RESUMEN

Rutaceae Juss. stands out as a botanical family recognized for its remarkable diversity in taxonomy, worldwide distribution, chemical composition, and biological activity exhibited by its compounds. Conchocarpus J. C. Mikan is one of the main genera of this family, comprising 50 species distributed throughout the Neotropical America. Brazil is the main center of diversity for this genus, hosting 72% of the species as endemic. This is the first review concerning the genus Conchocarpus, emphasizing its chemical composition and biological activities. The selected papers for this review cover studies on 11 species, of which were identified 88 compounds. Among these, quinoline and acridone alkaloids predominate (57%), followed by flavonoids, amides, coumarins and terpenoids. The biological activities of extracts and compounds indicate trypanocidal and leishmanicidal actions, as well as cytotoxic, fungicidal, molluscicidal, insecticidal, anticholinesterase and antioxidant activities.

RESUMEN

Oropouche virus (OROV) is an emerging vector-borne arbovirus found in South America that causes Oropouche fever, a febrile infection similar to dengue fever. It has a high epidemic potential, causing illness in over 500,000 cases diagnosed since the virus was first discovered in 1955. Currently, the prevention of human viral infection depends on vaccination, but availability for many viruses is limited, and they are classified as neglected viruses. At present, there are no vaccines or antiviral treatments available. An alternative approach to limiting the spread of the virus is to selectively disrupt viral replication mechanisms. Here, we demonstrate the inhibitory effect of acridones, which efficiently inhibited viral replication by 99.9 % in vitro. To evaluate possible mechanisms of action, we conducted tests with dsRNA, an intermediate in virus replication, as well as MD simulations, docking, and binding free energy analysis. The results showed a strong interaction between FAC21 and the OROV endonuclease, which possibly limits the interaction of viral RNA with other proteins. Therefore, our results suggest a dual mechanism of antiviral action, possibly caused by ds-RNA intercalation. In summary, our findings demonstrate that a new generation of antiviral drugs could be developed based on the selective optimization of molecules.

RESUMEN

There are two independent mol-ecules in the asymmetric unit of the title compound, C16H15NO4, which was isolated from fruits of Zanthoxylum leprieurii. The atoms of the three rings of each mol-ecule are close to coplanar with the largest deviations from the least-squares planes being 0.084 (3) Šand 0.069 (2) Å. Each molecule features an intramolecular O-H⋯·O hydrogen bond. In the crystal, C-H⋯·O hydrogen-bonding inter-actions link the mol-ecules into a three-dimensional network.

RESUMEN

Eight alkaloids (1⁻8) were isolated from Ruta graveolens, and their herbicide activities were evaluated through in vitro, semivivo, and in vivo assays. The most relevant results were observed for Compounds 5 and 6⁻8 at 150 µM, which decreased dry biomass by 20% and 23%, respectively. These are significant results since they presented similar values with the positive control, commercial herbicide 3-(3,4-dichlorophenyl)-1,1-dimethylurea (DCMU). Based on the performed assays, Compound 5 (graveoline) is classified as an electron-transport inhibitor during the light phase of photosynthesis, as well as a plant-growth regulator. On the other hand, Compounds 6⁻8 inhibited electron and energy transfers, and are also plant-growth inhibitors. These phytotoxic behaviors based on acridone and quinolone alkaloids may serve as a valuable tool in the further development of a new class of herbicides since natural products represent an interesting alternative to replace commercial herbicides, potentially due their low toxicity.

Asunto(s)

Alcaloides/aislamiento & purificación , Metoxaleno/análogos & derivados , Fotosíntesis/efectos de los fármacos , Ruta/química , Alcaloides/química , Alcaloides/farmacología , Biomasa , Diurona/farmacología , Transporte de Electrón , Herbicidas/farmacología , Metoxaleno/química , Metoxaleno/aislamiento & purificación , Metoxaleno/farmacología

RESUMEN

Continuing our search for herbicide models based on natural products, we investigated the action mechanisms of five alkaloids isolated from Swinglea glutinosa (Rutaceae): Citrusinine-I (1), glycocitrine-IV (2), 1,3,5-trihydroxy-10-methyl- 2,8-bis(3-methylbut-2-en-1-yl)-9(10H)-acridinone (3), (2R)-2-tert-butyl-3,10-dihydro-4,9-dihydroxy-11-methoxy-10-methylfuro[3,2-b]acridin-5(2H)-one (4), and (3R)-2,3,4,7-tetrahydro-3,5,8-trihydroxy-6-methoxy-2,2,7-trimethyl-12H-pyrano[2,3-a]acridin-12-one (5) on several photosynthetic activities in an attempt to find new compounds that affect photosynthesis. Through polarographic techniques, the compounds inhibited the non-cyclic electron transport in the basal, phosphorylating, and uncoupled conditions from H2 O to methylviologen (=MV). Therefore, they act as Hill reaction inhibitors. This approach still suggested that the compounds 4 and 5 had their interaction site located at photosystem I. Studies on fluorescence of chlorophyll a suggested that acridones (1-3) have different modes of interaction and inhibition sites on the photosystem II electron transport chain.

Asunto(s)

Acridinas/farmacología , Alcaloides/farmacología , Fotosíntesis/efectos de los fármacos , Complejo de Proteína del Fotosistema I/antagonistas & inhibidores , Complejo de Proteína del Fotosistema II/antagonistas & inhibidores , Rutaceae/química , Acridinas/química , Acridinas/aislamiento & purificación , Acridonas , Alcaloides/química , Alcaloides/aislamiento & purificación , Clorofila/química , Clorofila/metabolismo , Transporte de Electrón/efectos de los fármacos , Fluorescencia , Complejo de Proteína del Fotosistema I/química , Complejo de Proteína del Fotosistema I/metabolismo , Complejo de Proteína del Fotosistema II/química , Complejo de Proteína del Fotosistema II/metabolismo , Relación Estructura-Actividad

RESUMEN

Since emergence of chloroquine-resistant Plasmodium falciparum and reports of parasite resistance to alternative drugs, there has been renewed interest in the antimalarial activity of acridines and their congeners, the acridinones. This article presents literature compilation of natural acridinone alkaloids and synthetic 9-substituted acridines, acridinediones, haloalcoxyacridinones and 10-N-substituted acridinones with antimalarial activity. The review also provides an outlook to antimalarial modes of action of some described compounds.