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Radical scavenging activities of flavonoids from roots of Akschindlium godefroyanum a

Kanokkarn Saejueng & Natcha Panthama

b

a

Program of Science, Faculty of Education, Sisaket Rajabhat University, Sisaket 33000, Thailand b

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Department of Applied Chemistry, Faculty of Sciences and Liberal Arts, Rajamangala University of Technology Isan, Nakhon Ratchasima 30000, Thailand Published online: 26 Nov 2014.

To cite this article: Kanokkarn Saejueng & Natcha Panthama (2015) Radical scavenging activities of flavonoids from roots of Akschindlium godefroyanum, Natural Product Research: Formerly Natural Product Letters, 29:12, 1177-1179, DOI: 10.1080/14786419.2014.983103 To link to this article: http://dx.doi.org/10.1080/14786419.2014.983103

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Natural Product Research, 2015 Vol. 29, No. 12, 1177–1179, http://dx.doi.org/10.1080/14786419.2014.983103

SHORT COMMUNICATION Radical scavenging activities of flavonoids from roots of Akschindlium godefroyanum Kanokkarn Saejuenga* and Natcha Panthamab a

Program of Science, Faculty of Education, Sisaket Rajabhat University, Sisaket 33000, Thailand; Department of Applied Chemistry, Faculty of Sciences and Liberal Arts, Rajamangala University of Technology Isan, Nakhon Ratchasima 30000, Thailand b

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(Received 22 August 2014; final version received 26 October 2014)

Chemical constituents of crude ethyl acetate extract of roots of Akschindlium godefroyanum (Kuntze) H. Ohashi were investigated and seven flavonoids were isolated. Their structures were identified based on spectroscopic methods as well as by comparison with spectral data reported in the literature as six flavanonols and a flavonol including 7,40 -dihydroxy-5,30 -dimethoxyflavanonol (1), neophellamuretin (2), taxifolin (3), erycibenin D (4), geraldol (5), fustin (6) and garbanzol (7). Compounds 2, 4 and 7 were found in the genus Akschindlium for the first time. Compounds 3, 5 and 6 appeared to have free radical scavenging activities using DPPH assay with IC50 of 21, 40 and 15 mg/mL, respectively. Keywords: Akschindlium godefroyanum; flavonoids; DPPH

1. Introduction Akschindlium godefroyanum (Kuntze) H. Ohashi is one of the species in the family Fabaceae widely found in the northern part of Thailand. It has been used as antiemetic in Thai medicine (Chuakul et al. 2000). Up to date, only one study has previously been reported on the phytochemical study of the bark of this species, which found compounds such as flavonol, flavanonols, catechin, lupeol and stigmasterol (Chaipukdee et al. 2014). However, there is no report on the chemical constituents from its roots. Therefore in this study, the crude ethyl acetate (EtOAc) extract of roots of A. godefroyanum was investigated and all isolated compounds were tested for DPPH radical scavenging activities.

*Corresponding author. Email: [email protected] q 2014 Taylor & Francis

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K. Saejueng and N. Panthama

2. Results and discussion Chromatographic separation of 40 g of the crude EtOAc of roots of A. godefroyanum collected from Ubolratana district, Khon Kaen province in 2012, yielded seven known compounds. They were identified as 7,40 -dihydroxy-5,30 -dimethoxyflavanonol (1) (Chaipukdee et al. 2014), neophellamuretin (2) (Bohlmann et al. 1980), taxifolin (3) (Lee et al. 2011), erycibenin D (4) (Morikawa et al. 2006), geraldol (5) (Lee et al. 2008), fustin (6) (Park et al. 2004) and garbanzol (7) (Oyamada & Baba 1966) (Figure 1). Most of the compounds isolated were flavanonols except for a flavonol geraldol (5). The structures of all compounds were elucidated by means of spectroscopy. Compounds 1, 3, 5 and 6 have been previously reported in the bark of the same species (Chaipukdee et al. 2014); however 2, 4 and 7 were found in the genus Akschindlium for the first time. Antioxidant activities of the isolated compounds were tested by the DPPH assay described by Bonina et al.(2000). Among the compounds tested (Table 1), 6 appeared to have the best activity (IC50 ¼ 15 mg/mL), while 3 and 5 showed moderate activity (IC50 ¼ 21 and 40 mg/mL, respectively). The result of taxifolin 3 is in agreement with those reported in the literature (Lim et al. 2002; Gazak et al. 2004; Choi et al. 2011). This result showed that the hydroxy group at C30 in the molecule played an important role for DPPH radical scavenging activity.

Figure 1. Isolated flavonoids, 1– 7, from roots of A. godefroyanum.

Table 1. DPPH radical scavenging activity of isolated flavonoids, 1 –7. Compound

IC50a (mg/mL)

1 2 3 4 5 6 7 Gallic acidb

.200 .200 21 .200 40 15 .200 10.5

a b

The value indicates 50% decrease of DPPH radical. Positive control.

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3. Conclusions The first chromatographic separation of the crude EtOAc of the roots of A. godefroyanum (Kuntze) H. Ohashi resulted in the isolation of seven flavonoids (1– 7). Some of these compounds exhibited DPPH radical scavenging activity. Supplementary material Experimental details relating to this article are available online. Acknowledgements

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The author thanks Natural Products Research Unit, Department of Chemistry, Faculty of Science, Khon Kaen University for kindly providing the facilities for this work.

Funding Financial support from Sisaket Rajabhat University is gratefully acknowledged.

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Radical scavenging activities of flavonoids from roots of Akschindlium godefroyanum.

Chemical constituents of crude ethyl acetate extract of roots of Akschindlium godefroyanum (Kuntze) H. Ohashi were investigated and seven flavonoids w...
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