Anti-Ulcer Effect on Indomethacin-Induced Ulcerated Mice of Chromolaena odorata Leaf from Vietnam and its Secondary Metabolites http://www.doi.org/10.26538/tjnpr/v7i5.8

Main Article Content

Loi D. Vu
Huong T.T. Nguyen
Duong H. Le
Mai T. Nguyen
Tung X. Nguyen

Abstract

Chromolaena odorata (C. odorata) (L.) R. King & H. Robinson is a perennial flowering shrub with diverse habitats, including crops, grasslands, and roadsides. This plant has been widely used in Vietnamese folk medicine for gastric ulcer treatment. Hence, the present study aimed to evaluate the acute toxicity and the anti-ulcer effect of the ethanol crude extract of C. odorata leaves and its fractions against the indomethacin-induced gastric ulcer model in mice, and investigate the chemical constituents of the most active fraction. According to in vivo results, the ethyl acetate residue with the highest anti-ulcer activity significantly reduced gastric lesions in the
experimental mice model with an ulcer index of 0.73 ± 0.39 and a percentage inhibition of 26.92%. Thus, this fraction was chosen for further chemical investigation. Four pure compounds (1-4) were extracted and isolated by using chromatographic methods. Based on the nuclear magnetic resonance spectroscopy, melting temperature, mass spectrometry analysis, and compared with the
published literature, their structures were elucidated as 1-(4-hydroxy-3-methoxyphenyl)propane- 1,2-diol (1), kaempferol-7-O-α-L-rhamnopyranoside (2), naringenin-5,7-di-O-β-Dglucopyranoside (3), and rubrosterone (4). To our best knowledge, all of these compounds were isolated for the first time from C. odorata leaves. These findings contribute to providing scientific evidence for the traditional use and phytochemicals of C. odorata leaves. 

Article Details

How to Cite
Vu, L. D., Nguyen, H. T., Le, D. H., Nguyen, M. T., & Nguyen, T. X. (2023). Anti-Ulcer Effect on Indomethacin-Induced Ulcerated Mice of Chromolaena odorata Leaf from Vietnam and its Secondary Metabolites: http://www.doi.org/10.26538/tjnpr/v7i5.8. Tropical Journal of Natural Product Research (TJNPR), 7(5), 2889-2894. https://tjnpr.org/index.php/home/article/view/1959
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Articles
Author Biographies

Loi D. Vu, VNU University of Medicine and Pharmacy, Vietnam National University, Hanoi, Vietnam

Vietnam University of Traditional Medicine, Hanoi, Vietnam

Tung X. Nguyen, VNU University of Medicine and Pharmacy, Vietnam National University, Hanoi, Vietnam

University of Science and Technology of Hanoi, Vietnam Academy of Science and Technology, Hanoi, Vietnam

References

Lanas A, Chan FKL. Peptic ulcer disease. The Lancet 2017; 390:613-624.

Kavitt RT, Lipowska AM, Anyane-Yeboa A, Gralnek IM. Diagnosis and treatment of peptic ulcer disease. Am. J. Med. 2019; 132(4):447-456.

Beiranvand M. A review of the most common in vivo models of stomach ulcers and natural and synthetic anti-ulcer compounds: A comparative systematic study. Phytomed. Plus 2022; 2:100264.

Vijayaraghavan K, Rajkumar J, Bukhari SNA, Al-Sayed B, Seyed MA. Chromolaena odorata: A neglected weed with a wide spectrum of pharmacological activities (Review). Mol. Med. Rep. 2017; 15:1007-1016.

Yu F, Akin-Fajiye M, Magar KT, Ren J, Gurevitch J. A global systematic review of ecological field studies on two major invasive plant species, Ageratina adenophora and Chromolaena odorata. Divers. Distrib. 2016; 22:1174-1185.

Shackleton RT, Witt ABR, Nunda W, Richardson DM. Chromolaena odorata (Siam weed) in eastern Africa: distribution and socio-ecological impacts. Biol. Invasions 2017; 19:1285-1298.

Akin-Fajiye M, Akomolafe GF. Disturbance is an important predictor of the distribution of Lantana camara and Chromolaena odorata in Africa. Vegetos 2021; 34:42-49.

Pel P, Chae HS, Nhoek P, Kim YM, Khiev P, Kim GJ, Nam JW, Choi H, Choi YH, Chin YW. A stilbene dimer and flavonoids from the aerial parts of Chromolaena odorata with proprotein convertase subtilisin/kexin type 9 expression inhibitory activity. Bioorg. Chem. 2020; 99:103869.

Kanase V, Shaikh S. A pharmacognostic and pharmacological review on Chromolaena odorata (siam weed). Asian J. Pharm. Clin. Res. 2018; 11(10):34-38.

Olawale F, Olofinsan K, Iwaloye O. Biological activities of Chromolaena odorata: A mechanistic review. S. Afr. J. Bot. 2022; 144:44-57.

Usunomena U, Efosa EG. Phytochemical analysis, mineral composition and in vitro antioxidant activities of Chromolaena odorata leaves. ARC J. Pharm. Sci. 2016; 2(2):16-20.

Omonije OO, Saidu AN, Muhammad HL. Anti-diabetic activities of Chromolaena odorata methanol root extract and its attenuation effect on diabetic induced hepatorenal impairments in rats. Clin. Phytoscience. 2019; 5:1-23.

Loi DT. Vietnamese medicinal plants. Hanoi: Medicine Publishing House; 2000.

Anyanwu S, Inyang IJ, Asemota EA, Obioma OO, Okpokam DC, Agu VO. Effect of ethanolic extract of Chromolaena odorata on the kidneys and intestines of healthy albino rats. Integr. Med. Res. 2017; 6:292-299.

Litchfield JT, Wilcoxon F. Simplified method of evaluating dose effect experiments. J. Pharmacol. Exp. Ther. 1949; 96:99-113.

Khare S, Asad M, Dhamanigi SS, Prasad VS. Antiulcer activity of cod liver oil in rats. Indian J. Pharmacol. 2008; 40(5):209-214.

Vogel HG, Vogel WH, Scholkens BA, Johann JS, Ludwig GM, Vogel WF. Drug Discovery and Evaluation: Pharmacological Assays. Germany: Springer Verlag; 2008. 1236-1237 p.

Yusuf H, Kamarlis RK, Yusni Y, Fahriani M. The anticancer activity of ethanol extract of Chromolaena odorata leaves in 7,12-dimethylbenz[a]anthracene in (DMBA) induced breast cancer Wistar rats (Rattus novergicus). Pharmacia 2021; 68(2):493-499.

Jafari A, Andishfar N, Esmaeilzadeh Z, Khezri MR, Ghasemnejad-Berenji M. Gastroprotective effect of topiramate on indomethacin-induced peptic ulcer in rats: Biochemical and histological analyses. Basic Clin. Pharmacol. Toxicol. 2022; 130(5):559-568.

Kassab SE, Khedr MA, Ali HI, Abdalla MM. Discovery of new indomethacin-based analogs with potentially selective cyclooxygenase-2 inhibition and observed diminishing to PGE2 activities. Eur. J. Med. Chem. 2017; 141:306-321.

Xu S, Uddin MJ, Banerjee S, Duggan K, Musee J, Kiefer JR, Ghebreselasie K, Rouzer CA, Marnett LJ. Fluorescent indomethacin-dansyl conjugates utilize the membranebinding domain of cyclooxygenase-2 to block the opening to the active site. J. Biol. Chem. 2019; 294(22):8690-8698.

Martin EM, Till RL, Sheats MK, Jones SL. Misoprostol inhibits equine neutrophil adhesion, migration, and respiratory burst in an in vitro model of inflammation. Front. Vet. Sci. 2017; 4:159.

Bhatia S, Sharma K, Sharma A, Nagpal K, Bera T. Antiinflammatory, analgesic and antiulcer properties of Porphyra vietnamensis. Avicenna J. Phytomed. 2015; 5(1):69-77.

Zheng H, Chen Y, Zhang J, Wang L, Jin Z, Huang H, Man S, Gao W. Evaluation of protective effects of costunolide and dehydrocostuslactone on ethanol-induced gastric ulcer in mice based on multi-pathway regulation. Chem. Biol. Interact. 2016; 250:68-77.

Okoroiwu HU, Okafor IM, Uko EK, Atangwho IJ. Some hematological parameters of Wistar rats treated with Chromolaena odorata leave extracts. J. Biol. Res. Italy 2017; 90:51-55.

Ma J, Jin X, Yang L, Liu ZL. Diarylheptanoids from the rhizomes of Zingiber officinale. Phytochemistry 2004; 65(8):1137-1143.

Lee MW, Lee YA, Park HM, Toh SH, Lee EJ, Jang HD, Kim YH. Antioxidative phenolic compounds from the roots of Rhodiola sachalinensis A. Bor. Arch. Pharm. Res. 2000; 23:455-458.

Zhang SX, Tani T, Yamaji S, Ma CM, Wang MC, Cai SQ, Zhao YY. Glycosyl flavonoids from the roots and rhizomes of Asarum longerhizomatosum. J. Asian Nat. Prod. Res. 2003; 5(1):25-30.

Tan CY, Wang JH, Li X. Phytoecdysteroid constituents from Cyanotis arachnoidea. J. Asian Nat. Prod. Res. 2003; 5(4):237-240.

Xiang Y, Haixia W, Lijuan M, Yanduo T. Isolation, purification and identification of antioxidants from Lepidium latifolium extracts. Med. Chem. Res. 2017; 27:37-45.

Zhang W, Chen C, Zhang C, Duan J, Yao H, Li Y, Meng A, Shi J. Insight into the binding interaction of kaempferol-7-O- α-L-rhamnopyranoside with human serum albumin by multiple fluorescene spectroscopy and molecular modeling. Exp. Ther. Med. 2017; 13:3619-3623.

Zammel N, Saeed M, Bouali N, Elkahoui S, Alam JM, Rebai T, Kausar MA, Adnan M, Siddiqui AJ, Badraoui R. Antioxidant and anti-inflammatory effects of Zingiber officinale roscoe and Allium subhirsutum: In silico, biochemical and histological study. Foods 2021; 10(6):1383.

Lee YT, Hsieh YL, Yeh YH, Huang CY. Synthesis of phenolic amide as evaluation antioxidative and antiinflammatory in vitro and in vivo. RSC Adv. 2015; 5:85806- 85815.

Lee GH, Hwang KA, Kang JH, Choi KC. Effect of Achyranthes japonica Nakai extract on immunity and antiinflammation in dogs. Can. J. Vet. Res. 2020; 84(4):294-301.

Fetni S, Bertella N, Ouahab A. LC-DAD/ESI-MS/MS characterization of phenolic constituents in Rosa canina L. and its protective effect in cells. Biomed. Chromatogr. 2020; 34(12):e4961.

Vargas-Arana G, Merino-Zegarra C, Riquelme-Penaherrera M, Nonato-Ramirez L, Delgado-Wong H, Pertino MW, Parra C, Simirgiotis MJ. Antihyperlipidemic and antioxidant capacities, nutritional analysis and UHPLC-PDA-MS characterization of Cocona fruits (Solanum sessiliflorum Dunal) from the Peruvian amazon. Antioxidants 2021; 10(10):1566.