Generic placeholder image

Anti-Cancer Agents in Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 1871-5206
ISSN (Online): 1875-5992

Research Article

Chemical Constituents from the Roots of Jasminum sambac (L.) Ait. and their Cytotoxicity to the Cancer Cell Lines

Author(s): Olagoke Zacchaeus Olatunde, Jianping Yong* and Canzhong Lu*

Volume 23, Issue 16, 2023

Published on: 05 June, 2023

Page: [1860 - 1865] Pages: 6

DOI: 10.2174/1871520623666230504102455

Price: $65

Open Access Journals Promotions 2
Abstract

Background: The roots of J. sambac is the Traditional Chinese Medicine (TCM) with analgesic and anesthetic effects. However, relatively fewer studies on the chemical compositions and the biological activities of the roots of J. sambac have been carried out till now. We studied the chemical compositions of the roots of J. sambac planted in Fujian Province to discover new compounds from this TCM to develop new drugs or drug candidates.

Aim: This work aims to find the new compounds from the roots of Jasminum sambac (L.) Ait. (J. sambac) for the development of new drugs or drug candidates.

Methods: The dichloromethane (DCM) extract was selected to isolate over silica gel column chromatography to obtain different polar fractions. Several similar fractions were combined according to Thin Layer Chemotherapy (TLC) or High-Performance Liquid Chromatography (HPLC) analysis. The combined fractions were reisolated by silica gel column chromatography, preparative TLC or HPLC to obtain nine pure compounds (1-9). The purity of the isolated compounds was detected by HPLC, and their structures were determined by 1D, 2D NMR, and HRESIMS analysis. The in vitro anticancer activity was evaluated using Cell Counting Kit-8 (CCK8) method.

Results: Nine compounds were isolated in this work. Compounds (1-3) are new compounds, while compounds (4-9) were isolated for the first time from the roots of J. sambac. Their structures were elucidated by 1D, 2D NMR, and HRESIMS analysis. The biological evaluation showed that compound 7 exhibited potent cytotoxic efficacy against MCF-7 cell lines with IC50 values of 148.3 μM for 24 hs and 35.94 μM for 48 hs, respectively; compound 1 displayed significant cytotoxic potential against MCF-7 cell lines with IC50 value of 38.5 μM for 24 hs; while compound 3 and 4 displayed potent cytotoxic effects against MCF-7 cell lines with IC50 values of 161.1 μM and 243.7 μM for 48 hs, respectively.

Conclusion: We discovered new compounds from the roots of J. sambac. and several compounds exhibited potent cytotoxity to MCF-7 cell lines. This work encourages us to further study the chemical constituents and their biological activities from the roots of J. sambac.

Keywords: Jasminum sambac (L.) Ait., sesquiterpenoids, lignans, isolation, structural confirmation, cytotoxicity.

Graphical Abstract
[1]
An Editorial Committee of Flora of China, Flora Republicae Popularis Sinicae (Zhongguo Zhiwu Zhi). Science Press, 1992, 61, 174-175.
[2]
Zhang, Z.F.; Bian, B.L. Advances in studied on chemical constituents and pharmacological activities of Jasminum. Planta Med., 1996, 62, 515-518.
[3]
Sabharwal, S.; Vats, M.; Sardana, S.; Aggarwal, S. Pharmacognostical, physico and phytochemical evaluation of the leaves of Jasminum sambac Linn. (Oleaceae). Int. J. Pharm. Pharm. Sci., 2011, 3, 237-241.
[4]
Guo, Z.; Li, P.; Huang, W.; Wang, J.; Liu, Y.; Liu, B.; Wang, Y.; Wu, S.B.; Kennelly, E.J.; Long, C. Antioxidant and anti-inflammatory caffeoyl phenylpropanoid and secoiridoid glycosides from Jasminum nervosum stems, a Chinese folk medicine. Phytochemistry, 2014, 106, 124-133.
[http://dx.doi.org/10.1016/j.phytochem.2014.07.011] [PMID: 25107663]
[5]
Jia, Q.; Su, W.; Peng, W.; Li, P.; Wang, Y. Anti-diarrhoea and analgesic activities of the methanol extract and its fractions of Jasminum amplexicaule Buch.-Ham. (Oleaceae). J. Ethnopharmacol., 2008, 119(2), 299-304.
[http://dx.doi.org/10.1016/j.jep.2008.07.014] [PMID: 18682285]
[6]
Sengar, N.; Joshi, A.; Prasad, S.K.; Hemalatha, S. Anti-inflammatory, analgesic and anti-pyretic activities of standardized root extract of Jasminum sambac. J. Ethnopharmacol., 2015, 160, 140-148.
[http://dx.doi.org/10.1016/j.jep.2014.11.039] [PMID: 25479154]
[7]
Bhushan, B.; Sardana, S.; Bansal, G. Phytochemical and pharmacognostical studies of leaves of Jasminum mesyni Hance. J. Chem. Pharm. Res., 2015, 7, 922-926.
[8]
Zhang, Y.J.; Liu, Y.Q.; Pu, X.Y.; Yang, C.R. Iridoidal glycosides from Jasminum sambac. Phytochemistry, 1995, 38(4), 899-903.
[http://dx.doi.org/10.1016/0031-9422(94)E0200-C]
[9]
Zeng, L.H.; Hu, M.; Yan, Y.M.; Lu, Q.; Cheng, Y.X. Compounds from the roots of Jasminum sambac. J. Asian Nat. Prod. Res., 2012, 14(12), 1180-1185.
[http://dx.doi.org/10.1080/10286020.2012.738675] [PMID: 23134371]
[10]
Kunming Institute of Botany, Flora Yunnanica Tomus 4, 668; Academica Sinica, 1986.
[11]
Jiangsu New Medical College. The Dictionary of Traditional Chinese Medicines; Shanghai People Press: Shanghai, 1977, p. 297.
[12]
Ross, S.A.; El-Sayyad, S.M.; Ali, A.A.; El-Keltawy, N.E. Phytochemical studies on Jasminum sambac. Fitoterapia, 1982, 53, 91-95.
[13]
Ross, S.A.; Abdel-Hafiz, M.A. 8, 9-dihydrojasminin from Jasminum sambac Ait. Egypt. J. Pharm. Sci., 1985, 26, 163-172.
[14]
Tanahashi, T.; Nagakura, N.; Inoue, K.; Inouye, H.; Shingu, T. Sambacolignoside, a new lignan-secoiridoid glucoside from Jasminum sambac. Chem. Pharm. Bull., 1987, 35(12), 5032-5035.
[http://dx.doi.org/10.1248/cpb.35.5032]
[15]
Tanahashi, T.; Nagakura, N.; Inoue, K.; Inouye, H. Sambacosides a, e and f, novel tetrameric iridoid glucosides from Jasminum sambac. Tetrahedron Lett., 1988, 29(15), 1793-1796.
[http://dx.doi.org/10.1016/S0040-4039(00)82045-6]
[16]
Ning, X.; Zhou, S.H. Treating 100 cases of insomnia with Mo Li Gen Oral Liquid. Chin. J. Integr. Tradit. West. Med., 2004, 24, 476.
[17]
Olatunde, O.Z.; Yong, J.P.; Lu, C.Z. New neo-Clerodane diterpenoids isolated from Ajuga decumbens Thunb., planted at Pingtan island of fujian province with the potent anticancer activity. Anticancer. Agents Med. Chem., 2023, 23(2), 237-244.
[http://dx.doi.org/10.2174/1871520622666220620151225] [PMID: 35726426]
[18]
Lu, Y.; Han, Z.Z.; Zhang, C.G.; Ye, Z.; Wu, L.L.; Xu, H. Four new sesquiterpenoids with anti-inflammatory activity from the stems of Jasminum officinale. Fitoterapia, 2019, 135, 22-26.
[http://dx.doi.org/10.1016/j.fitote.2019.03.029] [PMID: 30946945]
[19]
Lee, C.L.; Liao, K.C.; Chen, C.C.; Lin, Y.A.; Wu, T.Y.; Jhan, Y.L.; Chen, C.J.; Yang, J.C.; Wu, Y.C. Characterization of secondary metabolites from the rhizome of Cynara Scolymus and their antioxidant properties. Nat. Prod. Res., 2021, 35(12), 2051-2055.
[http://dx.doi.org/10.1080/14786419.2019.1645664] [PMID: 31359780]
[20]
Xie, L.H.; Akao, T.; Hamasaki, K.; Deyama, T.; Hattori, M. Biotransformation of pinoresinol diglucoside to mammalian lignans by human intestinal microflora, and isolation of Enterococcus faecalis strain PDG-1 responsible for the transformation of (+)-pinoresinol to (+)-lariciresinol. Chem. Pharm. Bull., 2003, 51(5), 508-515.
[http://dx.doi.org/10.1248/cpb.51.508] [PMID: 12736449]
[21]
Sribuhom, T.; Sriphana, U.; Thongsri, Y.; Yenjai, C. Chemical constituents from the stems of Alyxia schlechteri. Phytochem. Lett., 2015, 11, 80-84.
[http://dx.doi.org/10.1016/j.phytol.2014.11.016]
[22]
Li, Y.P.; Dong, L.B.; Chen, D.Z.; Li, H.M.; Zhong, J.D.; Li, F.; Liu, X.; Wang, B.; Li, R.T. Two new dihydrobenzofuran-type neolignans from Breynia fruticosa. Phytochem. Lett., 2013, 6(2), 281-285.
[http://dx.doi.org/10.1016/j.phytol.2013.03.009]
[23]
Lin, W.H.; Fang, J.M.; Cheng, Y.S. Lignans from Taiwania cryptomerioides. Phytochemistry, 1999, 50(4), 653-658.
[http://dx.doi.org/10.1016/S0031-9422(98)00577-9]
[24]
Yang, N.Y.; Xu, X.H.; Ren, D.C.; Duan, J.A.; Xie, N.; Tian, L.J.; Qian, S.H. Secoiridoid constituents from the fruits of Ligustrum lucidum. Helv. Chim. Acta, 2010, 93(1), 65-71.
[http://dx.doi.org/10.1002/hlca.200900144]
[25]
Lambert, J.D.; Sang, S.; Dougherty, A.; Caldwell, C.G.; Meyers, R.O.; Dorr, R.T.; Timmermann, B.N. Cytotoxic lignans from Larrea tridentata. Phytochemistry, 2005, 66(7), 811-815.
[http://dx.doi.org/10.1016/j.phytochem.2005.02.007] [PMID: 15797607]

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy