New neolignans from Krameria tomentosa A. St. -Hil

Madeiro, Sara A. L.; Lucena, Hellane F. S.; Siqueira, Caroline Duarte; Duarte, Marcelo Cavalcante; Braz‐Filho, Raimundo; Barbosa-Filho, José Maria; Silva, Marcelo Sobral da; Tavares, Josean Fechine

doi:10.1590/s0103-50532012005000077

Cited by 2 publications

(3 citation statements)

References 11 publications

(12 reference statements)

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“…The 13 C and DEPT NMR spectrum showed the presence of 19 signals (Table-1), corresponding to two aromatic rings (C-1-C-6 and C-1'-C-6'), a pair of double bond (C-7' and C-8'), a 3-hydroxypropan-1one moiety (C-7-C-9) 15 , two methoxy groups (δC 55.8, 55.9; δH 3.82, 3.86) and a phenolic hydroxy group (δH 11.22). Based on comparison with 13 C NMR spectral data of 1 with these of the known compound, sobraline 16 , the major differences due to a carboxyl in sobraline replaced by a 3-hydroxypropan-1one moiety in 1. The 1 H NMR spectrum of this compound indicated the presence of a signal at δH 7.08 (s) characteristic .92 (dd, J = 1.8 and 8.5 Hz) and 7.62 (d, J = 8.5 Hz), assigned to the hydrogens H-2, H-4 and H-5, respectively and signals at δH 6.25 (d, J = 2.5) and 6.24 (d, J = 2.5), corresponding to the hydrogens H-3' and H-5', respectively.…”

Section: Resultsmentioning

confidence: 99%

Neolignans from Flower Buds of Magnolia fargesii and their Antitobacco Mosaic Virus Activities

Yang¹,

Huang²,

Chen³

et al. 2013

Asian J. Chem.

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A new neolignan, fargesilignan A (1), together with five known neolignans (2-6), were isolated from the flower buds of Magnolia fargesii. The structures of 1-6 were elucidated by spectroscopic methods, including extensive 1D and 2D NMR techniques. Compounds 1-6 were tested for their antitobacco mosaic virus activities. Compounds 2 and 5 (20 µM) showed moderate antitobacco mosaic virus activity with inhibition rates of 14.5 and 22.2 %.

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Section: Resultsmentioning

confidence: 99%

Neolignans from Flower Buds of Magnolia fargesii and their Antitobacco Mosaic Virus Activities

Yang¹,

Huang²,

Chen³

et al. 2013

Asian J. Chem.

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“…This resulted in compounds 46 (2.1 mg) 63 and 47 (2.4 mg). 64 The equipment used was a Shimadzu apparatus with an SPDM10A VP diode array detector and an ACE C18 column (250 mm × 21.2 mm and 5 μm particles) and the flow rate was 8.0 mL min -1 .…”

Section: Isolation and Identification Of Neolignansmentioning

confidence: 99%

“…The compounds were identified by 1D-and 2D-nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HRESIMS), optical rotation analysis and by with examination the literature. [63][64][65] Activity of selected neolignans against T. cruzi epimastigotes and tripomastigotes…”

Section: Isolation and Identification Of Neolignansmentioning

confidence: 99%

Virtual Screening Based on Ligand and Structure with in vitro Assessment of Neolignans against Trypanosoma cruzi

Maia¹,

Andrade²,

Sousa³

et al. 2023

J. Braz. Chem. Soc.

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Chagas disease, caused by the parasite Trypanosoma cruzi, occurs most commonly in Latin America. As the treatment is highly toxic and ineffective in the chronic phase of the disease, alternative treatments are needed. Through quantitative structure-activity relationship modeling (QSAR) analysis using ligand-based and structure-based virtual screening methods, we predicted the trypanocidal potential of 47 neolignans against three targets, the enzymes cruzain, trypanothione reductase, and sterol 14-alpha demethylase. A combined analysis allowed for the selection of potent inhibitors against Trypanosoma cruzi. Of these compounds, two were isolated and shown to inhibit the growth of epimastigotes at concentrations of 9.64 and 8.72 μM, and trypomastigote forms at 4.88 and 2.73 μM. Therefore, the compounds (2R, 3R)-2,3-dihydro-2‑(4‑methoxyphenyl)- 3-methyl-5-(E)-propenylbenzofuran (46) and ottomentosa (47) may be a good option of growth inhibitors for the parasite stages and warrant additional study.

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New neolignans from Krameria tomentosa A. St. -Hil

Cited by 2 publications

References 11 publications

Neolignans from Flower Buds of Magnolia fargesii and their Antitobacco Mosaic Virus Activities

Neolignans from Flower Buds of Magnolia fargesii and their Antitobacco Mosaic Virus Activities

Virtual Screening Based on Ligand and Structure with in vitro Assessment of Neolignans against Trypanosoma cruzi

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