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1.
Mar Drugs ; 22(5)2024 May 14.
Artículo en Inglés | MEDLINE | ID: mdl-38786609

RESUMEN

Two new cytochalasin derivatives, peniotrinins A (1) and B (2), three new citrinin derivatives, peniotrinins C-E (4, 5, 7), and one new tetramic acid derivative, peniotrinin F (12), along with nine structurally related known compounds, were isolated from the solid culture of Peniophora sp. SCSIO41203. Their structures, including the absolute configurations of their stereogenic carbons, were fully elucidated based on spectroscopic analysis, quantum chemical calculations, and the calculated ECD. Interestingly, 1 is the first example of a rare 6/5/5/5/6/13 hexacyclic cytochalasin. We screened the above compounds for their anti-prostate cancer activity and found that compound 3 had a significant anti-prostate cancer cell proliferation effect, while compounds 1 and 2 showed weak activity at 10 µM. We then confirmed that compound 3 exerts its anti-prostate cancer effect by inducing methuosis through transmission electron microscopy and cellular immunostaining, which suggested that compound 3 might be first reported as a potential anti-prostate methuosis inducer.


Asunto(s)
Antineoplásicos , Neoplasias de la Próstata , Humanos , Antineoplásicos/farmacología , Antineoplásicos/química , Antineoplásicos/aislamiento & purificación , Masculino , Células PC-3 , Neoplasias de la Próstata/tratamiento farmacológico , Neoplasias de la Próstata/patología , Proliferación Celular/efectos de los fármacos , Citocalasinas/farmacología , Citocalasinas/química , Citocalasinas/aislamiento & purificación , Organismos Acuáticos , Línea Celular Tumoral , Estructura Molecular
2.
Molecules ; 27(6)2022 Mar 11.
Artículo en Inglés | MEDLINE | ID: mdl-35335187

RESUMEN

Two undescribed cytochalasins, emeriglobosins A (1) and B (2), together with nine previously reported analogues (3-11) and two known tetramic acid derivatives (12, 13) were isolated from the solid culture of Emericellopsis sp. SCSIO41202. Their structures, including the absolute configurations of their stereogenic carbons, were fully elucidated based on spectroscopic analysis and the calculated ECD. Some of the isolated compounds were evaluated for their cytotoxicity and enzyme inhibitory activity against acetylcholinesterase (AChE) in vitro. Among them, 8 showed potent AChE inhibitory activity, with an IC50 value of 1.31 µM, and 5 showed significant cytotoxicity against PC-3 cells, with an IC50 value of 2.32 µM.


Asunto(s)
Acetilcolinesterasa , Hypocreales , Acetilcolinesterasa/química , Alcaloides Indólicos/farmacología , Estructura Molecular
3.
Chem Biodivers ; 18(11): e2100663, 2021 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-34519434

RESUMEN

Two new azaphilone compounds, daldinins G (1) and H (2), together with nine known compounds daldinin D (3), sargassopenilline B (4), austalide V (5), austalide K (6), austalide P (7), austalide P acid (8), austalide H (9), 13-O-deacetyaustalide I (10), and 17-O-demethylaustalide B (11), were isolated from the soft coral-derived fungus Penicillium glabrum glmu003. The new structures of 1 and 2 were elucidated on the basis of 1D and 2D NMR, mass spectra, and electronic circular dichroism (ECD) data analysis. Compound 5 showed weak inhibitory activity against pancreatic lipase (PL) with IC50 value of 23.9 µg/mL.


Asunto(s)
Benzopiranos/farmacología , Inhibidores Enzimáticos/farmacología , Lipasa/antagonistas & inhibidores , Penicillium/química , Pigmentos Biológicos/farmacología , Terpenos/farmacología , Animales , Benzopiranos/química , Benzopiranos/aislamiento & purificación , Relación Dosis-Respuesta a Droga , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/aislamiento & purificación , Lipasa/metabolismo , Conformación Molecular , Pigmentos Biológicos/química , Pigmentos Biológicos/aislamiento & purificación , Estereoisomerismo , Relación Estructura-Actividad , Porcinos , Terpenos/química , Terpenos/aislamiento & purificación
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