Your browser doesn't support javascript.
loading
Mostrar: 20 | 50 | 100
Resultados 1 - 9 de 9
Filtrar
Mais filtros

Base de dados
Tipo de documento
País de afiliação
Intervalo de ano de publicação
1.
Org Biomol Chem ; 19(11): 2481-2486, 2021 03 21.
Artigo em Inglês | MEDLINE | ID: mdl-33656035

RESUMO

A novel electrochemical method for the synthesis of α,ß-epoxy ketones is reported. With KI as the redox mediator, methyl ketones reacted with aldehydes under peroxide- and transition metal-free electrolytic conditions and afforded α,ß-epoxy ketones in one pot (36 examples, 52-90% yield). This safe and environmental-friendly method has a broad substrate scope and can readily provide a variety of α,ß-epoxy ketones in gram-scales for evaluation of their anti-cancer activities.

2.
J Org Chem ; 84(11): 7007-7016, 2019 06 07.
Artigo em Inglês | MEDLINE | ID: mdl-31083909

RESUMO

Neolaxiflorin L (NL) is a low-abundant Isodon 7,20-epoxy- ent-kuarenoid and was found to be a promising anticancer drug candidate in our previous study. In order to study its structure-activity relationship (SAR), a diversity-oriented synthetic route toward two libraries of (±)-NL analogs, including analogs containing different functionalities in the same 7,20-epoxy- ent-kuarene skeleton and analogs with skeletal changes, has been developed. The results of this total synthesis-enabled SAR successfully led to a bioactive alkyne-tagged NL derivative, which could be a useful probe for proteomics studies.


Assuntos
Alcinos/farmacologia , Antineoplásicos Fitogênicos/farmacologia , Diterpenos/química , Isodon/química , Alcinos/síntese química , Alcinos/química , Antineoplásicos Fitogênicos/síntese química , Antineoplásicos Fitogênicos/química , Proliferação de Células/efeitos dos fármacos , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Estrutura Molecular , Relação Estrutura-Atividade , Células Tumorais Cultivadas
3.
J Org Chem ; 80(2): 836-46, 2015 Jan 16.
Artigo em Inglês | MEDLINE | ID: mdl-25517288

RESUMO

A systematic study of the biomimetic pathways to yezo'otogirin C under aerobic and anaerobic conditions has been investigated, and both are found to be feasible pathways to the natural product depending on the physiological conditions. Because of the lower activation energy, the aerobic process would be more favorable when the in vivo oxygen level is high. In the course of this study, a highly efficient synthetic route to (±)-yezo'otogirin C has been established in four steps (31% overall yield) from a readily available compound without using any protecting groups. The natural product and its structural analogues exhibited antitumor activities against several human cancer cell lines and appeared to arrest cell cycles in different phases.


Assuntos
Antineoplásicos/química , Antineoplásicos/síntese química , Materiais Biomiméticos/síntese química , Terpenos/química , Terpenos/síntese química , Materiais Biomiméticos/química , Linhagem Celular Tumoral , Humanos , Estereoisomerismo
4.
Nat Prod Res ; 36(4): 974-983, 2022 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-33251874

RESUMO

Eleven compounds were isolated from methanol extract taken from Moringa oleifera seeds, including two previously unknown and nine known compounds. These compounds were authenticated as a carbamate, three phenylglycosides, four phenol glycosides, two nucleosides, and one flavonoid. Their chemical structures were elucidated using 1 D/2D nuclear magnetic resonance and high resolution-MS. Antivirus activity analyses revealed that Moringa A, glucomoringin, and Vitexin possessed strong inhibitory effects against the H1N1 virus, having IC50 values in the range of IC50 = 0.26 ± 0.03, 0.98 ± 0.17, and 3.42 ± 0.37 µg/mL, respectively. Furthermore, these three compounds could decrease the levels of TNF-α, IL-6, and IL-1ß, which occur in hosts because of H1N1 infections.


Assuntos
Vírus da Influenza A Subtipo H1N1 , Moringa oleifera , Anti-Inflamatórios , Antivirais/farmacologia , Moringa oleifera/química , Extratos Vegetais/química , Sementes/química
5.
Viruses ; 13(7)2021 06 28.
Artigo em Inglês | MEDLINE | ID: mdl-34203182

RESUMO

Developing broad-spectrum antiviral drugs remains an important issue as viral infections continue to threaten public health. Host-directed therapy is a method that focuses on potential targets in host cells or the body, instead of viral proteins. Its antiviral effects are achieved by disturbing the life cycles of pathogens or modulating immunity. In this review, we focus on the development of broad-spectrum antiviral drugs that enhance the immune response. Some natural products present antiviral effects mediated by enhancing immunity, and their structures and mechanisms are summarized here. Natural products with immunomodulatory effects are also discussed, although their antiviral effects remain unknown. Given the power of immunity and the feasibility of host-directed therapy, we argue that both of these categories of natural products provide clues that may be beneficial for the discovery of broad-spectrum antiviral drugs.


Assuntos
Antivirais/farmacologia , Produtos Biológicos/farmacologia , Descoberta de Drogas , Agentes de Imunomodulação/farmacologia , Vírus/efeitos dos fármacos , Animais , Antivirais/isolamento & purificação , Antivirais/uso terapêutico , Produtos Biológicos/química , Humanos , Agentes de Imunomodulação/isolamento & purificação , Camundongos , Viroses/tratamento farmacológico , Replicação Viral/efeitos dos fármacos
6.
Int Immunopharmacol ; 95: 107561, 2021 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-33744778

RESUMO

Influenza A viruses (IAVs) are highly contagious pathogens infecting human and numerous animals. The viruses cause millions of infection cases and thousands of deaths every year, making IAVs a continual threat to global health. Our study demonstrated the virucidal activity of Moringa A as a new compound from Moringa oleifera seeds against IAVs. It inhibits virus replication in host cells and protects infected cells from the cytopathic effect induced by IAVs. The EC50andEC90 values of Moringa A for IAVs were 1.27 and 5.30 µM, respectively, when RAW264.7 cells were infected at MOI of 1. The different treatment experiments revealed that Moringa A has a significant inhibitory effect on the IAVs both before and afterdrug addition. Moringa A was observed to decrease the inflammatory cytokines TNF-α, IL-6, IL-1ß, and IFN-ß in H1N1 infected RAW264.7 cells. Finally, Moringa A was found to inhibit the expression and nuclear transfer of the cellular protein transcription factor EB (TFEB) and weaken the autophagy in infected cells, which could be an important antiviral mechanism. Our study demonstrates Moringa A has potent antiviral activity against IVAs, which could be due to the autophagy inhibition property.


Assuntos
Antivirais/farmacologia , Fatores de Transcrição de Zíper de Leucina e Hélice-Alça-Hélix Básicos/imunologia , Vírus da Influenza A/efeitos dos fármacos , Moringa oleifera , Animais , Citocinas/imunologia , Camundongos , Células RAW 264.7 , Sementes
7.
Org Lett ; 21(12): 4896-4899, 2019 06 21.
Artigo em Inglês | MEDLINE | ID: mdl-31188619

RESUMO

An oxidative cascade cyclization of ß-keto esters has been developed for the construction of the tricyclic picrotoxane motif in a single step, and DFT calculations suggested a possible cationic cyclization mechanism. This cascade cyclization can be operated on a 20 g scale to obtain a 77% total yield of the tricyclic products, which in turn can be converted to versatile intermediates for further elaboration to picrotoxanes and their structurally related compounds.

8.
Org Lett ; 20(24): 7912-7915, 2018 12 21.
Artigo em Inglês | MEDLINE | ID: mdl-30543298

RESUMO

A highly diastereoselective cascade cyclization reaction has been developed for establishing a series of oxatricyclic compounds using Chan's diene and simple keto alkynal substrates with only 1 mol % of In(OTf)3 as the catalyst in 82-92% yields. The potential utility of this synthetic strategy has been demonstrated in model studies for the construction the core structures of 1α,8α:4α,5α-diepoxy-4,5-dihydroosmitopsin and cortistatin A.

9.
Nat Commun ; 9(1): 1283, 2018 03 29.
Artigo em Inglês | MEDLINE | ID: mdl-29599469

RESUMO

Challenges in the development of anti-cancer chemotherapeutics continue to exist, particularly with respect to adverse effects and development of resistance, underlining the need for novel drugs with good safety profiles. Natural products have proven to be a fertile ground for exploitation, and development of anti-cancer drugs from structurally complex natural products holds promise. Unfortunately, this approach is often hindered by low isolation yields and limited information from preliminary cell-based assays. Here we report a concise and scalable synthesis of a series of low-abundance Isodon diterpenoids (a large class of natural products with over 1000 members isolated from the herbs of genus Isodon, which are well-known folk medicines for the treatment of inflammation and cancer), including eriocalyxin B, neolaxiflorin L and xerophilusin I. These scalable syntheses enable multilevel bio-evaluation of the natural products, in which we identify neolaxiflorin L as a promising anti-cancer drug candidate.


Assuntos
Antineoplásicos/síntese química , Produtos Biológicos/síntese química , Diterpenos/síntese química , Descoberta de Drogas/métodos , Isodon/química , Animais , Humanos , Medicina Tradicional Chinesa , Camundongos , Camundongos Endogâmicos BALB C , Camundongos Nus , Neoplasias/tratamento farmacológico
SELEÇÃO DE REFERÊNCIAS
DETALHE DA PESQUISA