Published February 23, 2022
| Version v1
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Cytotoxic Sesquiterpenoids from <i>Ammoides atlantica</i> Aerial Parts
Creators
- 1. Université Constantine 2
- 2. University of Skikda
- 3. University of Salerno
- 4. Biotechnology Research Center
- 5. University of Pisa
Description
Seven new terpenoids, namely, guaiane (1-4), eudesmane (5), and bisabolane (6) sesquiterpenoids and a furanone (7), were isolated from the aerial parts of Ammoides atlantica, a herbaceous plant growing in Algeria, together with eight known compounds. All metabolites were characterized by their 1D and 2D NMR and HRESIMS data. A combined DFT/NMR method was applied to study the relative configurations of 1-4, 6, and 7. All compounds, except 2, were assayed against MCF-7, A375, A549, HaCaT, and Jurkat cell lines. Compounds 8, 10, and 11 induced a dose-dependent reduction in cell viability with different potency on almost all cell lines used. The most active compounds, 8 and 10, were studied to assess their potential apoptotic effects and cell cycle inhibition.
Translated Descriptions
⚠️
This is an automatic machine translation with an accuracy of 90-95%
Translated Description (Arabic)
تم عزل سبعة تربينويدات جديدة، وهي غويان (1-4)، يودسمان (5)، وبيسابولان (6) سيسكيتربينويدات وفورانون (7)، من الأجزاء الجوية من أميوديس أتلانتيكا، وهو نبات عشبي ينمو في الجزائر، جنبا إلى جنب مع ثمانية مركبات معروفة. تميزت جميع المستقلبات ببيانات NMR وHRESIMS أحادية وثنائية الأبعاد. تم تطبيق طريقة DFT/NMR مجتمعة لدراسة التكوينات النسبية لـ 1-4 و 6 و 7. تم فحص جميع المركبات، باستثناء 2، ضد خطوط خلايا MCF -7 و A375 و A549 و HaCaT و Jurkat. تسببت المركبات 8 و 10 و 11 في انخفاض يعتمد على الجرعة في صلاحية الخلية بفاعلية مختلفة على جميع خطوط الخلايا المستخدمة تقريبًا. تمت دراسة المركبات الأكثر نشاطًا، 8 و 10، لتقييم آثارها الاستماتة المحتملة وتثبيط دورة الخلية.Translated Description (English)
Seven new terpenoids, namely, guaiane (1-4), eudesmane (5), and bisabolane (6) sesquiterpenoids and a furanone (7), were isolated from the aerial parts of Ammoides atlantica, a herbaceous plant growing in Algeria, together with eight known compounds. All metabolites were characterized by their 1D and 2D NMR and HRESIMS data. A combined DFT/NMR method was applied to study the relative configurations of 1-4, 6, and 7. All compounds, except 2, were assayed against MCF-7, A375, A549, HaCaT, and Jurkat cell lines. Compounds 8, 10, and 11 induced a dose-dependent reduction in cell viability with different potency on almost all cell lines used. The most active compounds, 8 and 10, were studied to assess their potential apoptotic effects and cell cycle inhibition.Translated Description (French)
Sept nouveaux terpénoïdes, à savoir les sesquiterpénoïdes guaiane (1-4), eudesmane (5) et bisabolane (6) et une furanone (7), ont été isolés des parties aériennes d'Ammoides atlantica, une plante herbacée cultivée en Algérie, ainsi que huit composés connus. Tous les métabolites ont été caractérisés par leurs données RMN 1D et 2D et HRESIMS. Une méthode combinée DFT/RMN a été appliquée pour étudier les configurations relatives de 1-4, 6 et 7. Tous les composés, à l'exception de 2, ont été testés contre les lignées cellulaires MCF-7, A375, A549, HaCaT et Jurkat. Les composés 8, 10 et 11 ont induit une réduction dose-dépendante de la viabilité cellulaire avec une puissance différente sur presque toutes les lignées cellulaires utilisées. Les composés les plus actifs, 8 et 10, ont été étudiés pour évaluer leurs effets apoptotiques potentiels et l'inhibition du cycle cellulaire.Translated Description (Spanish)
Se aislaron siete nuevos terpenoides, a saber, sesquiterpenoides guaiane (1-4), eudesmane (5) y bisabolane (6) y una furanona (7), de las partes aéreas de Ammoides atlantica, una planta herbácea que crece en Argelia, junto con ocho compuestos conocidos. Todos los metabolitos se caracterizaron por sus datos de RMN 1D y 2D y HRESIMS. Se aplicó un método combinado de DFT/NMR para estudiar las configuraciones relativas de 1-4, 6 y 7. Todos los compuestos, excepto 2, se analizaron contra las líneas celulares MCF-7, A375, A549, HaCaT y Jurkat. Los compuestos 8, 10 y 11 indujeron una reducción dependiente de la dosis en la viabilidad celular con diferente potencia en casi todas las líneas celulares utilizadas. Los compuestos más activos, 8 y 10, se estudiaron para evaluar sus posibles efectos apoptóticos y la inhibición del ciclo celular.Files
acs.jnatprod.1c01211.pdf
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Additional details
Additional titles
- Translated title (Arabic)
- Sesquiterpenoids السامة للخلايا من <i>Ammoides atlantica</i> Aerial Parts
- Translated title (English)
- Cytotoxic Sesquiterpenoids from <i>Ammoides atlantica</i> Aerial Parts
- Translated title (French)
- Sesquiterpénoïdes cytotoxiques des parties aériennes d'Ammoides <i>atlantica</i>
- Translated title (Spanish)
- Sesquiterpenoides citotóxicos de partes aéreas de Ammoides <i>atlantica</i>
Identifiers
- Other
- https://openalex.org/W4214604082
- DOI
- 10.1021/acs.jnatprod.1c01211
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