & de la Rosa, A. P. B. (2021) · Drug Development and Industrial Pharmacy · doi:10.1080/03639045.2021.2008417 · Cited by 4 · see citing works
Three new schinortriterpenoids from the leaves of Schisandra chinensis (Turcz.) Baill
Zhang, Y., Liu, Y., Wang, Y., Jiang, P., Li, M., Pan, J., Guan, W., Naseem, A., Kuang, H., & Yang, B. (2023) · Natural Product Research · doi:10.1080/14786419.2023.2290682 · Cited by 3 · see citing works
Adaptogens - use, history and future
Marciniak, A., Nemeczek, S., Walczak, K., Walczak, P., MERKISZ, K., Grzybowski, J., Grzywna, N., JASKUŁA, K., & ORŁOWSKI, W. (2023) · Quality in Sport · doi:10.12775/qs.2023.09.01.002 · Cited by 3 · see citing works
Wang, L. J., Zhang, P., Wang, G. L., Chen, S. C., Cao, W. Y., Han, J. C., Sun, J. G., Feng, J. C., & Zheng, Y. (2026) · Frontiers in Medicine · doi:10.3389/fmed.2026.1743905 · Cited by 1 · see citing works
The protective effects of dietary polyphenols on Alzheimer's disease
Urganci, Ü., & Işık, F. (2022) · Analecta Technica Szegedinensia · doi:10.14232/analecta.2022.1.14-26 · Cited by 1 · see citing works
- Authors
- Yang, B., Guo, J., Li, Z., Wang, C., Wang, Z., Wang, Q., & Kuang, H.
- Affiliations
- Heilongjiang University of Chinese Medicine (CN)
- Key Laboratory of Chinese Materia Medica (Ministry of Education) Heilongjiang University of Chinese Medicine 24 HePing Road Harbin 150040 P. R. China
- ORCID
- Yang, Bing‐You
- Venue
- Chemistry & Biodiversity
- Publisher
- Wiley
- Published
- 2016-09
- Volume
- 13
- Issue
- 9
- Pages
- 1118-1125
- ISSN
- 1612-1872 (ISSN-L)
- 1612-1880
- OpenAlex
- W2485139585
- Cited by
- 20
- References
- 25
- Citations by year
- 2026: 1 · 2023: 3 · 2022: 1 · 2021: 6 · 2020: 1 · 2019: 3 · 2018: 3 · 2017: 2
- FWCI
- 1.39
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Chemistry & Biodiversity (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Natural Science Foundation of China (81473325)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant-derived Lignans Synthesis and Bioactivity
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Health Sciences › Medicine › Rehabilitation › Magnolia and Illicium research
- Keywords
- Schisandra chinensis, lignans, amyloid-beta 42, neuroprotection, PC12 cells, neurotoxicity, structure elucidation, natural product isolation
- MeSH terms
- Animals, Cell Survival, Glycosides, Peptide Fragments, Molecular Structure, Benzoquinones, Amyloid beta-Peptides, PC12 Cells, Lignans, Plant Stems, Neuroprotective Agents, Schisandra, Cyclooctanes, Rats
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