PHYTOCHEMICAL CONSTITUENTS AND ANTIOXIDANT EFFECT OF SOLANUM ROSTRATUM SPECIES FROM ALGERIA T
DOI:
https://doi.org/10.22159/ajpcr.2018.v11i6.24951Keywords:
Solanum rostratum, Monoterpene glycoside, Flavonoid glycosides, AntioxidantAbstract
Objective: The aim of this study was to isolate the constituents and evaluate the antioxidant activity of Solanum rostratum Dunal (Solanaceae) from Algeria.
Methods: In this study, phytochemical analyses of the chloroform, ethyl acetate, and n-butanol extracts obtained from the aerial parts of S. rostratum were performed by column chromatography, thin-layer chromatography, and high-performance liquid chromatography techniques. The antioxidant activity was performed by 2,2-diphenyl-1-picrylhydrazyl scavenging assay method.
Results: The identification and structure elucidation of the isolated compounds were compared with their nuclear magnetic resonance spectra and the literature led to identify one monoterpene glycoside (linalyl-β-glucopyranoside) (1) and three flavonoid glycosides: Apigenin-7-O-glucoside (2), astragalin (3) and (isorhamnetin-3-O-glucoside (4).
Conclusion: This is the first report on the isolation and structure elucidation of compound (1) (linalyl-β-glucopyranoside) and compound (2) (apigenin-7-O-glucoside) from this species. In addition, antioxidant effect of the chloroform extract from S. rostratum was evaluated. The chloroform extract exhibited the remarkable radical scavenging ability (IC50=0066±0.001 mg/mL).
Downloads
References
Yousafa Z, Wanga Y, Baydounc E. Phytochemistry and pharmacological studies on Solanum torvum Swartz. J Appl Pharm Sci 2013;3:152-60.
Zhu ZY, Gao L, Wang JK. Illustrated Handbook for Medicinal Materials from Nature in Yunnan [M]. Vol. 2. Kunming: Yunnan Science and Technology Press; 2003. p. 121.
Yuan-Yuan L, Jian-Guang L, Ling-Yi1 K. Chemical constituents from Solanum torvum. Chinese J Nat Med 2011;9:30-2.
Arthan D, Svasti J, Kittakoop P, Pittayakhachonwut D, Tanticharoen M, Thebtaranonth Y, et al. Antiviral isoflavonoid sulfate and steroidal glycosides from the fruits of Solanum torvum. Phytochemistry 2002;59:459-63.
Nakamura S, Hongo M, Sugimoto S, Matsuda H, Yoshikawa M. Steroidal saponins and pseudoalkaloid oligoglycoside from Brazilian natural medicine,fruta do lobo†(fruit of Solanum lycocarpum). Phytochemistry 2008;69:1565-72.
Bassett I, Munro D. The biology of Canadian weeds. Solanum carolinense L. and Solanum rostratum Dunal. Can J Plant Sci 1986;66:977-91.
Guan GQ, Gao DC, Li WY, Ye J, Xin XG, Li SD. A quarantine weed: Solanum rostratum. Plant Quar 1984;4:25-8.
Novruzov E, Aslanov S, Ismailov N. Glycosidic alkaloids of Solanum rostratum. Chem Nat Compd 1973;9:659.
Bah M, Gutierrez DM, Escobedo C, Mendoza S, Rojas JI, Rojas A. Methylprotodioscin from the Mexican medical plant Solanum rostratum (Solanaceae). Biochem Syst Ecol 2004;32:197-202.
Huang HJ, Ling TJ, Wang HM, Cao AC, Zhang CX, Wei SH, et al. One new flavonoid from Solanum rostratum. Nat Prod Res 2017;31:1831-5.
Morais MG, da Costa GA, Aleixo ÃA, de Oliveira GT, Alves LF, Duarte-Almeida JM, et al. Antioxidant, antibacterial and cytotoxic potential of the ripe fruits of Solanum lycocarpum A. St. Hil. (Solanaceae). Nat Prod Res 2015;29:480-3.
Ombra MN, Fratianni F, Granese T, Cardinale F, Cozzolino A, Nazzaro F, et al. In vitro antioxidant, antimicrobial and anti-proliferative activities of purple potato extracts (Solanum tuberosum cv vitelotte noire) following simulated gastro-intestinal digestion. Nat Prod Res 2015;29:1087-91.
Blois MS. Antioxidant determinations by the use of a stable free radical. Nature 1958;181:1199-200.
Oke-Altuntas F, Aslim B, Duman H, Kartal M. Comparative evaluation of total phenolic/carotenoid contents, chlorogenic acid/rutin profiles, and antioxidant properties of two Prangos species (P. uechtritzii and P. pabularia). Int J Pharm Pharm Sci 2016;8:284-8.
Singleton V, Rossi JA. Colorimetry of total phenolics with phosphomolybdic-phosphotungstic acid reagents. Am J Enol Vitic 1965;16:144-58.
Yegenoglu H, Aslim B, Oke F. Comparison of antioxidant capacities of Ganoderma lucidum (Curtis) P. karst and Funalia trogii (Berk.) Bondartsev and Singer by using different in vitro methods. J Med Food 2011;14:512-6.
Al-Massarani SM, El Gamal AA, Abd El Halim MF, Al-Said MS. New acyclic secondary metabolites from the biologically active fraction of Albizia lebbeck flowers. Saudi Pharm J 2016;25:110-9.
Ibrahim TA, El-hela AA, Abd Elhady NM, Abo-Elftoh NM. Phytochemical composition, in vitro antioxidant and cytotoxic activities of seeds of Convolvulus Arvensis Linn. Int J Pharm Biosci 2016;7:107-16.
Chang L, Shao Q, Xi X, Chub Q, Wei Y. Separation of four flavonol glycosides from Solanum rostratum Dunal using aqueous two-phase flotation 2 followed by preparative high-performance liquid 3 chromatography. J Sep Sci 2016;40:804-12.
Hao LJ, Wang S, Zhu JJ, Wang ZM, Wei SH. Chemical constituents from Solanum rostratum. Zhongguo Zhong Yao Za Zhi 2014;39:2034-8.
Sampaio BL, Edrada-Ebel R, Da Costa FB. Effect of the environment on the secondary metabolic profile of Tithonia diversifolia: A model for environmental metabolomics of plants. Sci Rep 2016;6:29265.
Pavarini DP, Pavarini SP, Niehues M, Lopes NP. Exogenous influences on plant secondary metabolite levels. Anim Feed Sci Technol 2012;176:5-16.
Gutbrodt B, Dorn S, Unsicker SB, Mody K. Species-specific responses of herbivores to within-plant and environmentally mediated between-plant variability in plant chemistry. Chemoecology 2012;22:101-11.
Oh MM, Trick HN, Rajashekar CB. Secondary metabolism and antioxidants are involved in environmental adaptation and stress tolerance in lettuce. J Plant Physiol 2009;166:180-91.
Theis N, Lerdau M. The evolution of function in plant secondary metabolites. Int J Plant Sci 2003;164:S93-102.
Bennett RN, Wallsgrove RM. Secondary metabolites in plant defence mechanisms. New Phytol 1994;127:617-33.
Wink M. Plant breeding: Importance of plant secondary metabolites for protection against pathogens and herbivores. Theor Appl Genet 1988;75:225-33.
Ramakrishna A, Ravishankar GA. Influence of abiotic stress signals on secondary metabolites in plants. Plant Signal Behav 2011;6:1720-31.
Arbona V, Manzi M, Ollas CD, Gómez-Cadenas A. Metabolomics as a tool to investigate abiotic stress tolerance in plants. Int J Mol Sci 2013;14:4885-911.
Shulaev V, Cortes D, Miller G, Mittler R. Metabolomics for plant stress response. Physiol Plant 2008;132:199-208.
Graham D, Patterson BD. Responses of plants to low, nonfreezing temperatures: Proteins, metabolism, and acclimation. Annu Rev Plant Physiol 1982;33:347-72.
Jakobsen H, Olsen C. Influence of climatic factors on emission of flower volatiles in situ. Planta 1994;192:365-71.
Taie H, Abd-Alla H, Ali S, Aly H. Chemical composition and biological activities of two Solanum tuberosum cultivars grown in Egypt. Int J Pharm Pharm Sci 2015;7:311-20.
Sudheesh S, Sandhya C, Koshy AS, Vijayalakshmi NR. Antioxidant activity of flavonoids from Solanum melongena. Phytother Res 1999;13:393-6.
Hao LJ, Wang S, An YW, Zhu JJ, Wang ZM, Wei SH, Chen JB. Antioxidative properties of different extraction fractions from Solanum rostratum [J]. China J Exp Tradit Med Formulae 2014;20:113-6.
Gutiérrez AD, Bah M, Garduño RM, Mendoza DS, Serrano CV. Antiinflammatory and antioxidant activities of methanol extracts and alkaloid fractions of four Mexican medicinal plants of Solanaceae. Afr J Tradit Complement Altern Med 2014;11:259-67.
Rice-Evans CA, Miller NJ, Paganga G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic Biol Med 1996;20:933-56.
Published
How to Cite
Issue
Section
The publication is licensed under CC By and is open access. Copyright is with author and allowed to retain publishing rights without restrictions.
