Chemical Constituents and Biological Activities of Commersonia bartramia Stems http://www.doi.org/10.26538/tjnpr/v7i6.13
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Abstract
Commersonia bartramia (Sterculiaceae family) is a wooden tree, widely occurring in Australia, China and South East Asia. The MeOH extract of C. bartramia has been reported to show anticancer and antioxidant activities. Phytochemical investigation of C. bartramia stems led to the isolation of eight compounds. Their chemical structures were identified as helichrysoside-3′- methyl ether (1), tiliroside (2), pinoresinol (3), ursolic acid (4), quercetin (5), kaempferol (6), vanillic acid (7) and 4-hydroxybenzoic acid (8) using NMR and MS spectral analysis. This is the first study about the chemical composition of C. bartramia. Among the isolated compounds, quercetin (5) showed good DPPH’s radical scavenging activity with IC50 values of 11.43 ± 0.95 g/mL, whereas the MeOH extract, (+)-pinoresinol (3) and kaempferol (6) displayed moderate activity. Quercetin (5) also displayed moderate cytotoxicity with IC50 values of 43.64 ± 3.63 to
61.58 ± 5.54 g/mL. The MeOH extract exhibited weak cytotoxicity against HepG2, MCF7 and A549 cell lines.
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References
Guymer GP. New species of Commersonia JR Forst. & G. Forst. (Sterculiaceae) from eastern Australia and Vanuatu. Austrobaileya 2005; 231−250.
Gonzalez MAS, Buenafe MEG, Ysrael MC. Plants from Palauig, Zambales. Acta Manilana, 1993; 41: 17-22.
Kim S, Park SG, Song YJ, Park JK, Choi CH, Lee S, Hoffman RM. Analysis of anticancer activity and chemical sensitization effects of Dendropanax morbifera and Commersonia bartramia extracts. Anticancer Res. 2018; 38: 3853−3861.
Kadir DH. Statistical evaluation of main extraction parameters in twenty plant extracts for obtaining their optimum total phenolic content and its relation to antioxidant and antibacterial activities. Food Sci Nutr. 2021; 9: 3491−3499.
Oanh VTK, Thoa HT, Hang NTM, Phuong DTL, Lien NTP, Popova M, Trusheva B, Bankova V, Le TN. New dihydrochromene and xanthone derivatives from Lisotrigona furva propolis. Fitoterapia 2021, 149: 104821.
Ha NTT, Cuong PV, Tra NT, Cham BT. Chemical constituents from methanolic extract of Garcinia mackeaniana leaves and their antioxidant activity. Vietnam J Sci Technol. 2020; 58: 411−418.
Aderogba MA, McGaw LJ, Bezabih M, Abegaz BM. Isolation and characterisation of novel antioxidant constituents of Croton zambesicus leaf extract. Nat Prod Res.2011; 25: 1224−1233.
Ndhlala AR, Aderogba MA, Ncube B, Van Staden J. Antioxidative and cholinesterase inhibitory effects of leaf extracts and their isolated compounds from two closely related Croton species. Molecules 2013; 18: 1916−1932.
Thao TTP, Luu NT, Chi NL, Hau VTB, Thuy NTT. The first phytochemical study of Elaeagnus latifolia in Vietnam. Vietnam J Chem. 2021; 59: 376-382.
Fernandes DA, Souza MRS, Teles YCF, Oliveira LHG, Lima JB, Conceição AS, Nunes FC, Silva TMS, de Souza MFV. New sulphated flavonoids and larvicidal activity of Helicteres velutina K. Schum (Sterculiaceae). Molecules2018; 23: 2784.
Yuca H, Özbek H, Demirezer LÖ, Kasil HG, Güvenalp Z. Trans-tiliroside: A potent α-glucosidase inhibitor from the leaves of Elaeagnus angustifolia L. Phytochemistry 2021; 188: 112795.
Goto T, Teraminami A, Lee JY, Ohyama K, Funakoshi K, Kim YI, Hirai S, Uemura T, Yu R, Takahashi N, Kawada T. Tiliroside, a glycosidic flavonoid, ameliorates obesityinduced metabolic disorders via activation of adiponectin signaling followed by enhancement of fatty acid oxidation in liver and skeletal muscle in obese–diabetic mice. J Nutr Biochem. 2012; 23(7): 768-776.
Velagapudi R, Aderogba M, Olajide OA. Tiliroside, a dietary glycosidic flavonoid, inhibits TRAF-6/NF-κB/p38-mediated neuroinflammation in activated BV2 microglia. Biochim Biophys Acta - Gen Subj. 2014; 1840(12): 3311-3319.
Tung TH, Hue CT, Giap TH, Thoa HT, Dung NA, Hang NTM, Hung NV, Thanh LN. Lignans isolated from the ethyl acetate extract of Knema pachycarpa fruit. Vietnam J Chem.2017; 55: 400−406.
Harsono A, Rahman A, Putri RJ, Tjahjandarie TS, Saputri RD, Ahmat N, Tanjung M. Isolation of Lignans from The tem Bark of Willughbeia coriacea and Their Cytotoxic Activity. Trop J Nat Prod Res. 2023; 7(2): 2394-2396.
During A, Debouche C, Raas T, Larondelle Y. Among plant lignans, pinoresinol has the strongest antiinflammatory properties in human intestinal Caco-2 cells. J Nutr. 2012; 142(10): 1798-1805.
Jang WY, Kim MY, Cho JY (2022). Antioxidant, antiInflammatory, anti-menopausal, and anti-cancer effects of lignans and their metabolites. Int J Mol Sci. 2022; 23(24): 15482.
López-Biedma A, Sánchez-Quesada C, Beltrán G, DelgadoRodríguez M, Gaforio JJ. (2016). Phytoestrogen (+)-pinoresinol exerts antitumor activity in breast cancer cells with different oestrogen receptor statuses. BMC Complement Altern Med. 2016; 16: 1-14.
Seebacher W, N. Simic N, Weis R, Saf R, Kunert O. Complete assignments of 1H and 13C NMR resonances of oleanolic acid, 18α‐oleanolic acid, ursolic acid and their 11‐oxo derivatives. Magn. Reson. Chem. 2003; 41: 636−638.
Iftikhar A, Falodun A, Siyo B, Jules BKJ, Hussain H, Langer P. (2019). Isolation of phytochemical constituents from Hunteria umbellata K. Schum. Trop J Nat Prod Res. 2019; 3(3): 95-98.
Yin R, Li T, Tian JX, Xi P, Liu RH. Ursolic acid, a potential anticancer compound for breast cancer therapy. Crit Rev Food Sci Nutr. 2018; 58(4): 568-574.
Xiao ZP, Wu HK, Wu T, Shi H, Hang B, H. Aisa A. Kaempferol and quercetin flavonoids from Rosa rugosa, Chem Nat Comp. 2006; 42: 736−737.
Nguyen DH, Zhao BT, Le DD, Kim KY, Kim YH, Yoon YH, Ko JY, Woo KS, Woo MH. Phenolic constituents and their anti-inflammatory activity from Echinochloa utilis grains. Nat Prod Sci. 2016; 22: 140−145.
Jan R, Khan M, Asaf S, Lubna, Asif S, Kim KM (2022). Bioactivity and therapeutic potential of kaempferol and quercetin: new insights for plant and human health. Plants2022; 11(19): 2623.
Espley RV, Butts CA, Laing WA, Martell S, Smith H, McGhie TK, Zhang J, Paturi G, Hedderley D, Bovy A. Dietary flavonoids from modified apple reduce inflammation markers and modulate gut microbiota in mice. J. Nutr. 2014; 144: 146–154.
Al-Haidari RA, Al-Oqail MM. New benzoic acid derivatives from Cassia italica growing in Saudi Arabia and their antioxidant activity. Saudi Pharm J. 2020; 28(9): 1112-1117.
Yalameha B, Nejabati HR, Nouri M. Cardioprotective potential of vanillic acid. Clin Exp Pharmacol Physiol. 2023; 50(3): 193-204.
Choi CW, Kim SC, Hwang SS, Choi BK, Ahn HJ, Lee MY, Park SH, Kim SK. Antioxidant activity and free radical scavenging capacity between Korean medicinal plants and flavonoids by assay-guided comparison. Plant Sci. 2002; 163: 1161–1168.
Son LH, Anh NP. Phytochemical composition, in vitro antioxidant and anticancer activities of quercetin from methanol extract of Asparagus cochinchinensis (Lour.) Merr. tuber. J Med Plant Res. 2012; 7(46): 3360-3366.
Deveci E, Tel-Çayan G, Duru ME, Öztürk M. Chemical constituents of Porodaedalea pini mushroom with cytotoxic, antioxidant and anticholinesterase activities. J. Food Meas Charact. 2019; 13: 2686-2695.
Lee SM, Min BS, Kho YH. Brine shrimp lethality of the compounds from Phryma leptostachya L. Arch Pharm Res. 2002; 25: 652-654.