journal article·2021-03-04Open access

Identification and Application of Bioactive Compounds from Garcinia xanthochymus Hook. for Weed Management

Md. Mahfuzur Rob, Kawsar Hossen, Mst. Rokeya Khatun, Keitaro Iwasaki, Arihiro Iwasaki, Kiyotake Suenaga, Hisashi Kato-Noguchi

Applied Sciences· Volume 11· Issue 5

Abstract

The allelopathic potential of plant species and their related compounds has been increasingly reported to be biological tools for weed control. The allelopathic potential of Garcinia xanthochymus was assessed against several test plant species: lettuce, rapeseed, Italian ryegrass, and timothy. The extracts of G. xanthochymus leaves significantly inhibited all the test plants in a concentration- and species-specific manner. Therefore, to identify the specific compounds involved in the allelopathic activity of the G. xanthochymus extracts, assay-guided purification was carried out and two allelopathic compounds were isolated and identified as methyl phloretate {3-(4-hydroxyphenyl) propionic acid methyl ester} and vanillic acid (4-hydroxy-3-methoxybenzoic acid). Both of the substances significantly arrested the cress and timothy seedlings growth. I50 values (concentrations required for 50% inhibition) for shoots and roots growth of the cress and timothy were 113.6–104.6 and 53.3–40.5 μM, respectively, for methyl phloretate, and 331.6–314.7 and 118.8–107.4 μM, respectively, for vanillic acid, which implied that methyl phloretate was close to 3- and 2-fold more effective than vanillic acid against cress and timothy, respectively. This report is the first on the presence of methyl phloretate in a plant and its phytotoxic property. These observations suggest that methyl phloretate and vanillic acid might participate in the phytotoxicity of G. xanthochymus extract.
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Research context

OpenAlex topics: Allelopathy and phytotoxic interactions · Natural Compound Pharmacology Studies · Plant Parasitism and Resistance

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Applied Biological Science, Faculty of Agriculture, Miki, Kagawa University, Kagawa 761-0795, Japan

Department of Horticulture, Faculty of Agriculture, Sylhet Agricultural University, Sylhet 3100, Bangladesh

The United Graduate School of Agricultural Sciences, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan

Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku, Yokohama 223-8522, Japan

Funding

Ministry of Education, Culture, Sports, Science and Technology

References (53)

Show source-provided references
1. Simulating changes in cropping practices in conventional and glyphosate-resistant maize. II. Weed impacts on crop production and biodiversity10.1007/s11356-017-8796-9 ↗
2. Herbicidal activities of compounds isolated from the medicinal plant Piper sarmentosum10.1016/j.indcrop.2019.02.020 ↗
3. Herbicides based on 2, 4-D: Its behavior in agricultural environments and microbial biodegradation aspects. A review10.1007/s11356-020-10370-6 ↗
4. A herbicide resistance risk matrix10.1016/j.cropro.2018.09.005 ↗
5. Recent perspective of herbicide: Review of demand and adoption in world agriculture
6. Phytotoxic effects of volatile and water-soluble chemicals of Artemisia herba-alba10.1016/j.jaridenv.2017.11.010 ↗
7. Rice, E.L. (1984). Allelopathy, Academic Press.
8. Natural products as sources of herbicides: Current status and future trends10.1046/j.1365-3180.2000.00161.x ↗
9. Hooker, J.D. (1874). The Flora of British India, L. Reeve and Co.10.5962/bhl.title.678 ↗
10. Verheij, E.W.M., and Coronel, R.E. (1991). Edible fruits and nuts. Plant Resources of South-East Asia (PROSEA), Backhuys Publishers.
11. Three new xanthones from Garcinia xanthochymus
12. Chemistry and biological activity of Garcinia xanthochymus: A review
13. Perry, L.M., and Metzger, J. (1980). Medicinal Plants of East and Southeast Asia: Attributed Properties and Uses, MIT Press.
14. Oxygenated xanthones and bioflavonoids from the twigs of Garcinia xanthochymus10.1016/j.tetlet.2014.04.105 ↗
15. Phytochemical constituents and pharmacological properties of Garcinia xanthochymus—A review10.1016/j.biopha.2018.07.087 ↗
16. Rob, M.M., Hossen, K., Iwasaki, A., Suenaga, K., and Kato-Noguchi, H. (2020). Phytotoxic activity and identification of phytotoxic substances from Schumannianthus dichotomus. Plants, 9.10.3390/plants9010102 ↗
17. IBM, Corp (2016). IBM SPSS Statistics for Windows, IBM Corp. Version 16.0.
18. A study on the spectroscopy and photophysics of 4-hydroxy-3-methoxybenzoic acid in different solvents, pH and β-cyclodextrin10.1016/j.molstruc.2006.01.038 ↗
19. Synthesis and hydrolysis studies of a peptide containing the reactive triad of serine proteases with an associated linker to a dye on a solid phase support10.1039/b302239k ↗
20. Phytotoxic effect of Filicium decipiens leaf extract
21. 2-Methoxystypandrone, a potent phytotoxic substance in Rumex maritimus L10.1007/s40626-017-0095-9 ↗
22. Phytotoxic potential of Chrysopogon aciculatus (Retz.) Trin. (Poaceae)10.1111/wbm.12175 ↗
23. Hossen, K., Das, K.R., Okada, S., Iwasaki, A., Suenaga, K., and Kato-Noguchi, H. (2020). Allelopathic potential and active substances from Wedelia chinensis (Osbeck). Foods, 9.10.3390/foods9111591 ↗
24. Determination of allelopathic properties of Acacia catechu (L.f.) Willd10.15835/nbha48412104 ↗
25. Zaman, F., Iwasaki, A., Suenaga, K., and Kato-Noguchi, H. (2020). Allelopathic potential and identification of two allelopathic substances in Eleocharis atropurpurea. Plant Biosys.10.1080/11263504.2020.1762779 ↗
26. Hossen, K., Iwasaki, A., Suenaga, K., and Kato-Noguchi, H. (2021). Phytotoxic Activity and Growth Inhibitory Substances from Albizia richardiana (Voigt.) King & Prain. Appl. Sci., 11.10.3390/app11041455 ↗
27. Study of the allelopathic activity of Garcinia pedunculata Roxb10.21475/poj.12.01.19.pt1773 ↗
28. Tuyen, P.T., Xuan, T.D., Anh, T.T.T., Van, T.M., Ahmad, A., Elzaawely, A.A., and Khanh, T.D. (2018). Weed suppressing potential and isolation of potent plant growth inhibitors from Castanea crenata Sieb. et Zucc. Molecules, 23.10.3390/molecules23020345 ↗
29. Monocyclic phenolic acids; hydroxy-and polyhydroxybenzoic acids: Occurrence and recent bioactivity studies10.3390/molecules15117985 ↗
30. Root-mediated allelopathic interference of nettle-leaved goosefoot (Chenopodium murale) on wheat (Triticum aestivum)10.1111/j.1439-037X.2006.00243.x ↗
31. Kakkar, S., and Bais, S. (2014). A review on protocatechuic acid and its pharmacological potential. ISRN Pharmacol., 1–9.10.1155/2014/952943 ↗
32. Vanillic acid mitigates the ovalbumin (OVA)-induced asthma in rat model through prevention of airway inflammation10.1080/09168451.2018.1543015 ↗
33. The allelopathy and allelopathic mechanism of phenolic acids on toxic Microcystis aeruginosa10.1007/s10811-009-9429-6 ↗
34. Renewable benzoxazine monomers from ″lignin-like″ naturally occurring phenolic derivatives10.1002/pola.26918 ↗
35. Polyphenolic pattern in apple tree leaves in relation to scab resistance. A preliminary study10.1021/jf00056a057 ↗
36. Phloretic acid as an alternative to the phenolation of aliphatic hydroxyls for the elaboration of polybenzoxazine10.1039/C7GC02348K ↗
37. Design, synthesis, and biological activity of potent and orally available G protein-coupled receptor 40 agonists10.1021/jm101405t ↗
38. Phytotoxic activity of Chinese violet (Asystasia gangetica (L.) T. Anderson) and two phytotoxic substances10.1111/wbm.12170 ↗
39. Allelopathic potential and chemical composition of Rhinacanthus nasutus extracts
40. Potentials allelopathic activity of several sesquiterpene lactone models10.1016/0031-9422(92)80343-D ↗
41. Allelopathic effect of hydroxamic acids from cereals on Avena sativa and A. fatua10.1016/0031-9422(90)80016-A ↗
42. Seed germination and seedling vigour of Italian ryegrass, cocksfoot and timothy following harvest and storage10.1590/S1413-70542011000600014 ↗
43. Effect of weed-crop competition on growth and yield of garden cress (Lepidium sativum L.)
44. Structure-function relationships of the antibacterial activity of phenolic acids and their metabolism by lactic acid bacteria10.1111/j.1365-2672.2011.05141.x ↗
45. Effect of benzoic acid hydroxy-and methoxy-ring substituents during cucumber (Cucumis sativus L.) germination. I. Isocitrate lyase and catalase activity10.1016/S0168-9452(98)00235-0 ↗
46. Organic acids as seed germination inhibitors
47. Phytotoxicity assessment of olive mill solid wastes and the influence of phenolic compounds10.1016/j.chemosphere.2017.07.002 ↗
48. Quantitative structure-activity relationships for the toxicity to the tadpole Rana japonica of selected phenols10.1007/s0012800082 ↗
49. Mechanism-based quantitative structure–activity relationships for the inhibition of substituted phenols on germination rate of Cucumis sativus10.1016/S0045-6535(01)00082-0 ↗
50. Toxicity of some cinnamic acid derivatives to common bean (Phaseolus vulgaris)10.15835/nbha3927183 ↗
51. Natural cinnamic acids, synthetic derivatives and hybrids with antimicrobial activity10.3390/molecules191219292 ↗
52. The role of ferulic acid esterase in the growth of Lactobacillus helveticus in the presence of phenolic acids and their derivatives10.1007/s00217-013-2107-6 ↗
53. Comparative effects of aromatic compounds on inhibition of lettuce fruit germination10.1093/oxfordjournals.aob.a085475 ↗