Analysis of phytochemical constituents, antibacterial, antioxidant and GC-MS profiling of Crotalaria ramosissima leaf extracts

Authors

  • Lanchana HA Department of Studies in Botany, University of Mysore, Manasagangotri, Mysore-570006, Karnataka, India
  • Rajkumar H Garampalli Department of Studies in Botany, University of Mysore, Manasagangotri, Mysore-570006, Karnataka, India

DOI:

https://doi.org/10.25004/IJPSDR.2024.160314

Keywords:

Key words: Crotalaria ramosissima, antibacterical, TLC-Bioautography, antioxidant, GC-MS analysis.

Abstract

Crotalaria ramosissima Roxb. (Fabales: Fabaceae) is a common weed that grows prolifically in few areas of Karnataka. The plant used as insect repellent in grain storage room and C. ramosissima leaves used to treat skin diseases. The purpose of study was to investigate phytochemical constituents and evaluate their antibacterial and antioxidant properties along with bioactive compound profiling. Phytochemical screening of ethyl acetate, ethanol and methanol extracts revealed presence of necessary phytochemical components, anti-microbial activity against plant pathogens showed  best results from ethyl acetate extract with MIC 15.60µg mL-1 against Pseudomonas syringae and Xanthomonas oryzae with MIC 31.25µg mL-1,  confirmed with TLC bio-autography, DPPH antioxidant assay, showed the highest activity of IC-50 2.71µg mL-1 from  methanol extract with standard reference, Gas chromatography/Mass spectroscopy (GC-MS) used for profiling to detect chemical compounds from plant solvent extracts which showed presence of 21 compounds,  ethyl acetate extract identified with 1,2,4-Oxidiazole, 3-(1,3-bezodioxol-5-y-5-[2-(4-methoxyphenyl)-ethyl] which is heterocyclic aromatic compound  of azole family-alkaloid, which is reported for the first time in C. ramosissima. The results revealed significant properties and the obtained 1,2,4-oxidiazole derivative can be a novel bio-control agent against microorganisms and for crop protection. It also retained current researcher's attention from its biological properties in pharmaceutical drug industry.

 

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References

Harborne AJ. Phytochemical methods a guide to modern techniques of plant analysis. springer science and business media, 1998.

Yamamoto K, Takahashi K, Mizuno H, Anegawa A, Ishizaki K, Fukaki H, Ohnishi M, Yamazaki M, Masujima T, Mimura T. Cell-specific localization of alkaloids in Catharanthus roseus stem tissue measured with Imaging MS and Single-cell MS. Proceedings of the National Academy of Sciences. 2016;113 (14):3891-3896. Available from: https://doi.org/10.1073/pnas.1521959113.

Rout GR, Das P. Effect of metal toxicity on plant growth and metabolism: I. Zinc. Sustainable agriculture Springer. 2009;873-884. Available from: https://doi.org/10.1007/978-90-481-2666-8_53

Phillipson JD. Phytochemistry and medicinal plants. Phytochemistry. 2001;56 (3):237-43. Available from: https://doi.org/10.1016/S0031-9422 (00)00456-8.

Subramaniam S, Pandey AK. Reinstatement of Crotalaria pellita (Leguminosae, Papilionoideae) and a new combination for its variety. Phytotaxa. 2014;183(1):051-5. Available from: http://dx.doi.org/10.11646/phytotaxa.183.1.6.

Wortmann CS, Isabirye M, Musa S. Crotalaria ochroleuca as a green manure crop in Uganda. African Crop Science Journal. 1994;2(1). Available from: http://dx.doi.org/10.4314/acsj.v2i1.54683

Nwude N, Ibrahim MA. Plants used in traditional veterinary medical practice in Nigeria. Journal of Veterinary Pharmacology and therapeutics. 1980;3(4):261-73. Available from: https://doi.org/10.1111/j.1365-2885.1980.tb00491.x

Polhill RM. Crotalaria in Africa and Madagascar. CRC Press; 1982.

Stepanova AV, Oskolski AA, Tilney PM, Van Wyk BE. Wood anatomy of the tribe Podalyrieae (Fabaceae, Papilionoideae): Diversity and evolutionary trends. South African Journal of Botany. 2013;89:244-256. Available from: https://doi.org/10.1016/j.sajb.2013.07.023.

Verdoorn GH. Alkaloids as taxonomic characters in the tribe Crotalarieae (Fabaceae). Biochemical systematics and ecology. 1990;18(7-8):503-515. Available from: https://doi.org/10.1016/0305-1978(90)90122-V.

Pearson W. Pyrrolizidine Alkaloids in higher plants: hepatic veno-occlusive disease associated with chronic consumption. Journal of nutraceuticals, functional and medical foods. 2001;3(1):87-96. Available from: https://doi.org/10.1300/J133v03n01_06.

Subramaniam S, Pandey AK, Rather SA. A revised circumscription of the species in Bracteatae complex (section Calycinae) in the genus Crotalaria L.: evidence from nuclear and chloroplast markers. Plant Systematics and Evolution. 2015;2261-2290. Available from: https://doi.org/10.1007/s00606-015-1228-8

Thomas B, Kumar KM, George S, Rajendran A, Balachandran I. A new variety of Crotalaria ramosissima (Fabaceae) from Tamil Nadu, India. Asian Pacific Journal of Tropical Biomedicine. 2012;(3):S1412-S1414. Available from: https://doi.org/10.1016/S2221-1691(12)60427-4

Tirkey A. Some ethnomedicinal plants of family-Fabaceae of Chhattisgarh state. Indain Journal of Traditional Knowledge 2006;5(4):551-553. Available from: https://www.cabidigitallibrary.org/doi/full/10.5555/20063220770

Khalilullah MD, Sharma VM, Rao PS, Raju KR. Crotaramosmin, a new prenylated flavanone from Crotalaria ramosissima. Journal of Natural Products. 1992;55(2):229-31. Available from: https://doi.org/10.1021/np50080a013

Rao MS, Narukulla R. A new trimethoxychalcone from Crotalaria ramosissima. Fitoterapia. 2007;78(6):446-7. Available from: http://dx.doi.org/10.1016/j.fitote.2007.03.011

Narender T, Tanvir K, Rao MS, Srivastava K, Puri SK. Prenylated chalcones isolated from Crotalaria genus inhibits in vitro growth of the human malaria parasite Plasmodium falciparum. Bioorganic and medicinal chemistry letters. 2005;15(10):2453-5. Available from: https://doi.org/10.1016/j.bmcl.2005.03.081

Schrenk D, Gao L, Lin G, Mahony C, Mulder PP, Peijnenburg A, Pfuhler S, Rietjens IM, Rutz L, Steinhoff B, These A. Pyrrolizidine alkaloids in food and phytomedicine: Occurrence, exposure, toxicity, mechanisms, and risk assessment-A review. Food and chemical toxicology. 2020;136:107-111. Available from: https://doi.org/10.1016/j.fct.2019.111107

Xing N, Meng X, Wang S. Isobavachalcone: A comprehensive review of its plant sources, pharmacokinetics, toxicity, pharmacological activities and related molecular mechanisms. Phytotherapy Research. 2022;36(8):3120-42. Available from: https://doi.org/10.1002/ptr.7520.

Alabri TH, Al Musalami AH, Hossain MA, Weli AM, Al-Riyami Q. Comparative study of phytochemical screening, antioxidant and antimicrobial capacities of fresh and dry leaves crude plant extracts of Datura metel L. Journal of King Saud University-Science. 2014;(3):237-43. Available from: https://doi.org/10.1016/j.jksus.2013.07.002

Morsy N. Phytochemical analysis of biologically active constituents of medicinal plants. Main Group Chemistry. 2014;13(1):7-21.Available from: DOI:10.3233/MGC-130117.

Schwalbe R, Steele-Moore L, Goodwin AC. Antimicrobial susceptibility testing protocols. Crc Press; 2007. Available from: https://doi.org/10.1201/9781420014495.

Balouiri M, Sadiki M, Ibnsouda SK. Methods for in vitro evaluating antimicrobial activity: A review. Journal of pharmaceutical analysis. 2016;71-9. Available from: https://doi.org/10.1016/j.jpha.2015.11.005

Jesionek W, Majer-Dziedzic B, Horváth G, Móricz ÁM, Choma IM. Screening of antibacterial compounds in Thymus vulgaris L. tincture using thin-layer chromatography—direct bioautography and liquid chromatography—tandem mass spectrometry techniques. JPC–Journal of Planar Chromatography–Modern TLC. 2017;131-5. Available from: https://doi.org/10.1556/1006.2017.30.2.7.

Dann AT. Detection of N-oxides of the pyrrolizidine alkaloids. Nature. 1960;186(4730):1051.Available from: https://doi.org/10.1038/1861051a0.

Islam MZ, Hossain MT, Hossen F, Mukharjee SK, Sultana N, Paul SC. Evaluation of antioxidant and antibacterial activities of Crotalaria pallida stem extract. Clinical Phytoscience. 2018;4:1-7. Available from: https:https://doi.org/10.1186/s40816-018-0066-y.

Huang L, Zhu X, Zhou S, Cheng Z, Shi K, Zhang C, Shao H. Phthalic acid esters: Natural sources and biological activities. Toxins. 2021;13(7):495. Available from: https://doi.org/10.3390/toxins13070495.

Chen W, Viljoen AM. Geraniol—A review of a commercially important fragrance material. South African Journal of Botany. 2010;76(4):643-51. Available from: https://doi.org/10.1016/j.sajb.2010.05.008.

Zhu L, Zeng H, Liu D, Fu Y, Wu Q, Song B, Gan X. Design, synthesis, and biological activity of novel 1, 2, 4-oxadiazole derivatives. BMC chemistry. 2020;14:1-2. Available from: https://doi.org/10.1186/s13065-020-00722-1.

Krolenko KY, Vlasov SV, Zhuravel IA. Synthesis and antimicrobial activity of 5-(1 H-1, 2, 3-triazol-4-yl)-1, 2, 4-oxadiazole derivatives. Chemistry of Heterocyclic Compounds. 2016;52:823-30. Available from: https://doi.org/10.1007/s10593-016-1972-x.

Kumari R, Kumar S. Pharmacological, phytochemical and their application of Crotalaria L. Genus. 2022;15. Available from: https://dx.doi.org/10.2139/ssrn.4097263

Luo L, Liu D, Lan S, Gan X. Design, Synthesis, and Biological Activity of Novel Chalcone Derivatives Containing an 1, 2, 4-Oxadiazole Moiety. Frontiers in Chemistry. 2022;10:943062. Available from: https://doi.org/10.3389/fchem.2022.943062.

Richard D, Kefi K, Barbe U, Bausero P, Visioli F. Polyunsaturated fatty acids as antioxidants. Pharmacological research. 2008;57(6):451-5. Available from: https://doi.org/10.1016/j.phrs.2008.05.002.

Munim A, Negishi O, Ozawa T. Antioxidative compounds from Crotalaria sessiliflora. Bioscience, biotechnology, and biochemistry. 2003;67(2):410-4. Available from: https://doi.org/10.1271/bbb.67.410.

Anim MT, Larbie C, Appiah-Opong R, Tuffour I, Owusu KB, Aning A. Phytochemical, antioxidant and cytotoxicity of hydroethanolic extracts of Crotalaria retusa L. World Journal . of Pharmacy Research. 2016; 5990:162-179.

Rajamanikyam M, Vadlapudi V, Parvathaneni SP, Koude D, Sripadi P, Misra S, Amanchy R, Upadhyayula SM. Isolation and characterization of phthalates from Brevibacterium mcbrellneri that cause cytotoxicity and cell cycle arrest. Journal. 2017;16:375. Available from: https://doi.org/10.17179%2Fexcli2017-145.

Tayade AB, Dhar P, Kumar J, Sharma M, Chauhan RS, Chaurasia OP, Srivastava RB. Chemometric profile of root extracts of Rhodiola imbricata Edgew. with hyphenated gas chromatography mass spectrometric technique. PLoS One. 2013;8(1):e52797. Available from: https://doi.org/10.1371/journal.pone.0052797

Abubacker MN, Deepalakshmi T. In vitro antifungal potential of bioactive compound methyl ester of hexadecanoic acid isolated from Annona muricata linn (annonaceae) leaves. Bioscience Biotechnology Research Asia. 2013;10(2):879-84. Available from: http://dx.doi.org/10.13005/bbra/1211

Belakhdar G, Benjouad A, Abdennebi EH. Determination of some bioactive chemical constituents from Thesium humile Vahl. Journal of Materials and Environmental Science. 2015;6(10):2778-83.

Fletcher MT, McKenzie RA, Blaney BJ, Reichmann KG. Pyrrolizidine alkaloids in Crotalaria taxa from northern Australia: risk to grazing livestock. Journal of agricultural and food chemistry. 2009;57(1):311-9. Available from: https://doi.org/10.1021/jf8026099

de Felício R, de Albuquerque S, Young MC, Yokoya NS, Debonsi HM. Trypanocidal, leishmanicidal and antifungal potential from marine red alga Bostrychia tenella J. Agardh (Rhodomelaceae, Ceramiales). Journal of pharmaceutical and biomedical analysis. 2010;52(5):763-9. Available from: https://doi.org/10.1016/j.jpba.2010.02.018

Brigelius‐Flohé R, Traber MG. Vitamin E: function and metabolism. The FASEB journal. 1999;13(10):1145-55. Available from: https://doi.org/10.1096/fasebj.13.10.1145.

Schrenk D, Gao L, Lin G, Mahony C, Mulder PP, Peijnenburg A, Pfuhler S, Rietjens IM, Rutz L, Steinhoff B, These A. Pyrrolizidine alkaloids in food and phytomedicine: Occurrence, exposure, toxicity, mechanisms, and risk assessment-A review. Food and chemical toxicology. 2020;136:107-111. Available from: https://doi.org/10.1016/j.fct.2019.111107.

Goni LK, Jafar Mazumder MA, Tripathy DB, Quraishi MA. Acridine and its derivatives: synthesis, biological, and anticorrosion properties. Materials. 2022;15(21):7560. Available from: https://doi.org/10.3390/ma15217560.

Shanab SM, Shalaby EA. Biological activities and anticorrosion efficiency of water hyacinth (Eichhornia crassipes). Journal of Medicinal Plants Research. 2012;6(23):3950-62. Available from: DOI: 10.5897/JMPR12.191

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Published

30-05-2024

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Research Article

How to Cite

“Analysis of Phytochemical Constituents, Antibacterial, Antioxidant and GC-MS Profiling of Crotalaria Ramosissima Leaf Extracts”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 16, no. 3, May 2024, pp. 426-34, https://doi.org/10.25004/IJPSDR.2024.160314.