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1.
Mar Drugs ; 22(5)2024 May 14.
Artigo em Inglês | MEDLINE | ID: mdl-38786609

RESUMO

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.


Assuntos
Antineoplásicos , Neoplasias da Próstata , Humanos , Antineoplásicos/farmacologia , Antineoplásicos/química , Antineoplásicos/isolamento & purificação , Masculino , Células PC-3 , Neoplasias da Próstata/tratamento farmacológico , Neoplasias da Próstata/patologia , Proliferação de Células/efeitos dos fármacos , Citocalasinas/farmacologia , Citocalasinas/química , Citocalasinas/isolamento & purificação , Organismos Aquáticos , Linhagem Celular Tumoral , Estrutura Molecular
2.
Molecules ; 27(6)2022 Mar 11.
Artigo em Inglês | MEDLINE | ID: mdl-35335187

RESUMO

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.


Assuntos
Acetilcolinesterase , Hypocreales , Acetilcolinesterase/química , Alcaloides Indólicos/farmacologia , Estrutura Molecular
3.
Chem Biodivers ; 18(11): e2100663, 2021 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-34519434

RESUMO

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.


Assuntos
Benzopiranos/farmacologia , Inibidores Enzimáticos/farmacologia , Lipase/antagonistas & inibidores , Penicillium/química , Pigmentos Biológicos/farmacologia , Terpenos/farmacologia , Animais , Benzopiranos/química , Benzopiranos/isolamento & purificação , Relação Dose-Resposta a Droga , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Lipase/metabolismo , Conformação Molecular , Pigmentos Biológicos/química , Pigmentos Biológicos/isolamento & purificação , Estereoisomerismo , Relação Estrutura-Atividade , Suínos , Terpenos/química , Terpenos/isolamento & purificação
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