Jorge Bórquez

University of Antofagasta

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Mario J. Simirgiotis

Austral University of Chile

Iván Brito

University of Antofagasta

Luis Loyola

University of Antofagasta

Alejandro Cárdenas

University of Antofagasta

Glauco Morales

University of Antofagasta

Aurelio San-Martı́n

Universidad de Magallanes

Luis A. Loyola

University of Antofagasta

Luis M. Peña‐Rodríguez

Secretaría de Investigación, Innovación y Educación Superior

Carlos Areche

University of Chile

M. López-Rodríguez

Universidad de La Laguna

Cooperative Institutions

University of Antofagasta

University of Chile

Consejo Nacional de Investigaciones Científicas y Técnicas

Universidad de La Laguna

Pontificia Universidad Católica de Chile

Austral University of Chile

Universidad Católica del Norte

Universidad Nacional Autónoma de México

Universidad de Santiago de Chile

University of Talca

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Crystal structure of 5,7,4′-trihydroxy-3,8,3′-trymethoxyflavone, C₁₈H₁₆O₈

Zeitschrift für Kristallographie - New Crystal Structures (2017)

Iván Brito Mario J. Simirgiotis Leyla Pastén Rubén M. Muñoz Jorge Bórquez

Abstract C 18 H 16 O 8 , monoclinic, P 2 1 / n , (no. 14), a = 7.9253(3) Å, b = 16.8928(6) Å, c = 11.8439(5) Å, β = 92.387(2)°, V = 1584.29(11) Å 3 , Z = 4, R gt (F) = 0.043, w R ref (F 2 ) = 0.102, T = 295(2) K.

10.1515/ncrs-2016-0224

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Crystal structure of 7-deacetylazorellanol, C20H34O2, a deterpenoid from Azorella Compacta

Zeitschrift für Kristallographie - New Crystal Structures (2001)

Luis A. Loyola Jorge Bórquez Antonio Galdámez V. Manrı́quez Aurelio San-Martı́n

C20H34O2, orthorhombic, C222 (No. 21), a = 15.885(3)A, b = 17.168(3)A, c = 13.920(3)A, V= 3796.2Ä 3 , Z= 8, RpiF) = 0.045, wRrerfF 2 ) = 0.071, T= 293 K. Source of materialThe new diterpenoid azorellanol has beem isolated from the aerial parts of Azorella Compacta Phil.(Umbelliferae).White crystals were obtained from petroleum ether-EtOAc solution [1].Azorella Compacta, popularly known as "llareta", is a yellow-green, compact resinous cushion shrub, which grows in the high Andes of Southern Peru, Bolivia, northeastern Chile and northwestern Argentina [2].Bitter taste infusions of the whole plant are used in folk medicine, principally in the treatment of diabetes as well as for asthma, colds, bronchitis, kidney and womb complaints [2].

10.1524/ncrs.2001.216.14.301

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Flavonoid-enriched fractions from Parastrephia lucida: Phytochemical, anti-inflammatory, antioxidant characterizations, and analysis of their toxicity

South African Journal of Botany (2020)

Romina E. D’Almeida Romina Torres Carro Sergio H. Simonetta Iris Catiana Zampini Mario J. Simirgiotis

Parastrephia lucida (Meyen) Cabrera is an endemic species from the Argentinean Puna used in traditional medicine to relieve inflammation. To give scientific support to the ethnopharmacological claim, a bio-guided fractionation of a P. lucida extract was carried out according to its antioxidant activity (in vitro by different primary and secondary methodologies and in vivo on Caenorhabditis elegans) and its ability to inhibit pro-inflammatory enzymes (hyaluronidase and xanthine oxidase). Acute toxicity and genotoxicity of P. lucida were also studied by using Artemia salina and C. elegans bioassays, and Ames test, respectively. Compound characterization of P. lucida extracts and fractions was performed through UHPLC-quadrupole Orbitrap mass spectrometry. P. lucida total methanolic (MeOH) and dichloromethane (DCM) extracts (obtained from the partition of MeOH), showed high flavonoid contents (25.6 and 28.0 µg QE/mg DW) and significant inhibition of pro-inflammatory enzymes (IC50: 320.0 and 280.0 µg/mL on hyaluronidase, and IC50: 53.0 and 44.0 µg/mL on xanthine oxidase, respectively), as well as in vitro and in vivo antioxidant capacity. From DCM, fractions E and F, showed a lack of toxicity or genotoxic, inhibited the xanthine oxidase activity 4-fold than DCM extract, and exhibited high in vivo antioxidant activity, evidenced by the protection of C. elegans against oxidative damage caused by H2O2 and Paraquat between 20 and 30 %. Besides, fractions E and F extended the nematode lifespan between 19 and 38%. Sixty-three metabolites, including several phenolic acids, coumarins, methoxylated flavonoids, tremetone derivates, and clerodane diterpenes, were accurately identified in the DCM fractions of P. lucida. This work not only scientifically supports P. lucida traditional use but also contributes to the search for new natural compounds aimed to treat processes related to inflammatory diseases, associated with oxidative stress.

Artemia salina

Phytochemical

bergenin

10.1016/j.sajb.2020.09.019

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Identification of phytochemicals and assessment of hypoglycemic and haematological potentials of Terminalia catappa Linn leaf extract in alloxan-induced diabetic Wistar rats

Cardiovascular & Hematological Agents in Medicinal Chemistry (2023)

Ezekiel E. Ben Justin Atiang Beshel Daniel Udofia Owu Javier Palacios Magdalene Nwokocha

Hypoglycemia and anemia are associated with diabetes mellitus. Medicinal plants and orthodox drugs have been used for the management of this disease. This study aimed to validate the ethnomedical claims of

Phytochemical

Alloxan

Blood sugar

Distilled water

10.2174/1871525721666230526152917

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Citations (1)

CCDC 1526063: Experimental Crystal Structure Determination

The Cambridge Structural Database (2017)

Iván Brito Mario J. Simirgiotis Leyla Pastén Rubén M. Muñoz Jorge Bórquez

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

10.5517/ccdc.csd.cc1n6zvp

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Edible Passiflora (banana passion) fruits: a source of bioactive C-glycoside flavonoids obtained by HSCCC and HPLC-DAD-ESI/MS/MS

Planta Medica (2012)

MJ Simirgiotis H Cuevas W Tapia Jorge Bórquez

Tumbo fruits are edible fruits consumed raw and widely used in Ecuador, Peru and northern Chile to prepare an aromatic and acidic fruit juice. We have analyzed ethanolic extracts from peel and pulp of fruits of this plant by HPLC- DAD and HPLC-MS, and quantified their antioxidant as well as their flavonoid and phenolic content by spectroscopic methods. The fast fingerprint analysis allowed the detection of a family of twenty eight C-glycoside and three O-glycoside flavonol derivatives which were characterized by UV and ESI-MS-MS. Several C-glycosides are structurally related to the new orientin derivative 4'-methoxy-luteolin-8-C-(6"acetyl)-β-D-glucopyranoside, 1 which was isolated from the peel along with other derivatives (2–5) by HSCCC and fully elucidated by spectroscopic methods. The pulp of the fruits showed good antioxidant activity, but the peel presented the highest content of flavonoids, which is related to the highest antioxidant and antiradical activity.

10.1055/s-0032-1321129

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Citations (9)

CRYSTAL AND MOLECULAR STRUCTURE OF 14α-ACETOXY-13α-HYDROXYMULIN-11-EN-20-OIC ACID MONOHYDRATE

Journal of the Chilean Chemical Society (2018)

Iván Brito Jorge Bórquez Rubén M. Muñoz Alejandro Cárdenas

The structure of this 14Î±-acetoxy-13Î±-hydroxymulin-11-en-20-oic acid monohydrate consists of a mulinane skeleton and the corresponding isopropyl, methyl, carboxyl and methyl groups at C3, C8, C5, C13, respectively, which are Î²-oriented, whereas the hydroxyl and acetoxy groups at C13 and C-14 are Î±-oriented. The cyclopentane (A), cyclohexane (B) and cycloheptene (C) rings are trans (A/B) and (B/C) cis fused, and in an envelope, chair, and twist conformation respectively. In the crystal the organic molecules are linked by the water molecules by two intermolecular ÐâHâ¦O hydrogen bond forming 1D-dimensional chains with graph-set notation (9).

Cyclopentanes

Isopropyl

Cycloheptene

Crystal (programming language)

Alkane stereochemistry

10.4067/s0717-97072018000103884

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Diterpenoids from Haplopappus rigidus

Phytochemistry (2000)

Glauco Morales Patricia Sierra Luis Loyola Jorge Bórquez

DEPT

Brine shrimp

10.1016/s0031-9422(00)00321-6

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Citations (6)

Further Mulinane and Azorellane Diterpenoids Isolated from Mulinum crassifolium and Azorella compacta

Molecules (2014)

Jorge Bórquez Alejandro Ardiles Luis Loyola Luis M. Peña-Rodrı́guez Gloria María Molina-Salinas

The new mulinane diterpenoids 1 and 2 were isolated from the EtOAc extract of Mulinum crassifolium, while the rearranged mulinane 5, which was isolated for the first time from a natural source, was isolated from Azorella compacta. Compounds 1-2 were prepared by semi-synthesis thorough acetylation of the diterpene 17-acetoxymulinic acid (3). A mechanism of reaction was proposed, while the structures of the new compounds were elucidated on the basis of comprehensive spectroscopic analysis and computational methods.

Terpene

10.3390/molecules19043898

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Citations (17)

CCDC 1518397: Experimental Crystal Structure Determination

The Cambridge Structural Database (2018)

Iván Brito Jorge Bórquez Alejandro Cárdenas María Soledad Avendaño Mario J. Simirgiotis

10.5517/ccdc.csd.cc1mz0k5

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