Please wait a minute...
Journal of Integrative Agriculture  2017, Vol. 16 Issue (11): 2513-2524    DOI: 10.1016/S2095-3119(17)61693-9
Plant Protection Advanced Online Publication | Current Issue | Archive | Adv Search |
Antimicrobial activity from Piper sarmentosum Roxb. against rice pathogenic bacteria and fungi
Pragatsawat Chanprapai1, 2, Warinthorn Chavasiri2
1 Program in Biotechnology, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand
2 Natural Products Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand
Download:  PDF in ScienceDirect  
Export:  BibTeX | EndNote (RIS)      
Abstract  In vitro antimicrobial activity of the dichloromethane and methanol extracts of Piper sarmentosum leaves, fruits, stems, and the essential oil obtained from the fresh leaves together with their constituents were investigated against two rice pathogenic fungi: Rhizoctonia solani (sheath blight causal agent) and Bipolaris oryzae (brown spot causal agent), and two rice pathogenic bacteria: Xanthomonas oryzae pv. oryzae (Xoo) (bacterial leaf blight causal agent) and pv. oryzicola (Xoc) (bacterial leaf streak causal agent).  Among them, the dichloromethane extracts of the leaves and fruits, and the essential oil showed significantly high potential anti-rice microbial activity.  Based on bioassay-guided fractionation of the dichloromethane leave and fruit extracts, myristicin, sarmentine, brachystamide B, brachyamide B, and piperonal were isolated.  Moreover, the major constituent of its oil was also myristicin.  Myristicin and brachyamide B revealed the highest potent inhibition against R. solani and B. oryzae (half maximal inhibitory concentration (IC50) of 0.69 and 0.12 mmol L–1), respectively.  Moreover, brachyamide B and piperonal displayed most antibacterial activity against Xoo (MIC/MBC 7.62/1.90 mmol L–1) and Xoc (MIC/MBC 2.59/20.75 mmol L–1), respectively.  Additionally, the essential oil also exhibited the antimicrobial activity against all tested rice pathogenic bacteria and fungi.  These compounds and the oil were first evaluated for anti-rice pathogenic microbial activity.
Keywords:  Piper sarmentosum Roxb        bioassay guided fractionation        antimicrobial activity  
Received: 13 September 2016   Accepted:
Fund: 

The research was supported by a grant from the 90th Anniversary of Chulalongkorn University Fund, Thailand (Ratchadaphiseksomphot Endowment Fund, F31GSES13).

Corresponding Authors:  Correspondence Warinthorn Chavasiri, Tel: +66-2-2187625, E-mail: warinthorn.c@chula.ac.th   
About author:  Pragatsawat Chanprapai, E-mail: aeybiotcu@hotmail.com

Cite this article: 

Pragatsawat Chanprapai, Warinthorn Chavasiri. 2017. Antimicrobial activity from Piper sarmentosum Roxb. against rice pathogenic bacteria and fungi. Journal of Integrative Agriculture, 16(11): 2513-2524.

Adams R P. 2007. Identification o Essential oil Components by Gas Chromatograph/Quadrupole Mass Spectroscopy. 4th ed. Carol Stream, Illinois.

Al-Askar A A, Rashad Y M. 2010. Efficacy of some plant extracts against Rhizoctonia solai on pea. Journal of Plant Protection Research, 50, 239–243.

Al-Rahmah A N, Mostafa A A, Abdel-Megeed A, Yakout S M, Hussein S A. 2013. Fungicidal activities of certain methanolic plant extracts against tomato phytopathogenic fungi. African Journal of Microbiology Research, 7, 517–524.

Almeida C G, Garbois  G D, Amaral L M, Diniz C C, Hyaric M L. 2009. Relationship between structure and antibacterial activity of lipophilic N-acyldiamines. Biomedicine & Phamacotherapy, 64, 287–290.

Atiax E, Ahmad F, Sirat H M, Arbian D. 2001. Antibacterial activity and cytotoxicity screening of Sumatran Kaduk (Piper sarmentosum Roxb.). Iranian Journal of Phamacology & Therapeutics, 10, 1–5.

Barry A T C. 1999. Susceptibility tests: Diffusion test procedures. In: Balows A, Hansler W J, Herman K U, Isenberg H D, Shadomy H J, eds., Manual of Clinical Microbiology.  American Society for Microbiology, New York.

Bokesch H R, Gardella R S, Rabe D C, Bottaro D P, Linehan W M, McMahon J B, McKee T C. 2011. A new hypoxia inducible factor-2 inhibitory pyrrolinone alkaloid from roots and stems of Piper sarmentosum. Chemical & Pharmaceutical Bulletin, 59, 1178–1179.

Chaithong U, Choochote W, Kamsuk K, Jitpakdi A, Tippawangkosol P, Chaiyasit D, Champakaew D, Tuetun B, Pitasawat B. 2006. Larvicidal effect of pepper plants on Aedesae gypti (L.) (Diptera: Culicidae). Journal of Vector Ecology, 31, 138–144.

Cheeptham N, Towers G H. 2002. Light-mediated activities of some Thai medicinal plant teas. Fitoterapia, 73, 651–662.

Cheng T C, Assim Z B, Fasihuddin B A. 2008. Toxicity and antitermite activities of the essential oils from Piper sarmantosum. The Malaysian Journal of Analytical Sciences, 12, 234–239.

Damsud T, Adisakwattana S, Phuwapraisirisan P. 2013. Three new phenylpropanoyl amides from the leaves of Piper sarmentosum and their α-glucosidase inhibitory activities.Phytochemistry Letters, 6, 350–354.

Deng G B, Zhang H B, Xue H F, Chen S N, Chen X L. 2009. Chemical compositon and biological activities of essential oil from the rhizomes of Iris bulleyana. Agricultural Sciences in China, 8, 691–696.

Ee  G C L, Lim C M, Lim C K, Rahmani M, Shaari K, Bong C F J. 2009. Alkaloids from Piper sarmentosum and Piper nigrum. Natural Product Research, 23, 1416–1423.

Gupta S, Kiran K, Datta A. 2012. Bio-control of clinical fungal isolates associated with fungal keratitis using medicinal plant extract. International Journal Pharmacy and Pharmaceutical Science, 4, 544–547.

Hafizah A, Zaiton Z, Zulkhairi A, Mohd I A, Anita N M, Zaleha A. 2010. Piper sarmentosumas an antioxidant on oxidative stress in human umbilical vein endothelial cells induced by hydrogen peroxide. Journal of Zhejiang University Science (B), 11, 357–365.

Hieu L D, Thang T D, Hoi T M, Ogunwande I A. 2014. Chemical composition of essential oils from Vietnamese species of piper (Piperaceae). Journal of Oleo Science, 63, 211–217.

Ho C L, Liao P C, Su Y C. 2012. Composition and antimicrobial activities of the leaf essential oil of Machilus zuihoensis from Taiwan. Bazilian Journal of Pharmacognosy, 22, 277–283.

Huang Y, Zhao J, Zhou L, Wang J, Gong Y, Chen X, Guo Z, Wang Q, Jiang W. 2010. Antifungal activity of the essential oil of Illicium verum fruit and its main component trans-anethole. Molecules, 15, 7558–7569.

Hussain K, Hashmi F K, Latif A, Ismail Z, Sadikun A. 2012. A review of the literature and latest advances in research of Piper sarmentosum. Pharmaceutical Biology, 50, 1045–1052.

Hussian K, Ismail  Z, Sadikun A, Ibrahim P. 2009. Cytotoxicity evaluation and characterization of chloroform extract of leaf of Piper sarmentosum possessing antiangiogenic activity. Phamacology Online, 2, 379–391.

Jabeen R, Ashraf M, Ahmad I, Iftikhar T. 2011. Purification and bioassays of bioactive fraction from Curcuma longa against Xanthomonas oryzae pv. oryzae causing BLB disease in rice. Pakistan Journal of Botany, 43, 1335–1342.

Khaledi N, Taheri P, Tarighi S. 2014. Antifungal activity of various essential oils against Rhizoctonia solani and Macrophomina phaseolina as major bean pathogen. Journal of Applied Microbiology, 118, 704–717.

Knaak N, da Silva L D, Andreis T F, Fiuza L M. 2013. Chemical characterization and anti-fungal activity of plant extracts and essential oils on the Bipolaris oryzae and Gerlachia oryzae phytopathogens. Australasian of Plant Pathology, 42, 469–475.

Koul S K, Taneja S C, Agarwal V K, Dhar K L. 1988. Minor amides of Piper species. Phytochemistry, 27, 3523–3527.

Kraikrathok C, Ngamsaengi S, Bullangpoti V, Pluempanupat W, Koul O. 2013. Bio efficacy of some piperaceae plant extracts against Plutella xylostella L. (Lepidoptera: Plutellidae). Communication in Agricultural and Applied Biological Science, 78, 305–309.

Kumar V, Tyagi D. 2013. Antifungal activity of different extracts of Bergeniastracheyi. International Journal of Current Microbiology and Applied Science, 2, 69–78.

Lee J H, Cho S, Paik H D, Choi C W, Nam K T, Hwang S G, Kim S K. 2014. Investigation on antibacterial and antioxidant activities, phenolic and flavonoid contents of some Thai edible plants as an alternative for antibiotics. Asian-Australasian Journal of Animal Science, 27, 1461–1468.

Likhitwitayawuid K, Ruangrungsim N, Lange G L, Decico C P. 1987. Structural elucidation and synthesis of new components isolated from Piper sarmentosum (Piperaceae). Tetrahedron, 43, 3689–3694.

Lu F, Ding Y C, Ye X Q, Ding Y T. 2011. Antibactrial effect of cinnamon oil combined with thyme or clove oil. Agricultural Sciences in China, 10, 1482–1487.

Mangang H C, Chhetry G K N. 2012. Antifungal properties of certain plant extracts against Rhizoctonia solani causing root rot of French bean in organic soil of Manipur. International Journal of Scientific and Research Publiations, 2, 1–4.

Manimegalai V, Ambikapathy V, Panneerselvam A. 2011. Antifungal potentiality of some medicinal plant extracts against Bipolaris oryzae (Breda de Haan). Asian Journal of Plant Science and Research, 1, 77–80.

Maris P. 1995. Modes of action of disinfectants. Revue Scientifiqueet Technique, 14, 47–55.

Masuda T, Inazumi A, Yamada Y, Padolina W G, Kikuzaki H, Nakatani N. 1991. Antimicrobial phenylpropanoids from Piper sarmentosum. Phytochemistry, 30, 3227–3228.

Mathew S P, Mohandas A, Nair G M. 2004. Piper sarmentosum Roxb. - An addition to the flora of Andaman Islands. Current Science, 87, 141–142.

McClatchey K. 2002. Clinical Laboratory Medicine. Lippincott Williams & Wilkins, Philadelphia.

McLafferty F W, Staufer D B. 1989. The Wiley NBS Registry of Mass Spectra Data. Wiley, New York.

de Morais S M, Facundo V A, Bertini L M, Cavalcanti E S B, dos Anjos Junior J F, Ferreira  S A, de Brito E S, de Souza M A. 2007. Chemical composition and larvicidal of essential oils from Piper species. Biochemical Systematics and Ecology, 35, 670–675.

Mueller D S, Bradley C A. 2008. Field Crop Fungicides for the North Central United States. Ames, IA and Urbana-Champaign, IL, Iowa State.

Narasimhan B, Dhake A S. 2006. Antibacterial principles from Myristica fragrans seeds. Journal of Medicinal Food, 9, 395–399.

Nazmul N H M, Salmah I, Syahid A, Mahmood A A. 2011. In-vitro

screening of antifungal activity of plants in Malaysia. Biomedical Research, 22, 28–30.

Panomket P, Wanram S, Srivorasmas T, Pongprom N. 2012. Bioactivity of plant extracts against Burkholderia pseudomallei. Asian Biomed, 6, 619–623.

Panthong S, Itharat A. 2014. Effect of Piper chaba Hunter, Piper sarmentosum Roxb. and Piper interruptum Opiz. on natural killer cell activity and lymphocyte proliferation. Journal of the Medical Association of Thailand, 97, S133–S139. (in Thai)

Parmar V S, Jain S C, Bisht K S, Jain R, Taneja P, Jha A, Tyagi O D, Prasad A K, Wengel J, Olsen C E, Boll P M. 1997. Phytochemistry of the genus Piper. Phytochemistry, 46, 597–673.

Pauli A, Kubeczka K H. 2010. Antimicrobial properties of volatile phenylpropanes. Natural Product Communications, 5, 1387–1394.

Pelczar M J, Chan E C S, Krieg N R. 1993. Control of microorganism: Chemical agents. In: Microbiology: Concepts and Applications. McGraw-Hill, New York.

Peungvicha P, Thirawarapan S S, Temsiririrkkul R, Watanabe H, Kumar-Prasain J, Kadota S. 1998. Hypoglycemic effect of the water extract of Piper sarmentosum in rats. Journal of Ethnopharmacology, 60, 27–32.

Phansa P. 2005. Chemical constituents of the roots of Piper sarmentosum. Silpakorn University, Nakorn Pathom, Thailand. (in Thai)

Pscheidt J, Wao C M. 2013. Pacific Northwest Plant Disease Management Handbook. Oregon State University,  Corvallis, O.R.

Pukclai P, Kato-Noguchi H. 2010. Screening of allelopathic activity of eleven Thai medicinal plants on seedling growth of five test plant species. Asian Journal of Plant Sciences, 9, 486–491.

Pukclai P, Kato-Noguchi H. 2011. Allelopathic activity of Piper sarmentosum Roxb. Asian Journal of Plant Sciences, 10, 147–152.

Pukclai P, Suenaga K, Ohno O, Kato-Noguchi H. 2012. Isolation of allelopathic substance from Piper sarmentosum Roxb. Allelopathy Journal, 30, 93–102.

Qin W S, Huang C, Li S, Chen S, Peng Z. 2010. Biological activity of the essential oil from the leaves of Piper sarmentosum Roxb. (Piperaceae) and its chemical constituents on Brontispa longissima (Gestro) (Coleoptera: Hispidae). Pesticide Biochemistry and Physiology, 96, 132–139.

Raman V, Galal A M, Khan I A. 2012. An investigation of the vegetative anatomy of Piper sarmentosum, and a comparison with the anatomy of Piper betle (Piperaceae). American Journal of Plant Sciences, 3, 1135–1144.

Ridtitid W, Ratanaprom W, Thaina P, Chittrakarn S, Sunbhanich M. 1998. Neuromuscular blocking activity of methanolic extract of Piper sarmentosum leaves in the rat phrenic nerve-hemidiaphragm preparation. Journal of Ethnopharmacology, 61, 135–142.

Ridtitid W, Ruangsang P, Reanmongkol W, Wongnawa M. 2007. Studies of the anti-inflammatory and antipyretic activities of the methanolic extract of Piper sarmentosum Roxb. leaves in rats. Songklanakarin Journal of Science and Technology, 29, 1519–1526.

Rukachaisirikul T, Siriwattanakit P, Sukcharoenphol K, Wongvein C, Ruttanaweang P, Wongwattanavuch P, Suksamran A. 2004. Chemical constituents and bioactivity of Piper sarmentosum. Journal of Ethnopharmaclogy, 93, 173–176.

Seema T, Sreenivas S S, Rekha N D, Devaki N S. 2011. In vitro studies of some plant extracts against Rhizoctonia solani Khun infecting FCV in Karnataka Light Soil, Karnataka, India. Journal of Agricultural Technology, 7, 1321–1329.

Seneviratne S N S, Jeyanandarajah P. 2004. Rice diseases-problems and progress. Tropical Agricultural Research & Extension, 7, 30–48.

Shi Y N, Liu FF, Jacob M R, Li X C, Zhu H T, Wang D, Cheng R R, Yang C R, Xu M, Zhang Y J. 2016. Antifungal amide alkaloids from the aerial parts of Piper flaviflorum and Piper sarmentosum. Planta Medica, 83, 143–150.

Singh D, Singh B, Goel R K. 2011. Traditional uses, phytochemistry and pharmacology of Ficusreligiosa: A review. Journal of Ethnopharmacology, 134, 565–583.

Sireeratawon S, Vannasir S, Sritiwon S, Ithara A, Jaijo K. 2010. Anti-inflammatory, anti-nociceptive and antipyretic effects of the ethanol extract from root of Piper sarmentosum Roxb. Journal of the Medical Association of Thailand, 93(Suppl. 7), S1–S6.

Steinhauer K. 2010. Antimicrobial afficacy and systematic use of disinfectants. Current Research, Technology and Education Topics in Applied Microbiology and Microbial Biotechology, 1, 369–376.

Stohr J R, Xiao P G, Bauer R. 1999. Isobutylamides and a new methylbutylamide from Piper sarmentosum. Planta Medica, 65, 175–177.

Tapwal A, Garg S, Gautam N, Kumar R. 2011. In vitro antifungal potency of plant extracts against five phytopathogens. Brazilian Archives of Biology and Technology, 54, 1093–1098.

Taweechaisupapong S, Singhara S, Lertsatthanakorn P, Khunkitti W. 2010. Antimicrobial effects of Boesengergia pandurata and Piper sarmentosum leaf extracts on planktonic cells and biofilm of oral pathogens. Pakistan Journal of Pharmaceutical Sciences, 23, 224–231.

Thitima R, Puttan S, Kanchanawadee S, Chanika W, Phongpan R, Phaopong W, Apichart S. 2004. Chemical constituents and bioactivity of Piper sarmentosum. Journal of  Ethnopharmacology, 93, 173–176.

Tuntiwachwuttikul P, Phunsa P, Pootaeng-On Y, Taylor W C. 2006. Chemical stituents of roots of Piper sarmentosum. Chemical and Pharmaceutical Bulletin, 54, 149–151.

Venkatesh R, Shanthi S, Rajapandian K, Elamathi S, Thenmozhi S, Radha N. 2011. Preliminary study on antixanthomonas activity, phytochemical analysis, and charaterization of antimicrobial compounds from Kappaphycus alvarezii. Asian Journal of Pharmacuetical and Clinical Research, 4, 46–51.

Wan C, Chung Y, Toy P H. 2007. A Multipolymer Reaction System for Selective Aerobic Alcohol Oxidation: Simulataneous Use of Multiple Different Polymer Supported Ligands. Department of Chemistry, The University of Hong Kong, China.

Wonni I, Ouedraogo S L, Ouedraogo I, Sanogo L. 2016. Antibacterial activity of extracts of three aromatic plants from Burkina Faso against rice pathogen, Xanthomonas oryzae. African Journal of Microbiology Research, 10, 681–686.

Yang S X, Sun Q Y, Yang F M, Hu G W, Lou J F, Wang Y H, Long C L. 2013. Sarmentosomols A to F, new mono and dimericalkenylphenols from Piper sarmentosum. Planta Medica, 79, 693–696.

Yen T B, Chang H T, Hsieh C C, Chang S T. 2008. Antifungal properties of ethanolic extract and its active compounds from Calocedrus macrolepis var. farmosana (Florin) heartwood. Bioresource Technology, 99, 4871–4877.

Zaidan M R S, Rain N, Badrul A R, Adlin A, Norazah A, Zakiah I. 2005. In vitro screening of five local medicinal plants for antibacterial activity using disc diffusion method. Tropical Biomedicine, 22, 165–170.
[1] GE Yong-hong, LI Can-ying, Lü Jing-yi, ZHU Dan-shi. Effects of thiamine on Trichothecium and Alternaria rots of muskmelon fruit and the possible mechanisms involved[J]. >Journal of Integrative Agriculture, 2017, 16(11): 2623-2631.
No Suggested Reading articles found!