2,5-Diaryl-3,4-dimethyltetrahydrofuran lignans from Talauma hodgsonii

Vieira, Luís; Kijjoa, Anake; Silva, Artur M. S.; Mondranondra, Ing-On; Herz, Werner

doi:10.1016/s0031-9422(97)01029-7

Cited by 22 publications

(13 citation statements)

References 5 publications

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“…In this paper, we report the neurotrophic effects of these 2,5-diaryl-3,4-dimethyltetrahydrofuran neolignans (2-7) for comparison with 1, the neuroprotective effects of neolignans (1-7) against Ab [25][26][27][28][29][30][31][32][33][34][35] -induced cell death in primary cultured rat hippocampal neurons, 15) as well as against cell death induced by 1-methyl-4-phenylpyridinium ion (MPP ϩ ), a neurotoxin used in the cellular model for Parkinson's disease. 16) 17) and its analogues, veraguensin (2), 18) galgravin (3), 19) aristolignin (4), 19) nectandrin A (5), 20) isonectandrin B (6), 20) and nectandrin B (7), 20) were isolated from a methanol extract of the root of A. arcuata as previously described. 14) Their structures were elucidated by extensive analyses of IR, MS, 1 H-, and 13 C-NMR spectra and identified by spectral data and specific rotations in the literature.…”

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confidence: 99%

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Neuroprotective Effects of 2,5-Diaryl-3,4-dimethyltetrahydrofuran Neolignans

Zhai

Inoue

Moriyama

et al. 2005

Biological & Pharmaceutical Bulletin

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We previously reported the neurotrophic effects of talaumidin (1) from Aristolochia arcuata MASTERS. In the present study, we compared the neurotrophic and neuroprotective effects of six other 2,5-diaryl-3,4-dimethyltetrahydrofuran neolignans isolated from the same plant, veraguensin (2), galgravin (3), aristolignin (4), nectandrin A (5), isonectandrin B (6), and nectandrin B (7), with compound 1 in primary cultured rat neurons. Compounds 3-7 promoted neuronal survival and neurite outgrowth, among which compounds 6 and 7 showed neurotrophic activity comparable with that of 1.

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“…14) Their structures were elucidated by extensive analyses of IR, MS, 1 H-, and 13 C-NMR spectra and identified by spectral data and specific rotations in the literature. [17][18][19][20] Cell culture medium and supplements were from Gibco BRL Co. Ltd. (NY, U.S.A.). Cell culture plates were purchased from Iwaki (Chiba, Japan).…”

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Neuroprotective Effects of 2,5-Diaryl-3,4-dimethyltetrahydrofuran Neolignans

Zhai

Inoue

Moriyama

et al. 2005

Biological & Pharmaceutical Bulletin

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“…(−)-Galbacin is a natural product isolated, inter alia, from Talauma hodgsonii Hook, F & Thoms, 22 which inhibits in particular the growth of several human tumor cell lines. 23,24 Among all the γ-butyrolactones previously prepared, we speculated that compound 11ai could be a key intermediate for the asymmetric synthesis of (−)-galbacin, via several transformations on the scaffold such as a stereoselective alkylation step and an electrophilic aromatic substitution reaction (EArS) as reported in Fig.…”

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confidence: 99%

Asymmetric synthesis of trans-4,5-disubstituted γ-butyrolactones involving a key allylboration step. First access to (−)-nicotlactone B and (−)-galbacin

et al. 2018

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HAL is a multi-disciplinary open access archive for the deposit and dissemination of scientific research documents, whether they are published or not. The documents may come from teaching and research institutions in France or abroad, or from public or private research centers. L'archive ouverte pluridisciplinaire HAL, est destinée au dépôt et à la diffusion de documents scientifiques de niveau recherche, publiés ou non, émanant des établissements d'enseignement et de recherche français ou étrangers, des laboratoires publics ou privés. Asymmetric synthesis of trans-4,5-disubstituted γ-butyrolactones involving a key allylboration step. First access to (-)-nicotlactone B and (-)-galbacin

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“…For example, Morato et al (1989) found the presence of phytosteroids, saponins, alkaloids, and tannins in the crude extract of T. ovata. On the other hand, the hexane extract of the bark of T. ovata yielded three new natural neolignans, named as acetyl oleiferin-C, acetyl oleiferin-F, and acetyl oleiferin-G, together with the known compounds dihydroguaiaretic acid, austrobailignan-5, oleiferin-C, austrobailignan-6, and oleiferin-F, all of them were identified by Stefanello et al (2002), and Vieira et al (1998) found three lignans in the stem bark of T. hodgsonii.…”

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confidence: 99%

In vitro radical scavenging activity of two Columbian Magnoliaceae

Puertas

Mesa

Sáez

2005

Naturwissenschaften

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The recent interest in the conservation of the tropical forest is due, at least in part, to the potential economic and health benefits that can be exploited from several plants. This report shows the in vitro antioxidant activity of some fractions isolated from leaves of two Columbian Magnoliaceae, Talauma hernandezii G. Lozano-C and Dugandiodendron yarumalense Lozano. The activity was determined using the radical monocation 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS.+) and the stable free radical 2-2-diphenyl-1-picrylhydrazyl (DPPH.), as part of general biological screening of these plants. The antioxidant capacity obtained from fractions was similar to those of alpha-tocopherol, tert-butylated hydroxyanisole (BHA), and ascorbic acid. The most active scavenger extract was the fraction 7 (TAA = 48.6 mmol Trolox/kg extract and IC50 < or = 0.01 kg extract/mmol DPPH); and the least active was the fraction 1 (TAA = 11.23 mmol Trolox/kg extract and IC50 = 0.21 kg extract/mmol DPPH) all of them isolated from D. yarumalense. These results suggest that these plants can be attractive as source of antioxidant compounds with the ability to reduce radicals like ATBS and DPPH.

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2,5-Diaryl-3,4-dimethyltetrahydrofuran lignans from Talauma hodgsonii

Cited by 22 publications

References 5 publications

Neuroprotective Effects of 2,5-Diaryl-3,4-dimethyltetrahydrofuran Neolignans

Neuroprotective Effects of 2,5-Diaryl-3,4-dimethyltetrahydrofuran Neolignans

Asymmetric synthesis of trans-4,5-disubstituted γ-butyrolactones involving a key allylboration step. First access to (−)-nicotlactone B and (−)-galbacin

In vitro radical scavenging activity of two Columbian Magnoliaceae

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