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1.
J Agric Food Chem ; 71(44): 16647-16656, 2023 Nov 08.
Artículo en Inglés | MEDLINE | ID: mdl-37877578

RESUMEN

Sunflower (Helianthus annuus L.) is cultivated around the world as an oil crop, and its receptacle is the byproduct and is usually deemed to be an agro-industrial waste. Then, phytochemical constituents and antifungal bioactivity of the sunflower receptacle against phytopathogenic fungi were investigated. As a result, 17 diterpenoids including 4 new compounds were isolated, and most of them showed potential antifungal activity against Botrytis cinerea, in which compounds 1, 3, 5, and 15 exhibited better inhibitory effect with the minimum inhibitory concentration values of 0.05-0.1 mg/mL. Meanwhile, four antifungal diterpenoids destructed plasma membrane integrity, suspended the biofilm formation ability, and increased the extravasation of cellular contents of B. cinerea. Moreover, the EtOAc extract of sunflower receptacle could keep 42.9% of blueberries from the invasion of B. cinerea at 1.6 mg/mL. The finding suggested that sunflower receptacle might be a biocontrol agent for preventing fruit from postharvest diseases.


Asunto(s)
Diterpenos , Helianthus , Antifúngicos/farmacología , Diterpenos/farmacología , Frutas/microbiología , Membrana Celular , Botrytis , Enfermedades de las Plantas/prevención & control , Enfermedades de las Plantas/microbiología
2.
Fitoterapia ; 158: 105178, 2022 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-35302006

RESUMEN

Tabernaemontana corymbosa is a traditional folk medicine. In our research, six monoterpene indole N-oxide alkaloids and their parent alkaloids were obtained from the stem bark of T. corymbosa, including seven new alkaloids (1-7) and five known alkaloids (8-12). Their structures and absolute configurations were elucidated by extensive spectroscopy, quantum chemical calculations, and DP4+ probability analyses. The antimicrobial activity of the obtained compounds was evaluated, among which alkaloids 4, 8, 12 showed significant antimicrobial activity against Staphylococcus aureus with an MIC value of 6.25 µg/mL, while alkaloids 11, 12 showed moderate antimicrobial activity against Bacillus subtilis with an MIC value of 25 µg/mL.


Asunto(s)
Alcaloides , Tabernaemontana , Alcaloides/farmacología , Alcaloides Indólicos/química , Alcaloides Indólicos/farmacología , Indoles , Estructura Molecular , Monoterpenos/farmacología , Óxidos , Tabernaemontana/química
3.
Fitoterapia ; 157: 105129, 2022 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-35051555

RESUMEN

Tabernaecorymine A, an 18-normonoterpenoid indole alkaloid with conjugated (E)-3-aminoacrylaldehyde fragment was obtained from the stem bark of Tabernaemontana corymbosa. Its structure was elucidated by extensive spectroscopic data analyses, and further verified by ACD/structure elucidator, electronic circular dichroism (ECD) analyses and density functional theory (DFT) chemical shift predictions. The compound exhibited significant antibacterial bioactivity against Streptococcus dysgalactiae with an MIC value of 3.12 µg/mL, which is better than the plant drug berberine.


Asunto(s)
Antibacterianos/farmacología , Extractos Vegetales/farmacología , Alcaloides de Triptamina Secologanina/farmacología , Tabernaemontana/química , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Bacillus subtilis/efectos de los fármacos , Dicroismo Circular , Escherichia coli/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Corteza de la Planta/química , Extractos Vegetales/química , Extractos Vegetales/aislamiento & purificación , Alcaloides de Triptamina Secologanina/química , Alcaloides de Triptamina Secologanina/aislamiento & purificación , Staphylococcus aureus/efectos de los fármacos , Streptococcus/efectos de los fármacos
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