Modulation of function of multidrug resistance associated-proteins by Kaempferia parviflora extracts and their components

Patanasethanont, Denpong; Nagai, Junya; Matsuura, Chie; Fukui, Kyoko; Sutthanut, Khaetthareeya; Sripanidkulchai, Bungorn; Yumoto, Ryoko; Takano, Mikihisa

doi:10.1016/j.ejphar.2007.04.001

Cited by 67 publications

(46 citation statements)

References 30 publications

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“…For example, some flavonoids have antioxidant activity via scavenging free radicals in organism [2]. Furthermore, flavonoids possess various pharmacological activities of inhibiting the activity of enzymes, antitumor, antibiosis, antivirus, anti-inflammatory and so on [3][4][5][6][7][8][9]. The potential treatment and prevention effects have been shown in degenerative diseases such as tumors, aging and cardiovascular diseases [10][11][12][13][14][15].…”

Section: Introductionmentioning

confidence: 99%

Isolation and Structure Identification of Flavonoids

Feng¹,

Hao²,

Li³

2017

Flavonoids - From Biosynthesis to Human Health

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Flavonoids, which possess a basic C15 phenyl-benzopyrone skeleton, refer to a series of compounds in which two benzene rings (ring A and B) are connected to each other through three carbon atoms. Based on their core structure, flavonoids can be grouped into different flavonoid classes, such as flavonols, flavones, flavanones, flavanonols, anthocyanidins, isoflavones and chalcones. Flavonoids are often hydroxylated in positions 3, 5, 7, 3 0 ,4 0 and/or 5 0 . Frequently, one or more of these hydroxyl groups are methylated, acetylated, prenylated or sulfated. In plants, flavonoids are often present as O-or C-glycosides. The O-glycosides have sugar substituents bound to a hydroxyl group of the aglycone, usually located at position 3 or 7, whereas the C-glycosides have sugar groups bound to a carbon of the aglycone, usually 6-C or 8-C. The most common carbohydrates are rhamnose, glucose, galactose and arabinose. This chapter mainly introduces the methods of isolation and structure identification of flavonoids.

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Section: Introductionmentioning

confidence: 99%

Isolation and Structure Identification of Flavonoids

Feng¹,

Hao²,

Li³

2017

Flavonoids - From Biosynthesis to Human Health

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“…Anthraquinones (13 and 14) exhibited peroxyl radical scavenging capacities with ORAC values of 3.85 ± 0.22, 7.04 ± 0.33 and 0.79 ± 0.09, 1.12 ± 0.09 at concentrations of 10.0 and 1.0 µM, respectively. The remaining triterpene (15) and triterpene glycoside (16) showed weak antioxidant activities with ORAC values of 1.26 ± 0.10, 0.01 ± 0.02 and 0.03 ± 0.09, 0.46 ± 0.02 at 10.0 and 1.0 µM, respectively. These results suggest that the peroxyl radicalscavenging capacities of compounds are dependent on the location and number of hydroxyl and methoxy groups in flavonoids and anthraquinones.…”

Section: Resultsmentioning

confidence: 99%

“…4 K. parviflora extracts have also been shown to modulate the function of multidrug resistance associated-proteins, 15 and induce cytotoxicity in various cancer cell lines.…”

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confidence: 99%

Anti-osteoporotic and Antioxidant Activities by Rhizomes ofKaempferia parvifloraWall. ex Baker

et al. 2016

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− In this report, we investigated the antioxidant (peroxyl radical-scavenging and reducing capacities) and anti-osteoporotic activities of extracts and isolated constituents (1 -16) from the rhizomes of Kaempferia parviflora Wall. ex Baker on pre-osteoclastic RAW 264.7 cells. Compound 5 exhibited significant peroxyl radicalscavenging capacity, with TE value of 8.47 ± 0.52 µM, while compound 13 showed significant reducing capacity, with CUPRAC value of 5.66 ± 0.26 µM, at 10.0 µM. In addition, flavonoid compounds 2, 4, 6, 8, 10, 12, and terpene compound 15 showed significant inhibition of tartrate-resistant acid phosphatase (TRAP) in NF-κB ligand-induced osteoclastic RAW 264.7 cells, with values ranging from 16.97 ± 1.02 to 64.67 ± 2.76%. These results indicated that K. parviflora could be excellent sources for the antioxidant and anti-osteoporotic traditional medicinal plants.

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“…8,9) The extract of the rhizomes of K. parviflora and its constituents were revealed to exhibit several pharmacological activities, such as antiplasmoidal, antifungal, 2) antiinflammatory, [10][11][12] α-glucosidase inhibitory, 13) and xanthine oxidase inhibitory 1) activities and cytotoxicity of several tumor cell lines 14,15) as well as effect of P-glycoprotein function 16) and modulation of multi-drug resistance in cancer cells. 17) Recently, rhizomes of K. parviflora powder was found to show preventive effect from obesity and its downstream symptoms. 18) By a previous chemical study on K. parviflora, presence of several methoxyflavones and related phenolic constituents have been revealed.…”

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confidence: 99%

“…18) By a previous chemical study on K. parviflora, presence of several methoxyflavones and related phenolic constituents have been revealed. 2,5,6,[10][11][12][13][14][15]17,[19][20][21][22] During the course of our characterization studies on Thai natural medicines, [23][24][25][26][27][28][29][30][31][32] two new phenolic glycosides named kaempferiaosides A (1) and B (2) were isolated from the rhizomes of K. parviflora together with 24 known compounds. This paper deals with the structure elucidation of 1 and 2, as well as hepatoprotective effect of the constituents from the rhizomes of K. parviflora on D-galactosamine (D-GalN)-induced cytotoxicity in primary cultured mouse hepatocytes.…”

mentioning

confidence: 99%

Structures of Two New Phenolic Glycosides, Kaempferiaosides A and B, and Hepatoprotective Constituents from the Rhizomes of <i>Kaempferia parviflora</i>

et al. 2012

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Two new phenolic glycosides, kaempferiaosides A and B were isolated from the rhizomes of Kaempferia parviflora (Zingiberaceae) together with 24 known compounds. Their structures including absolute stereochemistry were elucidated on the basis of chemical and spectroscopic evidence. Among the isolates, 5,3′-dihydroxy-3,7,4′-trimethoxyflavone showed higher activity than silybin, a commercial hepatoprotective agent.Key words Kaempferia parviflora; Zingiberaceae; kaempferiaoside; hepatoprotective activity; Krachai Dum A Zingiberaceae plant, Kaempferia parviflora WALL. ex BAKER, is widely distributed in Thailand and is known as Krachai Dum.1,2) The rhizomes of this plant are tinged with-dark purple to black, and have traditionally been used for the treatment of hypertension, [3][4][5] allergy, 6) gastrointestinal disorders, 7) and impotence. 8,9) The extract of the rhizomes of K. parviflora and its constituents were revealed to exhibit several pharmacological activities, such as antiplasmoidal, antifungal, 2) antiinflammatory, [10][11][12] α-glucosidase inhibitory, 13) and xanthine oxidase inhibitory 1) activities and cytotoxicity of several tumor cell lines 14,15) as well as effect of P-glycoprotein function 16) and modulation of multi-drug resistance in cancer cells. 17)Recently, rhizomes of K. parviflora powder was found to show preventive effect from obesity and its downstream symptoms. 18) By a previous chemical study on K. parviflora, presence of several methoxyflavones and related phenolic constituents have been revealed. 2,5,6,[10][11][12][13][14][15]17,[19][20][21][22] During the course of our characterization studies on Thai natural medicines, [23][24][25][26][27][28][29][30][31][32] two new phenolic glycosides named kaempferiaosides A (1) and B (2) were isolated from the rhizomes of K. parviflora together with 24 known compounds. This paper deals with the structure elucidation of 1 and 2, as well as hepatoprotective effect of the constituents from the rhizomes of K. parviflora on D-galactosamine (D-GalN)-induced cytotoxicity in primary cultured mouse hepatocytes.The dried rhizomes of K. parviflora cultivated at Loei province, Thailand were extracted with methanol to give a methanolic extract (7.10% from the dried rhizomes). The methanolic extract was partitioned into an EtOAc-H 2 O (1 : 1, v/v) mixture to furnish an EtOAc-soluble fraction (3.82%) and an aqueous phase. The aqueous phase was subjected to Diaion HP-20 column chromatography (H 2 O → MeOH) to give H 2 O-and MeOH-eluted fractions (2.04, 1.23%, respectively). As shown in Table 1, the EtOAc-soluble fraction and the MeOH-eluted fraction exhibited hepatoprotective activity, but the H 2 Oeluted fraction lacked the activity. The EtOAc-soluble fraction was subjected to normal-and reversed-phase column chromatographies, and finally HPLC to give 5-hydroxy-7-methoxyflavone 33) (3, 0.113%), 5,7-dimethoxyflavone rel-(5aS, 10bS)-5a,10b-dihydro-1,3,5a,9-tetrahydroxy-8-methoxy-6H-benz[b]

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Modulation of function of multidrug resistance associated-proteins by Kaempferia parviflora extracts and their components

Cited by 67 publications

References 30 publications

Isolation and Structure Identification of Flavonoids

Isolation and Structure Identification of Flavonoids

Anti-osteoporotic and Antioxidant Activities by Rhizomes ofKaempferia parvifloraWall. ex Baker

Structures of Two New Phenolic Glycosides, Kaempferiaosides A and B, and Hepatoprotective Constituents from the Rhizomes of <i>Kaempferia parviflora</i>

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