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Isolation and Purification of Potent Growth Inhibitors from Piper methysticum Root.
Molecules. 2018 Jul 31; 23(8)M

Abstract

Piper methysticum (kava) root is known to possess promising weed suppressing activity. The present study was conducted to search for potent plant growth inhibitors from the root of this medicinal pepper plant. The ethyl acetate (EtOAc) extract exhibited the strongest reduction on growth of Raphanus sativus (radish) (IC50 shoot and root growth = 172.00 and 51.31 µg/mL respectively) among solvent extracts. From this active extract, nine potent growth inhibitors involved in the inhibitory activities of P. methysticum root were isolated, purified and characterized by column chromatography (CC), gas chromatography-mass spectrometry (GC-MS), electrospray ionization-mass spectrometry (ESI-MS) and nuclear magnetic resonance (NMR). The six fractions purified by CC included two flavanones: 5-hydroxy-4',7-dimethoxyflavanone (C1) and 5,7-dihydroxy-4'-methoxy-6,8-dimethylflavanone (matteucinol, C2) and six kavalactones: 5,6-dehydro-kavain (C3), a mixture of kavain and yagonin (C4), yagonin (C5) and dihydro-5,6-dehydrokavain, 7,8-dihydrokavain, dihydromethysticin and methysticin (C6). The amounts of 5-hydroxy-4',7-dimethoxyflavanone, matteucinol, 5,6-dehydrokavain and yangonin were 0.76, 2.50, 2.75 and 2.09 mg/g dry weight (DW), respectively. The two flavanones C1 and C2 exhibited the strongest inhibition on shoot elongation (IC50 = 120.22 and 248.03 µg/mL, respectively), whilst the two kavalactone mixtures C4 and C6 showed the highest suppression on root growth of R. sativus (IC50 = 7.70 and 15.67 µg/mL, respectively). This study was the first to report the purification and inhibitory activities of the two flavanones 5-hydroxy-4',7-dimethoxyflavanone and matteucinol in P. methysticum root. The isolated constituents from P. methysticum root including the flavanones C1 and C2 and the mixtures C4 and C6 may possess distinct modes of action on plant growth. Findings of this study highlighted that the combinations of hexane-ethyl acetate by 9:1 and 8:2 ratios successfully purified flavanones and kavalactones in P. methysticum root.

Authors+Show Affiliations

Graduate school for International Development and Cooperation, Hiroshima University, Hiroshima 739-8529, Japan. truongmaivan1991@gmail.com.Graduate school for International Development and Cooperation, Hiroshima University, Hiroshima 739-8529, Japan. tdxuan@hiroshima-u.ac.jp.Graduate school for International Development and Cooperation, Hiroshima University, Hiroshima 739-8529, Japan. minhtn689@gmail.com.Graduate school for International Development and Cooperation, Hiroshima University, Hiroshima 739-8529, Japan. nguyenquan26@gmail.com.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

30065174

Citation

Van, Truong Mai, et al. "Isolation and Purification of Potent Growth Inhibitors From Piper Methysticum Root." Molecules (Basel, Switzerland), vol. 23, no. 8, 2018.
Van TM, Xuan TD, Minh TN, et al. Isolation and Purification of Potent Growth Inhibitors from Piper methysticum Root. Molecules. 2018;23(8).
Van, T. M., Xuan, T. D., Minh, T. N., & Quan, N. V. (2018). Isolation and Purification of Potent Growth Inhibitors from Piper methysticum Root. Molecules (Basel, Switzerland), 23(8). https://doi.org/10.3390/molecules23081907
Van TM, et al. Isolation and Purification of Potent Growth Inhibitors From Piper Methysticum Root. Molecules. 2018 Jul 31;23(8) PubMed PMID: 30065174.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Isolation and Purification of Potent Growth Inhibitors from Piper methysticum Root. AU - Van,Truong Mai, AU - Xuan,Tran Dang, AU - Minh,Truong Ngoc, AU - Quan,Nguyen Van, Y1 - 2018/07/31/ PY - 2018/07/10/received PY - 2018/07/20/revised PY - 2018/07/28/accepted PY - 2018/8/2/entrez PY - 2018/8/2/pubmed PY - 2018/11/8/medline KW - Piper methysticum L. KW - Raphanus sativus KW - flavanone KW - growth inhibitor KW - kavalactone KW - natural herbicide JF - Molecules (Basel, Switzerland) JO - Molecules VL - 23 IS - 8 N2 - Piper methysticum (kava) root is known to possess promising weed suppressing activity. The present study was conducted to search for potent plant growth inhibitors from the root of this medicinal pepper plant. The ethyl acetate (EtOAc) extract exhibited the strongest reduction on growth of Raphanus sativus (radish) (IC50 shoot and root growth = 172.00 and 51.31 µg/mL respectively) among solvent extracts. From this active extract, nine potent growth inhibitors involved in the inhibitory activities of P. methysticum root were isolated, purified and characterized by column chromatography (CC), gas chromatography-mass spectrometry (GC-MS), electrospray ionization-mass spectrometry (ESI-MS) and nuclear magnetic resonance (NMR). The six fractions purified by CC included two flavanones: 5-hydroxy-4',7-dimethoxyflavanone (C1) and 5,7-dihydroxy-4'-methoxy-6,8-dimethylflavanone (matteucinol, C2) and six kavalactones: 5,6-dehydro-kavain (C3), a mixture of kavain and yagonin (C4), yagonin (C5) and dihydro-5,6-dehydrokavain, 7,8-dihydrokavain, dihydromethysticin and methysticin (C6). The amounts of 5-hydroxy-4',7-dimethoxyflavanone, matteucinol, 5,6-dehydrokavain and yangonin were 0.76, 2.50, 2.75 and 2.09 mg/g dry weight (DW), respectively. The two flavanones C1 and C2 exhibited the strongest inhibition on shoot elongation (IC50 = 120.22 and 248.03 µg/mL, respectively), whilst the two kavalactone mixtures C4 and C6 showed the highest suppression on root growth of R. sativus (IC50 = 7.70 and 15.67 µg/mL, respectively). This study was the first to report the purification and inhibitory activities of the two flavanones 5-hydroxy-4',7-dimethoxyflavanone and matteucinol in P. methysticum root. The isolated constituents from P. methysticum root including the flavanones C1 and C2 and the mixtures C4 and C6 may possess distinct modes of action on plant growth. Findings of this study highlighted that the combinations of hexane-ethyl acetate by 9:1 and 8:2 ratios successfully purified flavanones and kavalactones in P. methysticum root. SN - 1420-3049 UR - https://www.unboundmedicine.com/medline/citation/30065174/Isolation_and_Purification_of_Potent_Growth_Inhibitors_from_Piper_methysticum_Root_ L2 - https://www.mdpi.com/resolver?pii=molecules23081907 DB - PRIME DP - Unbound Medicine ER -