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Phytochemical Profile of Yellow Rain Lily (Zephyranthes citrina Baker) Flowers

PJSWR_29_2_102-106

Research Article

Phytochemical Profile of Yellow Rain Lily (Zephyranthes citrina Baker) Flowers

Malik F.H. Ferdosi1*, Arshad Javaid2, Iqra Haider Khan2 and Muhammad Kaleem Naseem1

1Department of Horticulture, Faculty of Agricultural Sciences, University of the Punjab, Lahore, Pakistan; 2Department of Plant Pathology, Faculty of Agricultural Sciences, University of the Punjab, Lahore, Pakistan.

Abstract | Zephyranthes citrina Baker commonly known as yellow rain lily, is a bulbous weed of Amaryllidaceae. In the present study, phytoconstituents from methanolic flower extract of this plant were identified through GC-MS. A total of 13 compounds were found in the extract. These included heptacosan-9-ol (15.01%), 2-hexanamine (13.28%), n-hexadecanoic acid (10.38%), eicosane (10.37%), 4H-pyran-4-one, 2,3-dihydro-3,5-dihydroxy-6-methyl (9.69%), cyclohexane, 1,1’-(2-propyl-1,3-propanediyl)bis-(8.81%), hexadecane-1,2-diol (6.34%), pentadecanoic acid, 14-methyl-, methyl ester (5.76%), methyl linolenate (5.38%), octadecanoic acid (4.04%), methyl (Z)-5,11,14,17-eicosatetraenoate (3.56%), methyl linoleate (4.38%), and linoleic acid (2.94%). These compounds possess various biological activities as reported in the previous literature.


Received | March 21, 2023; Accepted | June 14, 2023; Published | June 27, 2023

*Correspondence | Malik F.H. Ferdosi, Department of Horticulture, Faculty of Agricultural Sciences, University of the Punjab, Lahore, Pakistan; Email: fiaz.iags@pu.edu.pk, malikferdosi@yahoo.com

Citation | Ferdosi, M.F.H., A. Javaid, I.H. Khan and M.K. Naseem. 2023. Phytochemical profile of yellow rain lily (Zephyranthes citrina Baker) flowers. Pakistan Journal of Weed Science Research, 29(2): 102-106.

DOI | https://dx.doi.org/10.17582/journal.PJWSR/2023/29.2.102.106

Keywords | Bioactive compounds, Bulbous weed, Flower extract, Natural products, Yellow rain lily

Copyright: 2023 by the authors. Licensee ResearchersLinks Ltd, England, UK.

This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).



Introduction

Plants are popular source of food and have also been considered as the origin of medicines in many cultures around the world. They are an excellent source of phytochemicals exhibiting important biological activities (Naqvi et al., 2020; Khan and Javaid, 2013, 2022). These phytochemicals work as antioxidants and help to protect the human body against free radical damages (Boots et al., 2008; Khan and Javaid, 2019, 2020). These compounds also have antimicrobial, insecticidal, anticancer and anti-inflammatory activities (Javaid et al., 2021a; Jabeen et al., 2022). Using medicinal plants to treat different ailments is traditional in many countries like Japan, Pakistan, India, Thailand, China and Sri Lanka (Abdala et al., 2012; Singh et al., 2020). Currently, the use of plants to treat various diseases is increasing worldwide, due to the fact that use of plant products are safe for use (Michel et al., 2020). Pharmacological properties of medicinal plants are due to a large number of phytoconstituents belonging to various groups such as flavonoids, saponins, tannins, steroids, glycosides, alkaloids and terpenoids (Paul and Sinha, 2016; Javaid et al., 2022).

Yellow rain lily (Zephyranthes citrina) is a bulbous herb of family Amaryllidaceae (Figure 1). Although native to America but it is also cultivated as an ornamental plant for its beautiful flowers (Singh et al., 2010). The name “rain lily” is due to its tendency of blooming during rainy season. Only a few studies have been carried out regarding its biological and pharmacological activities. Its antimicrobial, antiprotozoal and cytotoxic activities are generally due to presence of alkaloids in different parts of this plant (Herrera et al., 2001; Singh et al., 2010; Prakash and Vedanayaki, 2019). Like other species of the genus Zephyranthes, Z. citrina also contains many Amaryllidaceae alkaloids. So far, more than 20 alkaloids have been reported from this plant including galanthine, haemanthamine, lycorine, haemanthidine, narcissidine, vittatine, oxomaritidine, maritidine, zephyramine, lycorenine and galanthaine (Kohelová et al., 2021). However, majority of the earlier studies were carried out on phytochemical analysis of bulbs of this plant while such studies on its flowers are rare. The objective of the present study was to identify bioactive phytoconstituents in flowers of yellow rain lily through GC-MS analysis.

 

Materials and Methods

Flowers of yellow rain lily were harvested during September 2022 from a grassy lawn of Botanical Garden, Punjab University Lahore, Pakistan. After washing with water, fresh flowers were dried in an electric oven at 40 ºC. The dried flowers were thoroughly crushed with the help of pastel and mortal. The crushed flowers were soaked in methanol (analytical grade) and left for 2 weeks for extraction of compounds. After that, it was filtered and stored in a closed test tube.

Phytochemicals present in methanolic flower extract of yellow rain lily were identified through GC-MS analysis following the procedure explained by Javaid et al. (2021a). Gas chromatography (GC) was carried out on 7890B Model Machine of Agilent Technologies with a DB-5ms column of dimensions 30 m × 0.25 μm × 0.25 μm. Helium gas was used as a carrier material. After injecting 1 µL of the methanolic extract, with an initial temperature of the oven set at 80 ºC, it was increased to 300 ºC at a rate of 10 ºC min-1. MS analysis was done on 5977A Model Machine with scan range of 50–500 m/z. The sample was run for 40 min. NIST library 2020 was used for phytochemical analysis. Identified compounds were set in an increasing order of retention times. Peaks heights was used for measurement of relative abundance of the compounds.

Results and Discussion

The chromatogram of GC-MS analysis is presented in Figure 2 that represents occurrence of 13 compounds in the flower extract of yellow rain lily whose details are given in Table 1. Heptacosan-9-ol (15.01%) was the predominant compound in the flower extract. The second major compound was 2-hexanamine (13.28%). Other abundantly occurring compounds identified in the present study were n-hexadecanoic acid (10.38%), eicosane (10.37%), and 4H-pyran-4-one, 2, 3-dihydro-3, 5-dihydroxy-6-methyl (9.69%). Among these, n-hexadecanoic acid has been found in many other plant species namely Tagetes erecta (Ferdosi et al., 2022), Chenopodium murale (Naqvi et al., 2022), Vinca major (Javaid et al., 2021b) and others. Being an important biomolecule, it has many biological activities. It has antifungal activity and can control the growth of many species of genus Candida as reported by Souza et al. (2015). Moreover, its cytotoxic (Ravi and Krishman, 2017), and anti-inflammatory (Aparna et al., 2012) have also been reported. Eicosane was also identified as an abundant compound in this study. Previously, Ahsan et al. (2017) identified this compound from a Streptomyces strain and found very effective against Rhizoctonia solani, isolated from tobacco leaves suffering from target leaf spot disease.

 

Table 1: List of compounds in methanolic flower extract of rain lily identified by GC-MS analysis.

S. No.

Names of compounds

Molecular formula

Molecular weight

Retention time (min)

Peak area (%)

1

4H-Pyran-4-one, 2, 3-dihydro-3, 5-dihydroxy-6-methyl-

C6H8O4

144.12

11.702

9.69

2

2-Hexanamine

C6H15N

101.19

17.627

13.28

3

Pentadecanoic acid, 14-methyl-, methyl ester

C17H34O2

270.45

25.383

5.76

4

n-Hexadecanoic acid

C16H32O2

256.42

25.873

10.38

5

Methyl linoleate

C19H34O2

294.47

27.702

4.38

6

Methyl linolenate

C19H32O2

292.45

27.782

5.38

7

Linoleic acid

C18H32O2

280.44

28.202

2.94

8

Methyl (Z)-5, 11, 14, 17-eicosatetraenoate

C21H34O2

318.49

28.277

3.56

9

Octadecanoic acid

C18H36O2

284.47

28.588

4.04

10

Hexadecane-1, 2-diol

C16H34O2

258.44

32.674

6.34

11

Heptacosan-9-ol

C27H56O

396.7

34.870

15.01

12

Eicosane

C20H42

282.54

36.416

10.37

13

Cyclohexane, 1, 1'-(2-propyl-1, 3-propanediyl) bis-

C18H34

250.46

36.947

8.81

 

 

Moderately abundant compounds in the flower extract were cyclohexane, 1,1’-(2-propyl-1, 3-propanediyl) bis- (8.81%), hexadecane-1, 2-diol (6.34%), pentadecanoic acid, 14-methyl-, methyl ester (5.76%), methyl linolenate (5.38%), octadecanoic acid (4.04%), and methyl linoleate (4.38%). Octadecanoic acid is a part of many vegetable oils. This compound and its derivatives are known to possess antibacterial activity (Silva et al., 2002; Ivanova et al., 2017). Methyl linoleate has been reported as urine acidifier and uric acid inhibitor (Duke, 1992). Likewise, methyl linolenate is recognized nematicidal, anti-inflammatory, antiandrogenic, anticancer and antihistaminic compound (Devi and Muthu, 2014).

Two compounds namely methyl (Z)-5, 11, 14, 17-eicosatetraenoate (3.56%), and linoleic acid (2.94%) were recognized as less abundant ones (Table 1). The later compound and possesses antioxidant activity (Krishna et al., 2012). It concludes that flowers of yellow rain lily contain important bioactive compounds such as n-hexadecanoic acid, eicosane, octadecanoic acid, methyl linoleate and methyl linolenate.

Acknowledgement

Authors are grateful to the management of Faculty of Agricultural Sciences for providing fascililities to complete this research work.

Novelty Statement

In this paper, phytochemical analysis of flowers of yellow rain lily, collected from Lahore, was carried. Previously, there is not any such study from this region.

Author’s Contribution

Malik F.H. Ferdosi: Conceived the idea, collected the materials and supervised GC-MS analysis part.

Arshad Javaid: Supervised the work, added discussion and finalized the paper.

Iqra Haider Khan: Contributed in paper writing.

Muhammad Kaleem Naseem: Contributed in paper writing.

Conflict of interest

The authors have declared no conflict of interest.

References

Abdala, S., D. Martín-Herrera, D. Benjumea and S.D. Gutiérrez. 2012. Diuretic activity of some Smilax canariensis fractions. J. Ethnopharmacol., 140(2): 277-281. https://doi.org/10.1016/j.jep.2012.01.017

Ahsan, T., J. Chen, X. Zhao, M. Irfan and Y. Wu. 2017. Extraction and identification of bioactive compounds (eicosane and dibutyl phthalate) produced by Streptomyces strain KX852460 for the biological control of Rhizoctonia solani AG-3 strain KX852461 to control target spot disease in tobacco leaf. AMB Express, 7(1): Article 54. https://doi.org/10.1186/s13568-017-0351-z

Aparna, V., D. Vijayan, P. Mandal and P. Karthe. 2012. Anti-Inflammatory property of n-hexadecanoic acid: structural evidence and kinetic assessment. Chem. Biol. Drug Des., 80: 434-439.

Boots, A.W., G.R. Haenen and A. Bast. 2008. Health effects of quercetin: From antioxidant to nutraceutical. Eur. J. Pharmacol., 585: 325-337. https://doi.org/10.1016/j.ejphar.2008.03.008

Devi, J.A.I. and A.K. Muthu. 2014. Gas chromatography- mass spectrometry analysis of bioactive constituents in the ethanolic extract of Saccharum spontaneum Linn. Int. J. Pharm. Pharmaceut. Sci., 6: 755-759.

Duke, J.A., 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.

Ferdosi, M.F.H., I.H. Khan and A. Javaid. 2022. Composition of essential oil isolated from marigold (Tagetes erecta L.) flowers cultivated in Lahore, Pakistan. Bangladesh J. Bot., 51(4): 683-688. https://doi.org/10.3329/bjb.v51i4.63486

Herrera, M.R., A.K. Machocho, R. Brun, F. Viladomat, C. Codina and J. Bastida. 2001. Crinane and lycorane type alkaloids from Zephyranthes citrina. Planta Med., 67(2): 191-193. https://doi.org/10.1055/s-2001-11495

Ivanova, E.P., S.H. Nguyen, Y. Guo, V.A. Baulin, H.K. Webb, V.K. Truong, J.V. Wandiyanto, C.J. Garvey, P.J. Mahon, D.E. Mainwaring and R.J. Crawford. 2017. Bactericidal activity of self-assembled palmitic and stearic fatty acid crystals on highly ordered pyrolytic graphite. Acta Biomater., 59: 148-157. https://doi.org/10.1016/j.actbio.2017.07.004

Jabeen, N., I.H. Khan and A. Javaid. 2022. Fungicidal potential of leaf extract of Datura metel L. to control Sclerotium rolfsii Sacc. Allelopathy J., 56(1): 59-68. https://doi.org/10.26651/allelo.j/2022-56-1-1387

Javaid, A., S.F. Naqvi and I.H. Khan. 2021a. Ethyl acetate extract of Chenopodium murale root, a source of bioactive compounds. Pak. J. Weed Sci. Res., 27(1): 93-100. https://doi.org/10.28941/pjwsr.v27i1.926

Javaid, A., M.F.H. Ferdosi, I.H. Khan, A. Shoaib, H.M. Saeed and M.A.U. Hassan. 2021b. Biochemical analysis of flowers of Vinca major, a medicinal weed plant of hilly areas of Pakistan. Pak. J. Weed Sci. Res., 27: 537-546. https://doi.org/10.28941/pjwsr.v27i4.1014

Javaid, A., F.A. Chaudhury, I.H. Khan and M.F.H. Ferdosi. 2022. Potential health-related phytoconstituents in leaves of Chenopodium quinoa. Adv. Life Sci., 9(4): 574-578.

Khan, I.H. and A. Javaid. 2013. Antifungal activity of Melia azedarach L. fruit extract against Sclerotium rolfsii, the cause of collar rot disease of chickpea. Mycopath, 11(1): 9-13.

Khan, I.H. and A. Javaid. 2019. Antifungal, antibacterial and antioxidant components of ethyl acetate extract of quinoa stem. Plant Prot., 3(3): 125-130. https://doi.org/10.33804/pp.004.03.3422

Khan, I.H. and A. Javaid. 2020. Anticancer, antimicrobial and antioxidant compounds of quinoa inflorescence. Adv. Life Sci., 8(1): 68-72.

Khan, I.H. and A. Javaid. 2022. Hexane soluble bioactive components of leaf extract of quinoa. J. Anim. Plant Sci., 32(2): 309-314.

Kohelová, E., J. Maříková, J. Korábečný, D. Hulcová, T. Kučera, D. Jun and L. Cahlíková. 2021. Alkaloids of Zephyranthes citrina (Amaryllidaceae) and their implication to Alzheimer’s disease: Isolation, structural elucidation and biological activity. Bioorg. Chem., 107: 104567. https://doi.org/10.1016/j.bioorg.2020.104567

Krishna, A.N.V., B.V. Raman, K.R. Babu and C. Apparao. 2012. Antioxidant activity and GC-MS analysis of Phragmytes vallatoria leaf ethanoic extract. Int. Res. J. Pharm., 3: 252-254.

Michel, J., N.Z. Abd Rani and K. Husain. 2020. A review on the potential use of medicinal plants from Asteraceae and Lamiaceae plant family in cardiovascular diseases. Front. Pharmacol., 11: Article 852. https://doi.org/10.3389/fphar.2020.00852

Naqvi, S.F., I.H. Khan and A. Javaid. 2020. Hexane soluble bioactive components of Chenopodium murale stem. Pak. J. Weed Sci. Res., 26(4): 425-432. https://doi.org/10.28941/pjwsr.v26i4.875

Naqvi, S.F., I.H. Khan and A. Javaid. 2022. Detection of compounds and efficacy of n-butanol stem extract of Chenopodium murale L. against Fusarium oxysporum f. sp. lycopesici. Bangladesh J. Bot., 51(4): 663-668. https://doi.org/10.3329/bjb.v51i4.63483

Paul, D. and S.N. Sinha. 2016. An update on biological activities of medicinal plant Ipomoea quamoclit L. Trop. Plant. Res., 3(1): 186-190.

Prakash, J. and S. Vedanayaki. 2019. In vitro cytotoxicity studies of methanolic bulb extract of Zephyranthes citrina on cervical cancer (Hela), breast cancer (MCF-7) and oral cancer (SCC-9). J. Pharmaceut. Sci. Res., 11(6): 2353-2356.

Ravi, L. and K. Krishnan. 2017. Cytotoxic potential of n-hexadecanoic acid extracted from Kigelia pinnata leaves. Asian J. Cell Biol., 12: 20-27. https://doi.org/10.3923/ajcb.2017.20.27

Silva, L.L.D., M. Nascimento, D.H.S. Silva, M Furlan and B.V. da Silva. 2002. Antibacterial activity of a stearic acid derivative from Stemodia foliosa. Planta Med., 68(12): 1137-1139. https://doi.org/10.1055/s-2002-36346

Singh, U.P., L. Gohain, S. Maurya, A. Singh, V.B. Pandey and A.K. Singh. 2010. Antifungal activity of two alkaloids of Zephyranthes citrina and their field efficacy against powdery mildew (Erysiphecichora cearum) of balsam. Arch. Phytopathol. Plant Prot., 43(3): 302-311. https://doi.org/10.1080/03235400701804067

Singh, A., A. Mishra, R. Chaudhary and V. Kumar. 2020. Role of herbal plants in prevention and treatment of parasitic diseases. J. Sci. Res., 64(1): 50-58. https://doi.org/10.37398/JSR.2020.640106

Souza, T.B.D., A.C.O. Bretas, R.J. Alves, T.F.F. Magalhaes and M.A.R. Stoianoff. 2015. Synthesis and antifungal activity of palmitic acid-based neoglycolipids related to papulacandin D. Quim. Nova, 38: 1282-1288. https://doi.org/10.5935/0100-4042.20150156

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