Constituents of the Roots of Boerhaavia diffusa L. III. Identification of Ca2+ Channel Antagonistic Compound from the Methanol Extract.

Lami, Nzunzu; Kadota, Shigetoshi; Kikuchi, Tohru; Momose, Yasunori

doi:10.1248/cpb.39.1551

Cited by 75 publications

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“…Previous phytochemical studies of Boerhavia coccinea and B. erecta led to the isolation of tannins and saponins, 2 while B. diffusa yielded dihydroisofuranoxanthone, 3 rotenoids 4 and lignans. 5 Betacianins and flavonoids were isolated from Bougainvillea glabra, 6 already flavonoids and phenolic compounds were isolated from B. spectabillis. 7,8 Saponins were isolated from Colignonia scandens Benth.…”

Section: Introductionmentioning

confidence: 99%

New flavone from the leaves of Neea theifera (Nyctaginaceae)

Rinaldo¹,

Rodrigues²,

Rodrigues³

et al. 2007

J. Braz. Chem. Soc.

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Neea theifera Oerst. (Nyctaginaceae) é amplamente utilizada na medicina popular brasileira para tratamento de úlceras gástricas e inflamação. A investigação fitoquímica das folhas de Neea theifera permitiu o isolamento e identificação da nova flavona luteolina-7-O-[2''-O-(5'''-O-feruloil)-β-D-apiofuranosil]-β-D-glucopiranosídeo(1) além dos oito compostos conhecidos vitexina, isovitexina, isoorientina, orientina, vicenina-2, crisoeriol, apigenina e luteolina. A identificação química foi realizada por métodos espectroscópicos incluindo RMN-2D, bem como análises no UV e IES-EM.Neea theifera Oerst. (Nyctaginaceae) is widely used in Brazilian folk medicine for the treatment of gastric ulcers and inflammation. Phytochemical investigation of the leaves of Neea theifera afforded the isolation of the new flavone luteolin-(1) besides the eight-known compounds vitexin, isovitexin, isoorientin, orientin, vicenin-2, chrysoeriol, apigenin and luteolin. Their chemical identification was established by NMR spectroscopic methods including 2D-NMR, as well as UV and ESI-MS analyses. IntroductionThe Nyctaginaceae family comprises around 300 species in 30 genera. 1 Phytochemical investigation with plants from this family is still scarce. Previous phytochemical studies of Boerhavia coccinea and B. erecta led to the isolation of tannins and saponins, 2 while B. diffusa yielded dihydroisofuranoxanthone, 3 rotenoids 4 and lignans. 5 Betacianins and flavonoids were isolated from Bougainvillea glabra, 6 already flavonoids and phenolic compounds were isolated from B. spectabillis. 7,8 Saponins were isolated from Colignonia scandens Benth. 9 and from Pisonia umbellifera. 10 In our search for bioactive natural products from São Paulo State, Brazil, we have examined the leaves of Neea theifera Oerst. This species is popularly known as 'Caparosa-do-campo' that grow wild in cerrado lands of Brazil. 1 They are used in folk medicine for the treatment of gastric ulcers and inflammation. 11 To the best of our knowledge, we could not find any previous phytochemical investigation with plants belonging to this genus.The present paper describes the isolation, purification and structure elucidation of the nine compounds from the leaves of N. theifera. Experimental Extraction and isolationThe dried leaves of N. theifera (953.5 g) were powdered and extracted successively with CHCl 3 and MeOH. The methanolic extract (3.0 g) was subjected to RP-C18 CC (40.0 cm × 2.5 i.d.) eluted with H 2 O:MeOH (9:1), H 2 O:MeOH (1:1) and MeOH giving 3 fractions: fr. 9:1 (1.8 g), fr. 1:1 (0.86 g) and fr. MeOH (0.34 g), 1133 Rinaldo et al. Vol. 18, No. 6, 2007 respectively. The fr. -58, 59-61, 66-68, 162-170, 190-206, 233-254 and 284-301 were identified as vitexin (12 mg), isovitexin (26 mg), orientin (16 mg), vicenin-2 (8 mg), chrysoeriol (5 mg), apigenin (4 mg) and luteolin (4 mg), respectively. Fraction 74-82 (60 mg) was further purified by semi-preparative HPLC and afforded to obtain pure isoorientin (6 mg) and pure compound (1) (8 mg). General experimental proce...

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Section: Introductionmentioning

confidence: 99%

New flavone from the leaves of Neea theifera (Nyctaginaceae)

Rinaldo¹,

Rodrigues²,

Rodrigues³

et al. 2007

J. Braz. Chem. Soc.

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“…side (17, 0.00008%), 20) eugenyl vicianoside (18,0.00096%), 21) 2,6-dimethoxy-4-(2-propenyl)phenol 6-O-b -D-glucopyranosyl-b-D-glucopyranoside (19, 0.00011%), 22) coniferin (20, 0.00024%), 23) syringin (21, 0.0032%), 24) cis-syringin (22, 0.00024%), 25) dihydrosyringin (23, 0.00024%), 26) trans-psinapoyl-b-D-glucopyranoside (24, 0.00068%), 27) (E)-coumaroyl-1-O-b-D-glucopyranoside (25, 0.00026%), 28) 1-[(2Z)-3-(4-hydroxyphenyl)-2-propenoate]-b -D-glucopyranoside (26, 0.00005%), 28) myzodendrone (27, 0.00024%), 29,30) hovetrichoside A (28, 0.00010%), 31) 4,7,9-trihydroxy-3,3Ј-dimethoxy-8-O-4Ј-neolignan-9Ј-O-b -D-glucopyranoside[7S, 8R-erythro form] (29, 0.00019%), 32) syringaresinol mono-b-D-glucopyranoside (30, 0.00049%), 33) eleutheroside E 2 (31, 0.00017%), 34) 7R,8S-dihydrodehydrodiconiferyl alcohol 4-Ob-D-glucopyranoside (32, 0.00028%), 35) (2S)-2,3-O-di-(9,12, 15-octadecatrienoyl)-glyceryl-b -D-galactopyranoside (33, 0.0066%), 36) and 1,2-di-9,12,15-octadecatrienoyl-sn-glycerol (34, 0.00023%). 37) Structures of Foliachinenosides, E, F, G, H, and I, and Foliasalaciosides J, K, and L Foliachinenoside E (1) was obtained as a colorless amorphous powder with positive optical rotation ([a] D 27 ϩ9.8°in MeOH).…”

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confidence: 99%

Chemical Structures and Hepatoprotective Effects of Constituents from the Leaves of Salacia chinensis

Nakamura

Zhang

Matsuda

et al. 2011

CHEMICAL & PHARMACEUTICAL BULLETIN

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In the course of our characterization studies on bioactive constituents from Salacia species (Hippocrateaceae), [1][2][3][4][5][6] we have reported the isolation and absolute stereostructure elucidation of 13 megastigmane glycosides, 7 phenolic glycosides, and 11 triterpenes from the leaves of Salacia chinensis collected in Thailand together with 40 known constituents. 7-11)As a continuning study on the leaves of Salacia chinensis, the methanolic (MeOH) extract was found to show a protective effect on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes. From the MeOH extract, eight new glycosides, named foliachinenosides E, F, G, H, and I, and foliasalaciosides J, K, and L, were isolated together with 26 known constituents. Furthermore, we examined the hepatoprotective effects of the isolated compounds on D-galactosamine-induced cytotoxicity. In this paper, we describe the isolation and structure elucidation of the new constituents (1-8) and the hepatoprotective effects of isolated compounds from the leaves of Salacia chinensis.The dried leaves of S. chinensis, which were collected at Nakhon Si Thammarat province, Thailand, were finely cut and extracted with MeOH to furnish a MeOH extract (13.0%). The MeOH extract was partitioned into an EtOAc-H 2 O (1 : 1, v/v) mixture to furnish an EtOAc-soluble fraction (4.1%) and an aqueous phase. The aqueous phase was further extracted with n-BuOH to give an n-BuOH-soluble fraction (2.4%) and a H 2 O-soluble fraction (6.6%). The n-BuOH-soluble fraction was subjected to Diaion HP-20 column chromatography (H 2 O→MeOH) to give the water-and MeOHeluted fractions as previously reported.7) The EtOAc-soluble fraction and the MeOH-eluted fraction were respectively subjected to normal-and reversed-phase silica gel column chromatographies, and finally HPLC to give eight new compounds, foliachinenosides E (1, 0.00009%), F (2, 0.00013%), G (3, 0.00017%), H (4, 0.00048%), and I (5, 0.0018%), and foliasalaciosides J (6, 0.00017%), K (7, 0.00016%), and L (8, 0.00007%), together with 26 known compounds, 3-methyl-2-but-2-en-1-ol 6-O-a-L-arabinopyranosyl-b-D-glucopyranoside (9, 0.0017%), 12) (3Z)-3-hexen-1-ol 6-O-a-L-arabinopyranosyl-b-D-glucopyranoside (10, 0.0014%), 13) 2,4,6-trimethoxyphenol 1-O-b-D-glucopyranoside (11, 0.00016%), 14) benzyl alcohol b-D-glucopyranoside (12, 0.00003%), 15) benzyl alco- Yamashina-ku, Kyoto 607-8412, Japan: and b Pharmaceutical Research and Technology Institute, Kinki University; 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan. Received April 27, 2011; accepted May 26, 2011; published

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“…Phytochemical screening and isolation of marker compounds of this plant has confirmed the important bioactive chemicals (Boerhavin and boerhavic acid) including amino acids and alkaloids [12][13][14][15] . Boeravinones and other compounds in roots of B. diffusa were quantified and validated by analytical method like UPLC to enhance the quality and efficacy.…”

Section: Introductionmentioning

confidence: 99%

“…The seeds have been studied as tonic and posses carminative properties 22 . Boerhadiffusene ,boerhavisterol, diffusarotenoid and boerhavilanostenyl benzoate and a known rotenoid, boeravinone A were identified from root part of B. diffusa [26][27][28] . Examination of the ether extracts of the roots of B. diffusa led to the separation of Boeravinone A, B, C, D, E, F, G and H by novel chromatographic method [23][24][25] .…”

Section: Introductionmentioning

confidence: 99%

Identification and Quantification of Boeravinone-B in dry fruit extract of Boerhaavia diffusa Linn and in its Polyherbal Formulation

Singh

Sharma

Singh

et al. 2017

Journal of Natural Remedies

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Objective: To ascertain the authenticity of Boeravinone-B in Boerhaavia diffusa and its poly-herbal dosage form (capsule) by identification and quantification through precise and robust HPLC method. Materials and Methods: The RP-HPLC analysis was accomplished employing phosphate buffer and acetonitrile as mobile phase at a flow rate of 1.5 ml/min and 270 nm as detection wavelength. Results: The content of Boeravinone B in ingredients (hydro-alcoholic extracts of whole plant) and poly-herbal formulation of B. diffusa was estimated as 0.041% w/w and 0.011% w/w, respectively with good linearity R2>0.9997 and retention time 24.413±0.004 min. Conclusion: The amount of Boeravinone-B present in B.diffusa extracts of raw drug complies with that of reported in literature. Quantification of Boeravinone-B suggested an identification mark for this drug and its different market formulations and may work as quality parameter in standardization. On the basis of percentage of Boeravinone-B the content of B.diffusa in poly-herbal formulation validate the ratio of ingredient in final formulation. This method proved its applicability in quality assessment via quantification of this marker in raw material as well as various phyto-formulations of B. diffusa and widens the acceptability criteria at international level. Identification and Quantification of Journal of natural remedies AbstractIpomoea reniformis Chaos is claimed in Indian traditional medical practice to be useful in the treatment of epilepsy and neurological disorders. In the present study, pretreatment effect of methanolic extract of Ipomoea reniformis on epilepsy and psychosis was evaluated in rodents using standard procedures. Besides evaluating epileptic and behavioral parameters, neurotransmitters such as Gamma-Amino Butyric Acid (GABA) in epilepsy and in psychosis dopamine, noradrenaline and serotonin contents in the rodent brain were estimated. The extract pretreatment reduced maximal electro shock; Isoniazid (INH) and Pentylenetetrazole (PTZ) induced seizures and also significantly inhibited the attenuation of brain GABA levels by INH and PTZ in mice. These results suggested that the observed beneficial effect in epilepsy may be by enhancing the GABAergic system. The test drug also inhibited the apomorphine induced climbing and stereotyped behavior and showed significantly reduced levels of brain dopamine, noradrenaline and serotonin which may be due to blocking of central dopaminergic, noradrenergic and serotonergic pathways or by enhancing the GABAergic system. The results obtained in present study suggest that the title plant possesses antiepileptic and antipsychotic activities in rodents.

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Constituents of the Roots of Boerhaavia diffusa L. III. Identification of Ca2+ Channel Antagonistic Compound from the Methanol Extract.

Cited by 75 publications

References 0 publications

New flavone from the leaves of Neea theifera (Nyctaginaceae)

New flavone from the leaves of Neea theifera (Nyctaginaceae)

Chemical Structures and Hepatoprotective Effects of Constituents from the Leaves of Salacia chinensis

Identification and Quantification of Boeravinone-B in dry fruit extract of Boerhaavia diffusa Linn and in its Polyherbal Formulation

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