Review: Phytochemicals of the Seriphidium, Economically and Pharmaceutically Important Genus of Asteraceae Family

Author(s): Nusrat Shafiq*, Sahrish Shafiq, Naila Rafiq, Shagufta Parveen, Irum Javed, Humara Naz Majeed, Ayesha Mahmood, Nadia Noor, Abrar Anjum

Journal Name: Mini-Reviews in Organic Chemistry

Volume 17 , Issue 2 , 2020

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Abstract:

Seriphidium plants were reported to be utilized by local communities to cure their ailments in the form of paste, tincture, tea, nutraceuticals due to their medicinal properties. Most of the species are used as food, forage and ornamentals, etc. Due to the significant properties of the Seriphidium plants, the present article was designed to compile the data of major aspects and chemical constituents of genus Seriphidium responsible for their significant uses. This review article comprehensively covers the biological potential of different plants with their secondary metabolites and describes an overview of the biological activities of the different species belonging to genus Seriphidium. The main secondary metabolites isolated from different species of the genus Seriphidium are triterpenoid, sesquiterpenes, flavonoids, coumarins, chromones, anthraquinones, polyphenols and their glycosides, phenolic derivatives, balchanins, costunolides, Vulgarin, pyridine derivatives, ceramides, biphenyls, isoflavones. All these compounds are used in the drug industry.

Keywords: Biological potential, flavonoids, nutraceutical, Seriphidium, sesquiterpenes, triterpenoids.

[1]
Zhong, S.H. Studies on Taxonomy of the Genus Seriphidium in 2 China, PhD Thesis: Northwest University of Science and Technology., 2007.
[2]
Shang, T.H.; Yu, T.T.; Yong, L.C.; Ying, Y.Z.; Min, J.C.; Jyh, H.W. Antioxidant activities and phytochemical study of leaf extracts from 18 indigenous tree species in Taiwan. Evid. Based Complementary. Altern. Med., 2012, 2012, 1-8.
[3]
Shafiq, N.; Rafiq, N.; Saleem, M.; Rashid, M. Phytochemical screening and biolgical evaluation of some potential constituents of Seriphidium oliverianum. RJLBPCS, 2017, 3, 37-42.
[4]
Kakar, S.A.; Tareen, R.B. Kakar, M.A.; Jabeen, H.; Kakar, S.-U.R.; Yasser, M.S.A.; Al-Kahraman, Y.M.S.A.; Shafee, M. Screening of antibacterial activity of four medicinal plants of Balochistan-Pakistan. Pak. J. Bot., 2012, 44, 245-250.
[5]
Ahmad, K.; Ali, A.; Afridi, W.A.; Somayya, R.; Jawad Ullah, M. Antimicrobial, hemagglutination and phytotoxic activity of crude ethanolic and aqueous extracts of Seriphidium kurramense. J. Tradit. Chin. Med., 2018, 38, 433-438.
[http://dx.doi.org/10.1016/S0254-6272(18)30635-6]
[6]
Abid, R.; Qaiser, M. Taxonomic significance of the Cypsela morphology in the tribe Anthemideae (Asteraceae) from Pakistan and Kashmir. Pak. J. Bot., 2009, 41, 555-559.
[7]
Mahmood, T.; Hassan, N.; Nazar, N.; Naveed, I. Phylogenetic analysis of different Artemisia species based on chloroplast gene Rps11. Arch. Biol. Sci. Belgrad, 2011, 63, 661-665.
[8]
Gilani, S.A.; Fujii, Y.; Sugano, M.; Watanabe, K. Chemotypic variations and phytotoxic studies of essential oils of endemic medicinal plant, Seriphidium kurramense, from Pakistan. J. Med. Plants Res., 2010, 4, 309-315.
[9]
Gilani, S.A.; Fujii, Y.; Watanabe, K.N. Monograph on endemic medicinal plant, Seriphidium kurramense Y.R. Ling, of Kurram Agency, NWFP; Mimatsu Corp.: Pakistan, 2008.
[10]
Ashraf, M.; Hayat, M.Q.; Jabeen, S.; Shaheen, N.; Khan, M.A.; Yasmin, G. Artemisia, L. species recognized by the local community of northern areas of Pakistan as folk therapeutic plants. J. Med. Plants Res., 2010, 4, 112-119.
[11]
Boutkhil, S.; Idrissi, M.E.; Chakir, S.; Derraz, M.; Amechrouq, A.; Chbicheb, A.; Badaoui, K.E. Antibacterial and antifungal activity of extracts and essential oils of Seriphidium herba-alba (Asso) Soják and their combination effects with the essential oils of Dysphania ambrosioides (L) Mosyakin & Clemants. Acta Bot. Gallica, 2011, 158, 425-433.
[http://dx.doi.org/10.1080/12538078.2011.10516284]
[12]
Mossa, J.S. Phytochemical and biological studies on Artemisia abyssinicia: An antidiabetic herb in Arabian folk medicine. Phytotherapy, 1985, 56, 311-314.
[13]
Al-Shamaony, L.; Al-Khazraji, S.M.; Twaij, H.A. Hypoglycaemic effect of Artemisia herba alba. II. Effect of a valuable extract on some blood parameters in diabetic animals. J. Ethnopharmacol., 1994, 43(3), 167-171.
[http://dx.doi.org/10.1016/0378-8741(94)90038-8] [PMID: 7990489]
[14]
Subramoniam, A.; Pushpangadan, P.; Rajasekharan, S.; Evans, D.A.; Latha, P.G.; Valsaraj, R. Effects of Artemisia pallens Wall. on blood glucose levels in normal and alloxan-induced diabetic rats. J. Ethnopharmacol., 1996, 50(1), 13-17.
[http://dx.doi.org/10.1016/0378-8741(95)01329-6] [PMID: 8778502]
[15]
Hayat, M.Q.; Ashraf, M.; Khan, M.A.; Yasmin, G.; Shaheen, N.; Jabeen, S. Diversity of foliar Trichomes and their systematic implications in the genus Artemisia (Asteraceae). Int. J. Agric. Biol., 2009, 11, 542-546.
[16]
Jacob, V.; Hagai, T.; Soliman, K. Structure-activity relationships of flavonoids. Curr. Org. Chem., 2011, 15, 2641-2657.
[http://dx.doi.org/10.2174/138527211796367309]
[17]
Makris, D.P.; Kallithraka, S.; Kefalas, P. Flavonols in grapes, grape products and wines: Burden, profile and influential parameters. J. Food Compos. Anal., 2006, 19, 396-404.
[http://dx.doi.org/10.1016/j.jfca.2005.10.003]
[18]
Hollman, P.C.H.; Katan, M.B. Bioavailability and health effects of dietary flavonols in man. Arch. Toxicol. Suppl., 1998, 20, 237-248.
[http://dx.doi.org/10.1007/978-3-642-46856-8_21] [PMID: 9442297]
[19]
Deng, Y.R.; Song, A.X.; Wang, H.Q. Chemical Components of Seriphidium santolium Poljak. J. Chin. Chem. Soc. (Taipei), 2004, 51, 629-636.
[http://dx.doi.org/10.1002/jccs.200400094]
[20]
López-Lázaro, M. Distribution and biological activities of the flavonoid luteolin. Mini Rev. Med. Chem., 2009, 9(1), 31-59.
[http://dx.doi.org/10.2174/138955709787001712] [PMID: 19149659]
[21]
Jiao, J.; Zhang, Y.; Liu, C.; Liu, J.; Wu, X.; Zhang, Y. Separation and purification of tricin from an antioxidant product derived from bamboo leaves. J. Agric. Food Chem., 2007, 55(25), 10086-10092.
[http://dx.doi.org/10.1021/jf0716533] [PMID: 18001030]
[22]
He, L.; Wu, Y.; Lin, L.; Wang, J.; Wu, Y.; Chen, Y.; Yi, Z.; Liu, M.; Pang, X. Hispidulin, a small flavonoid molecule, suppresses the angiogenesis and growth of human pancreatic cancer by targeting vascular endothelial growth factor receptor 2-mediated PI3K/Akt/mTOR signaling pathway. Cancer Sci., 2011, 102(1), 219-225.
[http://dx.doi.org/10.1111/j.1349-7006.2010.01778.x] [PMID: 21087351]
[23]
Lim, H.; Son, K.H.; Chang, H.W.; Bae, K.; Kang, S.S.; Kim, H.P. Anti-inflammatory activity of pectolinarigenin and pectolinarin isolated from Cirsium chanroenicum. Biol. Pharm. Bull., 2008, 31(11), 2063-2067.
[http://dx.doi.org/10.1248/bpb.31.2063] [PMID: 18981574]
[24]
Shawi, A.A.; Rasul, A.; Khan, M.; Iqbal, F.; Tonghui, M. Eupatilin: A flavonoid compound isolated from the artemisia plant, induces apoptosis and G2/M phase cell cycle arrest in human melanoma A375 cells. Afr. J. Pharm. Pharmacol., 2011, 5, 582-588.
[http://dx.doi.org/10.5897/AJPP11.079]
[25]
Shafiq, N.; Ali, L.; Riaz, N.; Yaqoob, A.; Tareen, R.B.; Saleem, M.; Nasim, F.U.H.; Jabbar, A.; Tousif, M.I. Isolation, characterization of flavonoids from Seriphidium oliverianum and their antioxidant and anti-urease activities. J. Chem. Soc. Pak., 2014, 36, 517-523.
[26]
Shafiq, N.; Riaz, N.; Ahmed, S.; Ashraf, M.; Ejaz, S.A.; Ahmed, I.; Saleem, M.; Touseef, M.I.; Tareen, R.B.; Jabbar, A. Bioactive phenolics from Seriphidium stenocephalum. J. Asian Nat. Prod. Res., 2013, 15(3), 286-293.
[http://dx.doi.org/10.1080/10286020.2013.763226] [PMID: 23421930]
[27]
Tousif, M.I.; Riaz, N.; Nazir, M.; Ahmad, S.; Saleem, M.; Jabbar, A.; Ashraf, M.; Tareen, R.B. Anti-urease secondary metabolites from Seriphidium quettense. Rec. Nat. Prod., 2017, 11, 223-228.
[28]
Arora, R.K.; Kaur, N.; Bansal, Y.; Bansal, G. Novel coumarin-benzimidazole derivatives as antioxidants and safer anti-inflammatory agents. Acta Pharm. Sin. B, 2014, 4(5), 368-375.
[http://dx.doi.org/10.1016/j.apsb.2014.07.001] [PMID: 26579406]
[29]
Nguyen, T.V.; Debenedetti, S.; Kimpe, D.N. Synthesis of coumarins by ring-closing metathesis using Grubbs’ catalyst. Tetrahedron Lett., 2003, 44, 4199-4201.
[http://dx.doi.org/10.1016/S0040-4039(03)00902-X]
[30]
Bendary, E.; Francis, R.R.; Ali, H.M.G.; Sarwat, M.I.; Hady, E.S. Antioxidant and structure-activity relatioships of some phenolic and anilines compounds. Ann. Agric. Sci., 2013, 58, 173-181.
[http://dx.doi.org/10.1016/j.aoas.2013.07.002]
[31]
Valgimigli, L.; Amorati, R.; Fumo, M.G.; DiLabio, G.A.; Pedulli, G.F.; Ingold, K.U.; Pratt, D.A. The unusual reaction of semiquinone radicals with molecular oxygen. J. Org. Chem., 2008, 73(5), 1830-1841.
[http://dx.doi.org/10.1021/jo7024543] [PMID: 18260673]
[32]
Ali, L.; Tousif, M.I.; Riaz, N.; Nazir, M.; Hussain, H.; Shafiq, N.; Jabbar, A.; Tareen, R.B.; Saleem, M. Nitrophenyl dihydropyridine-derivatives from Seriphidium oliverianum. Phytochem. Lett., 2017, 21, 226-229.
[http://dx.doi.org/10.1016/j.phytol.2017.07.007]
[33]
Luecha, P.; Umehara, K.; Miyase, T.; Noguchi, H. Antiestrogenic constituents of the Thai medicinal plants Capparis flavicans and Vitex glabrata. J. Nat. Prod., 2009, 72(11), 1954-1959.
[http://dx.doi.org/10.1021/np9006298] [PMID: 19943620]
[34]
Rokade, Y.B.; Sayyed, R.Z. Naphthalene derivatives: A new range of anti-microbials with high therapeutic value. Rasayan J. Chem., 2009, 2, 972-980.
[35]
Wilson and Gisvolds. Textbook of organic medicinal and pharmaceutical chemistry; Lippincott, Williams and Wilkins: Philadelphia, 2004, pp. 255-257.
[36]
Huang, M.H.; Wu, S.N.; Wang, J.P.; Shen, A.Y. Biological study of naphthalene derivatives with anti-inflammatory activity. Drug Dev. Res., 2003, 60, 261-269.
[http://dx.doi.org/10.1002/ddr.10327]
[37]
Ang, W.; Chen, G.; Xiong, L.; Chang, Y.; Pi, W.; Liu, Y.; Li, C. zheng, J.; Zhou, L.; Yang, B.; Deng, Y.; Yang, S.; Luo, Y.; Wei, Y. Synthesis and biological evaluation of novel naphthalene compounds as potential anti-depressant agents. Eur. J. Med. Chem., 2014, 82, 263-273.
[http://dx.doi.org/10.1016/j.ejmech.2014.05.061] [PMID: 24915002]
[38]
Geissman, T.A.; Irwin, M.A. Chemical contributions to taxonomy and phylogeny. The Genus Artemisia, Los Angeles, University of California; Department of Chemistry: California, U.S.A, 2004, pp. 167-180.
[39]
Bach, P.; Nilsson, K.; Wållberg, A.; Bauer, U.; Hammerland, L.G.; Peterson, A.; Svensson, T.; Österlund, K.; Karis, D.; Boije, M.; Wensbo, D. A new series of pyridinyl-alkynes as antagonists of the metabotropic glutamate receptor 5 (mGluR5). Bioorg. Med. Chem. Lett., 2006, 16(18), 4792-4795.
[http://dx.doi.org/10.1016/j.bmcl.2006.06.079] [PMID: 16839764]
[40]
Bach, P.; Nilsson, K.; Svensson, T.; Bauer, U.; Hammerland, L.G.; Peterson, A.; Wållberg, A.; Österlund, K.; Karis, D.; Boije, M.; Wensbo, D. Structure-activity relationships for the linker in a series of pyridinyl-alkynes that are antagonists of the metabotropic glutamate receptor 5 (mGluR5). Bioorg. Med. Chem. Lett., 2006, 16(18), 4788-4791.
[http://dx.doi.org/10.1016/j.bmcl.2006.06.078]
[41]
Ataf, A.A.; Shahzad, A.; Gul, Z.; Rasool, N.; Badshah, A.; Lal, B.; Khan, E. A Review on the medicinal importance of pyridine derivatives. J. Drug Design Med. Chem., 2015, 1, 1-11.
[42]
Novotný, J.; Hrabálek, A.; Vávrová, K. Synthesis and structure-activity relationships of skin ceramides. Curr. Med. Chem., 2010, 17(21), 2301-2324.
[http://dx.doi.org/10.2174/092986710791331068] [PMID: 20459376]
[43]
Shafiq, N.; Ali, L.; Riaz, N.; Khatoon, T.; Touseef, M.I.; Jabbar, A.; Tareen, R.B.; Saleem, M. Further secondary metabolites from Seriphidium stenocephalum. J. Chem. Soc. Pak., 2015, 37, 704-712.
[44]
Souza, M.T.S.; Almeida, J.R.G.S.; Araujo, A.A.S.; Duarte, M.C.; Gelain, D.P.; Moreira, J.C.; dos Santos, M.R.; Quintans-Júnior, L.J. Structure-activity relationship of terpenes with anti-inflammatory profile a systematic review. Basic Clin. Pharmacol. Toxicol., 2014, 115(3), 244-256.
[http://dx.doi.org/10.1111/bcpt.12221] [PMID: 25275147]
[45]
Newman, D.J.; Cragg, G.M. Natural products as sources of new drugs over the last 25 years. J. Nat. Prod., 2007, 70(3), 461-477.
[http://dx.doi.org/10.1021/np068054v] [PMID: 17309302]
[46]
Shafiq, N.; Saleem, M.; Riaz, N.; Tousif, M.I.; Jabbar, A.; Tareen, R.B.; Pescitelli, G. Absolute configuration of oplopanone derivatives from Serphidium stenocephalum: ECD spectra of acyclic ketones with front-octant contributions. Chirality, 2014, 26(1), 39-43.
[http://dx.doi.org/10.1002/chir.22263] [PMID: 24254980]


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VOLUME: 17
ISSUE: 2
Year: 2020
Page: [158 - 168]
Pages: 11
DOI: 10.2174/1570193X16666190319153647
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