Lignans from the stems and leaves of <i>Brandisia hancei</i> and their effects on VEGF-induced vascular permeability and migration of HRECs and DLAV formation in zebrafish

Lee, Ik‐Soo; Kim, Young Sook; Jung, Seung-Hyun; Yu, Song; Kim, Joohwan; Sun, Hang; Kim, Jin Sook

doi:10.1080/09168451.2014.991687

Cited by 9 publications

(4 citation statements)

References 23 publications

(25 reference statements)

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“…The circular dichroism (CD) spectrum ( Figure S4) was measured to determine the configurations at C-7 and C-8 of compound 1. The results revealed that the CD spectrum of 1 showed positive signs in the region of 240-400 nm, indicating the 8S-configuration compared with those of reported analogs [15][16][17]. Furthermore, we confirmed the threo-configuration between H-7 and H-8 by confirming the large coupling constant (J 7,8 = 7.3 Hz) according to previous studies [18,19].…”

Section: Structure Determination Of Mtmnsupporting

confidence: 87%

Anti-Inflamatory Activity of Neolignan Compound Isolated from the Roots of Saururus chinensis

Yoo

Shin

et al. 2020

Plants

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Saururus chinensis (Lour.) Baill. is a perennial herb and grows in Korea, China, and Japan. Interestingly, (7S,8S)-Δ8′-3,4-methylenedioxy-3′,5,5′-trimethoxy-7-monoacetate-8.O.4′-neolignan (MTMN), one of the active neolignans, was first isolated from the roots of Saururus chinensis. The compound was screened for anti-inflammatory activity using a RAW264.7 murine macrophage cell line. The dried roots of S. chinensis (9.7 kg) were extracted with 70% methanol and then solvent fractionation. From the ethyl acetate fraction, MTMN was purified through silica gel column and reverse-phase column chromatography and its structure was identified by spectroscopic analysis with nuclear magnetic resonance, circular dichroism, and mass spectrometry. RAW264.7 cells were induced using lipopolysaccharide (LPS) and treated with or without MTMN. Production of nitric oxide (NO) and prostaglandin E2 (PGE2) levels were measured and protein expressions of nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) were analyzed by immunoblotting. The isolated neolignan was (7S,8S)-Δ8′-3,4-methylenedioxy-3′,5,5′-trimethoxy-7-monoacetate-8.O.4′-neolignan. This compound suppressed the LPS-induced iNOS and COX-2 protein expressions, which led to a decrease in the production of NO and PGE2 levels. Further studies, including in animal models, will be required to establish the precise pharmacological effect of MTMN.

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Section: Structure Determination Of Mtmnsupporting

confidence: 87%

Anti-Inflamatory Activity of Neolignan Compound Isolated from the Roots of Saururus chinensis

Yoo

Shin

et al. 2020

Plants

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“…In addition, two sugar units in substructure C (Figure 2 and (+)-pinoresinol di-O-β-ᴅ-glucopyranoside ( 14) [22], liriodendrin (15) [23], syringin (16) [24], and citrusin A (17) [25] (Figure 1) by comparison to literature data. In addition, compounds 2, 3, 8, and 11 were isolated for the first time from the genus Wikstroemia.…”

Section: Resultsmentioning

confidence: 88%

“…Sixteen known compounds were isolated and their structures were determined as 7-(β-ᴅ-glucopyranosyloxy)-7'-hydroxy-3-[(2-oxo-2 H -1-benzopyran-7-yl)oxy]-[8,8'-bis(2 H -1-benzopyran)]-2,2'-dione ( 2 ) [ 11 ], 6-(β-ᴅ-glucopyranosyloxy)-7-[(2-oxo-2 H -1-benzopyran-7-yl)oxy]-2 H -1-benzopyran-2-one ( 3 ) [ 9 ], rutarensin ( 4 ) [ 12 ], hirsutrin ( 5 ) [ 13 ], genkwanin 5-O-β-ᴅ-primeveroside ( 6 ) [ 14 ], (7 S ,8 R )-5-methoxydehydrodiconiferyl alcohol 4-O-β-ᴅ-glucopyranoside ( 7 ) [ 15 ], 9'-methoxydehydrodiconiferyl alcohol 4-O-β-ᴅ-glucopyranoside ( 8 ) [ 16 ], dehydrodiconiferyl alcohol-4-O-β-ᴅ-glucopyranoside ( 9 ) [ 17 ], (+)-pinoresinol ( 10 ) [ 18 ], 4,4'-dimethoxy-3'-hydroxy-7,9':7',9-diepoxylignan-3-O-β-ᴅ-glucopyranoside ( 11 ) [ 19 ], (+)-medioresinol 4-O-β-ᴅ-glucopyranoside ( 12 ) [ 20 ], (+)-springaresinol-4''-O-β-ᴅ-monoglucopyranoside ( 13 ) [ 21 ], (+)-pinoresinol di-O-β-ᴅ-glucopyranoside ( 14 ) [ 22 ], liriodendrin ( 15 ) [ 23 ], syringin ( 16 ) [ 24 ], and citrusin A ( 17 ) [ 25 ] ( Figure 1 ) by comparison to literature data. In addition, compounds 2 , 3 , 8 , and 11 were isolated for the first time from the genus Wikstroemia .…”

Section: Resultsmentioning

confidence: 99%

Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

Wu¹,

Su²,

Wu³

et al. 2022

Beilstein J. Org. Chem.

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Wikstroemia nutans Champ. ex Benth., a traditional herbal medicine collected at the Lingnan region of China, was chemically investigated. A new biscoumarin glucoside, wikstronutin (1), along with three known bis- and tricoumarin glucosides (2–4), two flavonoid glycosides (5–6), and eleven lignan glucosides (7–17) were isolated from the stems and roots of W. nutans. The new structure including its absolute configuration was elucidated based on a combination of 1D and 2D NMR, UV, IR, HRESIMS spectroscopic data, as well as chemical transformation. Compounds 1–17 were first isolated from the plant species W. nutans, while compounds 1–3, 8, and 11 were reported from the genus Wikstroemia for the first time. All co-isolates were evaluated for their in vitro inhibitory effects on nitric oxide (NO) production induced by lipopolysaccharide (LPS) in murine RAW264.7 macrophage cells. The antibacterial activity of the selected compounds was also tested. Our work enriches the structure diversity of the secondary metabolites from the genus Wikstroemia.

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“…The activity of Hif-1α is induced by the decrease in the bioavailability of oxygen for the cells -being classi ed as a state of hypoxia -triggering important metabolic alterations, still little elucidated in DM [18][19][20][21] . In this state there are also changes in the expression of VEGF, a highly speci c dimeric glycoprotein that promotes migration and inhibits the process of cell apoptosis [22][23][24] . Due to the scarcity of studies on effective markers capable of identifying the onset of metabolic alterations in DM, this study aimed to evaluate the expression pro le of the Mct1, Mct4, Cd147, Hif-1α and Vegf genes in diabetic rats, in target tissues such as heart, brain and kidney, and in blood samples, in different periods after the onset of the disease (7, 21, 30 and 40 days), aiming to evaluate the subchronicity of this disease.…”

Section: Introductionmentioning

confidence: 99%

Cellular metabolism genes expression in the onset of diabetic nephropathy: an experimental model of diabetes mellitus.

Encinas

Fonseca

Raimundo

et al. 2023

Preprint

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Diabetes mellitus is a chronic disease with prospects for an increase worldwide, therefore, researches are developed to understand its metabolic implications, as well as the early signaling of the onset of the disease and possible complications. The objective of this study was to evaluate the expression profile in the genes Mct1, Mct4, Cd147, Hif-1α and Vegffor different biological matrices in rats induced to diabetes in the determined periods of: 7, 21, 30 and 40 days. Wistar rats (160-180g, n=68), divided into shamand diabetic groups evaluated according to tissue samples from the heart, brain and kidney, blood samples; being studied in classical biochemical analysis and in the determination of intergroup differential gene expression, temporally, by qPCR. The main alterations were observed in the renal tissues - decrease in the expression of Hif-1α (21x30 days) and Vegf (21x40 days), and in the brain - with significant alterations in the evaluated genes, comparing the early group (7 days) and late groups (30 and 40 days). Thus, we observed that the evaluated genes are related to metabolic changes that, over time, corroborate the worsening of diabetes and the installation of secondary diseases, directly and/or indirectly related to the evaluated tissues.

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Lignans from the stems and leaves of Brandisia hancei and their effects on VEGF-induced vascular permeability and migration of HRECs and DLAV formation in zebrafish

Cited by 9 publications

References 23 publications

Anti-Inflamatory Activity of Neolignan Compound Isolated from the Roots of Saururus chinensis

Anti-Inflamatory Activity of Neolignan Compound Isolated from the Roots of Saururus chinensis

Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

Cellular metabolism genes expression in the onset of diabetic nephropathy: an experimental model of diabetes mellitus.

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