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Phytotoxic and antiphytopathogenic compounds from Thai Alpinia galanga (L.) Willd. rhizomes

Published on Jun 1, 2015in Weed Biology and Management1
· DOI :10.1111/wbm.12071
Rachsawan Mongkol2
Estimated H-index: 2
(Chula: Chulalongkorn University),
Warinthorn Chavasiri21
Estimated H-index: 21
(Chula: Chulalongkorn University)
+ 2 AuthorsMasanori Morimoto9
Estimated H-index: 9
(Kindai University)
Abstract
The management of weeds and diseases that are caused by phytopathogenic fungi is important for preventing the loss of agricultural products. The aim of the present study was to identify phytotoxic and antiphytopathogenic agents from the Thai Alpinia galanga rhizome. Extracts of the dried rhizomes of A. galanga (Zingiberaceae) were separated and tested for phytotoxic activity against lettuce (Lactuca sativa L. cv. Great Lakes) and Italian ryegrass (Lolium multiflorum Lam. cv. Wasefudou) and for antiphytopathogenic activity against Alternaria porri, Colletotrichum gloeosporioides, Fusarium oxysporum and Phytophthora nicotianae. 1′-Acetoxychavicol acetate (1) was identified as one of the main components, together with trans-p-coumaryl acetate (3) and trans-p-acetoxycinnamyl acetate (2). 1′-Acetoxychavicol acetate (1) was solvolyzed with 2% EtOH to yield trans-p-coumaryl ethyl ether (6), trans-p-coumaryl acetate (3) and trans-p-coumaryl alcohol (5). 1′-Acetoxychavicol acetate (1) completely inhibited the root growth of the lettuce seedlings at 50 μg mL–1, but had a weaker inhibitory effect on the growth of Italian ryegrass. 1′-Acetoxychavicol acetate also inhibited the growth of P. nicotianae and A. porri, with minimum inhibition concentration values of 15.6 and 31.5 μg mL–1, respectively. The plant growth-inhibitory activity and fungal growth-inhibitory activity of trans-p-coumaryl acetate (3), trans-p-coumaryl ethyl ether, trans-p-coumaryl alcohol (5) and trans-p-acetoxycinnamyl acetate (2) were lower than those of 1′-acetoxychavicol acetate. A structure–activity relationship suggested that the strong phytotoxic and antiphytopathogenic activity of 1′-acetoxychavicol acetate relied on the 1′-acetoxyl group.
  • References (22)
  • Citations (3)
References22
Newest
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#2Delphine Mézière (INRA: Institut national de la recherche agronomique)H-Index: 9
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#1N. Sukhirun (Kasetsart University)H-Index: 2
#2Wanchai Pluempanupat (Kasetsart University)H-Index: 10
Last. Opender KoulH-Index: 5
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ABSTRACT The application of insecticides to control oriental fruit fly, Bactrocera dorsalis Hendel (Diptera: Tephritidae), is a principal component of the current management of these fruit flies. However, we evaluated four extracts Alpinia galanga Wild Linn (Zingiberaceae) rhizomes against adult flies and found hexane and ethanol extracts to be most effective (LC50 = 4,866 and 6,337 ppm, respectively, after 24 h). This suggested that both nonpolar and polar compounds could be active in the candi...
14 CitationsSource
24 CitationsSource
#1Jun Tian (WHU: Wuhan University)H-Index: 17
#2Xiaoquan Ban (WHU: Wuhan University)H-Index: 13
Last. Youwei Wang (WHU: Wuhan University)H-Index: 21
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Abstract The essential oil extracted from the fruits of Cicuta virosa L. var. latisecta Celak was tested in vitro and in vivo against four foodborne fungi, Aspergillus flavus , Aspergillus oryzae , Aspergillus niger , and Alternaria alternata . Forty-five different components accounting for 98.4% of the total oil composition were identified by gas chromatography–mass spectrometry. The major components were γ -terpinene (40.92%), p -cymene (27.93%), and cumin aldehyde (21.20%). Antifungal activit...
137 CitationsSource
#1Tomohisa Yasuhara (Kindai University)H-Index: 3
#2Yoshiaki Manse (Kindai University)H-Index: 4
Last. Osamu Muraoka (Kindai University)H-Index: 18
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Abstract Through SAR studies on 1′ S -1′-acetoxychavicol acetate ( 1 ) against Type I antiallergic activity by indexing release of β-hexosaminidase, a marker of antigen-IgE-mediated degranulation in RBL-2H3 cells, more stable and potent analogue, 4-(methoxycarbonyloxyphenylmethyl)phenyl acetate ( 16 ) , has been developed. The compound 16 also strongly inhibited the antigen-IgE-mediated TNF-α and IL-4 production.
9 CitationsSource
#1P. Yamsakul (CMU: Chiang Mai University)H-Index: 1
#2S. KongkhaewH-Index: 1
Last. S. OgonokiH-Index: 1
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Panuwat Yamsakul , Sompreya Kongkhaew, Terdsuk Yano, Vicharn Sukprasitch, Waranee Prakattagomol and Siriporn Ogonoki บทคดยอ ศกษาเปรยบเทยบผลของสารสกดจากขาดวยสารสกดแบบตางๆ ประกอบดวย Hexane, Ethyl Acetate, Ethanol และสกดแบบนามนหอมระเหย ตามลาดบ ตอการตานเชอแบคทเรยอางองทกอโรคในสกร ไดแก Escherichia coli ATCC Staphilococcus aureus ATCC Salmonella typhimurium ATCC Salmonella enteritidis และ Pasteurella multocida ผลการทดลองพบวา สารสกดจากขาโดยวธนามนหอม ระเหยฤทธในการตานเชอแบคทเรยไดดทสด ซงมคา...
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#1N. Trakranrungsie (MU: Mahidol University)H-Index: 1
#2Arinee Chatchawanchonteera (KKU: Khon Kaen University)H-Index: 3
Last. Watcharee Khunkitti (KKU: Khon Kaen University)H-Index: 9
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Abstract Crude ethanolic extracts of Piper betle leaves (Piperaceae), Alpinia galanga rhizomes (Zingiberaceae) and Allium ascalonicum bulbs (Liliaceae) were tested against selected zoonotic dermatophytes ( Microsporum canis , Microsporum gypseum and Trichophyton mentagrophyte ) and the yeast-like Candida albicans . A broth dilution method was employed to determine the inhibitory effect of the extracts and compared to those of ketoconazole and griseofulvin. All extracts suppressed the growth of t...
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#1Hidehiro Fukaki (Nara Institute of Science and Technology)H-Index: 33
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Lateral root (LR) formation is an important organogenetic process that contributes to the establishment of root architecture in higher plants. In the angiosperms, LRs are initiated from the pericycle, an inner cell layer of the parent roots. Auxin is a key plant hormone that promotes LR formation, but the molecular mechanisms of auxin‐mediated LR formation remain unknown. Molecular genetic studies using Arabidopsis mutants have revealed that the auxin transport system with a balance of influx an...
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#1Jirawan Oonmetta-aree (Suranaree University of Technology)H-Index: 1
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Abstract The ethanol extracts of the Zingiberaceae family (galangal, ginger, turmeric and krachai) were evaluated for antimicrobial action on Staphylococcus aureus 209P and Escherichia coli NIHJ JC-2 by using an agar disc diffusion assay. The galangal extract had the strongest inhibitory effect against S. aureus . The minimum inhibitory concentration (MIC) of the galangal extract was 0.325 mg/ml and the minimum bactericidal concentration (MBC) at 1.3 mg/ml using the broth dilution method. Transm...
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#1C.C. Lee ('KCL': King's College London)H-Index: 3
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Alpinia species is one of the most important genera of the Zingiberaceae family. In Asia, they have been widely used as food and traditional medicines for centuries. This review focuses on their chemical constituents and their relevant biological activities with 252 references covering from 1955 to 2015. In total, 544 compounds were isolated from 35 Alpinia species. The major ones are terpenoids (207) and diarylheptanoids (143). The crude extracts and identified compounds exhibited a broad spect...
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#1Rachsawan Mongkol (Chula: Chulalongkorn University)H-Index: 2
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Abstract The antifungal activity of hexane, dichloromethane and methanol extracts of 45 Thai plants were in vitro screened against plant phytopathogenic fungi ( Alternaria porri , Colletotrichum gloeosporioides , Fusarium oxysporum and Phytophthora parasitica ). Seven extracts strongly inhibited the mycelial growth of fungi. The plant extracts with highest antifungal activity were Limnophila aromatic , Eupatorium odoratum , Melodorum fruticosum and Alpinia galanga with 70%, 58%, 74% and 100% inh...
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