scholarly journals Compounds Isolated from the Ethyl Acetate Fraction of Canna edulis Ker Gawl Rhizomes

Author(s):  
Nguyen Thi Van Anh ◽  
Le Hong Luyen ◽  
Nguyen Thi Minh Hang ◽  
Vu Thi Thom ◽  
Bui Thanh Tung

Three compounds were isolated from the rhizome part of Canna edulis for the first time including liquiritigenin, methyl caffeate and uracil. Their structures were elucidated by spectroscopic methods as MS and NMR. Keywords Canna edulis Ker Gawl, liquiritigenin, methyl caffeate, uracil. References [1] T. H. Vu, Q. U. Le, Edible Canna (Canna edulis Ker), A Potential Crop for Vietnam Food Industry, International Journal of Botany Studies, Vol. 4, No. 4, 2019, pp. 58–59.[2] N. Tanakar, The Utilization of Edible Canna Plants in Southeastern Asia and Southern China, Economic Botany, Vol. 58, No. 1, 2004, 112–114.[3] A. S. A. Snafi, Bioactive Components and Pharmacological Effects of Canna indica - an Overview, International Journal of Pharmacology and Toxicology, Vol. 5, No. 2, 2015, pp. 71–75.[4] X. J. Zhang, Z. W. Wang, Q. Mi, Phenolic Compounds from Canna edulis Ker Residue and Their Antioxidant Activity, LWT - Food Science Technology, Vol. 44, No. 10, 2011, pp. 2091–2096, https://doi.org/10.1016/j.lwt.2011.05.021. [5] F. Xie, S. Gong, W. Zhang, J. Wu, Z. Wang, Potential of Lignin from Canna edulis Ker Residue in The Inhibition of α-d-glucosidase: Kinetics and Interaction Mechanism Merging with Docking Simulation, International Journal of Biology and Macromolecules, Vol. 95, 2017, pp. 592–602, https://doi.org/10.1016/j.ijbiomac.2016.11.100.[6] J. Zhang, Z. W. Wang, Soluble Dietary Fiber from Canna edulis Ker By-product and Its Physicochemical Properties, Carbohydrates Polymers, Vol. 92, No. 1, 2013, pp. 289–296, http:/doi.org/10.1016/j.carbpol.2012.09.067.[7] T. M. H. Nguyen, H. L. Le, T. T. Ha, B. H. Bui, N. T. Le, V. H. Nguyen, T. V. A. Nguyen, Inhibitory Effect on Human Platelet Aggregation and Coagulation and Antioxidant Activity of Canna edulis Ker Gawl Rhizhomes and Its Secondary Metabolites, Journal of Ethnopharmacology, Vol. 263, 2020, pp. 113-136, https:/doi.org/10.1016/j.jep.2020.113136.[8] T. A. Y. Diaa, M. A. Ramada, A. A. Khalifa, Acetophenones, a Chalcone, a Chromone and Flavonoids from Pancratium Maritimum, Phytochemistry, Vol. 49, No. 8, pp. 1998, pp. 2579-2583, http:/doi.org/10.1016/S003109422(98)00429-4. [9] W. Koji, Y. Osanai, T. Imaizumi, S. Kanno, M. Takeshita, M. Ishikawa, Inhibitory Effect of The Alkyl Side Chain of Caffeic Acid Analogues on Lipopolysaccharide-induced Nitric Oxide Production in RAW264.7 Macrophages, Bioorganic Med. Chem., Vol. 16, No. 16, 2008, pp. 7795–7803, https:/doi.org/10.1016/j.bmc.2008.07.006.[10] C. Y. Wang, L. Han, K. Kang, C. L. Shao, Y. X. Wei, C. J. Zheng, H. S Guan, Secondary Metabolites From Green Algae Ulva Pertusa, Chemistry of Natural Compounds Vol. 46, No. 5, 2010, pp. 828-830.[11] C. T. Inh, N. T. H. Van, P. M. Quan, T. T. Q. Trang, T. A. Vien, N. T. Thuy, D. T. Thao, New Diterpenoid Isolated from Medicinal Plant Euphorbia tithymaloides (P.), Vietnam J. Chem., Vol. 54, 2016, pp. 274-279, https:/doi.org/10.15625/0866-7144.2016-00304 (in Vietnamese).[12] Q. Y. Li, H. Liang, B. Wang, Z. Z. Zhao, Chemical Constituents of Momordica charantia L, Yao Xue Xue Bao, Vol. 44, No. 9, 2009, pp. 1014-1018.[13] V. T. Diep, L. T. Loan, N. T. Thu, T. T. Ha, N. M. Khoi, N. H. Tuan, D. T. Ha, Triterpen, Flavonoid and Pyrimidine Compounds from The Aerial Parts of Dregea volubilis, Journal of Medicinal Materials, Vol. 24, No. 6, 2019, pp. 329-332.[14] H. M. Eid, D. Vallerand, A. Muhammad, T. Durst, P. S. Haddad, L. C. Martineau, Structural Constraints and the Importance of Lipophilicity for the Mitochondrial Uncoupling Activity of Naturally Occurring Caffeic Acid Esters with Potential for the Treatment of Insulin Resistance, Biochemical Pharmacology, Vol. 79, No. 3, 2010, pp. 444–454, https:/doi.org/10.1016/j.bcp.2009.08.026.[15] K. Takahashi, Y. Yoshioka, E. Kato, S. Katsuki, O. Iida, K. Hosokawa, J. Kawabata, Methyl Caffeate as a Glucosidase Inhibitor from Solanum Torvum fruits and the Activity of Related Compounds, Bioscience, Biotechnology and Biochemistry, Vol. 74, No. 4, 2010, pp. 741–745, https:/doi.org/10.1271/bbb.9087.[16] S. M. Fiuza, C. Gomes, L. J. Teixeira, M. T. G. D. Cruz, M. N. Cordeiro, N. Milhazes, F. Borges, M. P. Marques, Phenolic Acid Derivatives with Potential Anticancer Properties, a Structure-Activity Relationship Study Part 1: Methyl, Propyl and Octyl Esters of Caffeic and Gallic Acids, Bioorgan Med Chem, Vol. 12, No. 13, 2004, pp. 3581-3589, https:/doi.org/10.1016/j.bmc.2004.04.026.[17] S. P. Lee, G. Jun, E. Yoon, S. Park, C. Yang, Inhibitory Effect of Methyl Caffeate on Fos-Jun-DNA Complex Formation and Suppression of Cancer Cell Growth, Bulletin of Korean Chemical Society, Vol. 22, No. 10, 2001, pp. 1131-1135.        

Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2201 ◽  
Author(s):  
Hazrat Usman ◽  
Muhammad Asad Ullah ◽  
Hasnain Jan ◽  
Aisha Siddiquah ◽  
Samantha Drouet ◽  
...  

Solanum xanthocarpum is considered an important traditional medicinal herb because of its unique antioxidant, and anti-diabetic, anti-aging, and anti-inflammatory potential. Because of the over exploitation linked to its medicinal properties as well as destruction of its natural habitat, S. xanthocarpum is now becoming endangered and its supply is limited. Plant in vitro culture and elicitation are attractive alternative strategies to produce biomass and stimulate biosynthesis of medicinally important phytochemicals. Here, we investigated the potential influence of seven different monochromatic light treatments on biomass and secondary metabolites accumulation in callus culture of S. xanthocarpum as well as associated biological activities of the corresponding extracts. Among different light treatments, highest biomass accumulation was observed in white light-treated callus culture. Optimum accumulation of total flavonoid contents (TFC) and total phenolic contents (TPC) were observed in callus culture kept under continuous white and blue light respectively than control. Quantification of phytochemicals through HPLC revealed that optimum production of caffeic acid (0.57 ± 0.06 mg/g DW), methyl-caffeate (17.19 mg/g ± 1.79 DW), scopoletin (2.28 ± 0.13 mg/g DW), and esculetin (0.68 ± 0.07 mg/g DW) was observed under blue light callus cultures. Compared to the classic photoperiod condition, caffeic acid, methyl-caffeate, scopoletin, and esculetin were accumulated 1.7, 2.5, 1.1, and 1.09-folds higher, respectively. Moreover, high in vitro cell free antioxidant, anti-diabetic, anti-aging, and anti-inflammatory activities were closely associated with the production of these secondary metabolites. These results clearly showed the interest to apply multispectral light as elicitor of in vitro callus cultures S. xanthocarpum to promote the production of important phytochemicals, and allow us to propose this system as an alternative for the collection of this endangered species from the wild.


2020 ◽  
Vol 71 (2) ◽  
pp. 352
Author(s):  
Q. Q. Chen ◽  
H. Pasdar ◽  
X. C. Weng

A novel caffeic acid derivative, butylated methyl caffeate (BMC), was synthesized via esterification between butylated caffeic acid (BCA) and methanol. Its antioxidant activity was investigated and compared to TBHQ, caffeic acid (CA), methyl caffeate (MC) and BCA through deep-frying, an oven test in oil-in-water emulsions and DPPH radical scavenging. BMC showed the strongest antioxidant activity among the five anti­oxidants in emulsions and its antioxidant activity was almost as strong as BCA in frying. Its soybean oil-water partition coefficient was 9.18 due to its ester and tert-butyl groups, far greater than those of MC (4.82), BCA (2.41), CA (0.84) and TBHQ (3.22). This meant that it was much more soluble in the lipid phase than the other four antioxidants in emulsions. The DPPH radical scavenging activity of BMC was near TBHQ, lower than the other three because of its steric hindrance and less functional phenolic hydroxyl groups compared to others when their masses were the same.


2015 ◽  
Vol 70 (9) ◽  
pp. 691-694 ◽  
Author(s):  
Dong-Mei Yan ◽  
Cheng-Hai Gao ◽  
Xiang-Xi Yi ◽  
Wen-Pei Xie ◽  
Ming-Ben Xu ◽  
...  

AbstractFurther chemical investigation of the fruit of the mangrove Avicennia marina led to the isolation of a new caffeic acid derivative, maricaffeolylide A (1), and a new megastigmane derivative, maricyclohexene A (2). The structures of the isolates were elucidated on the basis of extensive spectroscopic analysis. The antioxidant activity of 1 and 2 was also evaluated using a cellular antioxidant activity assay, and catechol 1 showed antioxidant activity with an EC50 value of 24 ± 0.3 μm.


2020 ◽  
Vol 17 (8) ◽  
pp. 838-850
Author(s):  
Panadda YONGPRADOEM ◽  
Natthida WEERAPREEYAKUL

This study was aimed to determine antioxidant and tyrosinase inhibition effects of the pod of Raphanus sativus L. var. caudatus Alef extract. The compounds consisted in the extracts were identified by HPLC from standard peak comparison. Pod was extracted by using 2 different solvents-dichloromethane (DCM) and water. The antioxidant activity was evaluated based on free radical scavenging (DPPH) activity and ferric reducing ability (FRAP) assay. The lightening effect was determined from the inhibition of mushroom tyrosinase in vitro. The results showed that DCM extract contained sulforaphene, protocatechuic acid, p-hydroxybenzoic acid, caffeic acid, and ferulic acid.  The aqueous extract contained sulforaphene, protocatechuic acid, p-hydroxybenzoic acid, caffeic acid, vanillic acid, and p-coumaric acid.  The DPPH· scavenging effect expressed as the IC50 values for DCM and aqueous extracts were 883.38 ± 22.9 and 1,160.49 ± 22.30 µg/mL, respectively. The reducing power of aqueous extract (218.27 ± 0.010 µM FeSO4 equivalent) was greater than DCM extract (166.34 ± 0.018 µM FeSO4 equivalent) at the same concentration (2,000 µg/mL).  However, both extracts showed lesser antioxidant activity than gallic acid, a positive control. DCM extract showed higher tyrosinase inhibitory effect than aqueous extract but lesser than kojic acid, a positive control. Both extracts at 2,000 µg/mL concentration exerted 42 and 19 % tyrosinase inhibition, respectively. In conclusion, the extraction solvent yielded different chemical constituents and thus the activities. The DCM extract exerted greater antioxidant activity and tyrosinase inhibition activity than the aqueous extract. The extract fractionation is required to get higher yields of bioactive compounds prior to further study and for cosmetics product development.


2019 ◽  
Vol 1 (2) ◽  
pp. 22-26
Author(s):  
Romauli Anna Teresia Marbun ◽  
Aminah Syarifuddin ◽  
Montysory Silalahi ◽  
Radika Bella Fista Ginting

Diseases mediated by the immune system are difficult problems to treat such as human immunodeficiency virus (HIV) and other lethal viruses. Infections that occur in normal people are generally brief and rarely leave permanent damage. Treatment of this disease requires an aggressive and innovative approach to the development of new treatments so that it requires the role of immunomodulators to improve the immune system. A substance that acts as an enhancer or immune enhancer can be obtained by using herbs that are efficacious as immunostimulants. One of the herbs used is herbal binara (Artemisia vulgaris L) which has been studied as a potential immunomodulator with high antioxidant activity. Previous research also stated that red shoots (Syzygium oleana) were studied as potential immunomodulators with high antioxidant activity. Several other species such as Syzygium samarangense have 16 flavonoida compounds which show pharmacological immunological activity. The purpose of this study was to determine the content of secondary metabolites of ethanol extract of herbal binara (Artemisia vulgaris L.) with red shoots (Syzygium oleana) and to determine the best dose of extract from the ethanol extract of herbal binara (Artemisia vulgaris L.) with red shoots (Syzygium oleana) can reduce the volume of swelling of mouse feet. Examination of the chemical content of secondary metabolites from the ethanol extract of herbal binara (Artemisia vulgaris L.) with red shoots (Syzygium oleana) is carried out by chemical screening and characterization of simplicia and extract. The method used is the slow type hypersensitivity method. In this test the independent variable is the secondary metabolite of ethanol extract of herb binara (Artemisia vulgaris L.) with red shoots (Syzygium oleana) with four concentrations (50, 100, 200 and 400 mg / kgBB). The positive control used by Stimuno dose is 32.5 mg / kgBB


Sign in / Sign up

Export Citation Format

Share Document