Published December 13, 2021
| Version v1
Publication
Anti-osteoclastogenic cycloartane saponins from <i>Mussaenda pubescens</i>
Creators
- 1. Hanoi University of Science and Technology
- 2. Vietnam Academy of Science and Technology
- 3. Kangwon National University
- 4. Institute of Marine Geology and Geophysics
Description
The methanolic extract of Mussaenda pubescens Dryand leaves exhibited significant anti-osteoclastogenic activity. Chemical investigation of M. pubescens led to the isolation of one new cycloartane saponin, mussaendoside X (1) along with eight known compounds: heinsiagenin A 3-O-[α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)]-O-β-D-glucopyranoside (2), mussaendoside O (3), heinsiagenin A 3-O-[α-L-rhamnopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→2)]-O-β-D-glucopyranosyl-(1→4)-O-β-D-glucopyranoside (4), mussaendoside G (5), mussaendoside U (6), shanzhiside methyl ester (7), barlerin (8) and musaenoside (9). Their structures were elucidated by extensive spectroscopic methods including 1D- and 2D-NMR as well as MS analysis and comparison with the literature. Cycloartane saponins 1-6 positively suppressed osteoclast formation in an anti-osteoclastogenic screening assay. Consequently, treatment of RANKL-stimulated RAW 264.7 cells with compounds 1-4 significantly decreased the number of osteoclasts in a concentration-dependent manner. Six compounds from M. pubescens, with the new cycloartane, mussaendoside X, were shown for the first time as potential effective inhibitors of osteoclastogenesis.
Translated Descriptions
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This is an automatic machine translation with an accuracy of 90-95%
Translated Description (Arabic)
أظهر المستخلص الميثانولي من Mussaenda pubescens Dryand الأوراق نشاطًا كبيرًا مضادًا للعظم. أدى التحقيق الكيميائي في M. pubescens إلى عزل سابونين حلقي جديد واحد، mussaendoside X (1) جنبًا إلى جنب مع ثمانية مركبات معروفة: heinsiagenin A 3 - O - [α - L - rhamnopyranosyl -( 1→2 )- O - β - D - glucopyranosyl -( 1→2 )]- O - β - D - glucopyranosyl (2)، mussaendoside O (3)، heinsiagenin A 3 - O - [α→ - L - rhamnopyranosyl -( 1→2 )- O - β - D - glucopyranosyl -( 1→4 )- O - β - D - glucopyranoside (4)، mussaendoside G (5)، mussaendoside U (6)، shanzhiside methyl ester (7)، barlerin (8) و musenoside (9). تم توضيح هياكلها من خلال طرق مطيافية واسعة النطاق بما في ذلك 1D - و 2D - NMR بالإضافة إلى تحليل MS والمقارنة مع الأدبيات. قمع سابونين الحلقي 1-6 تكوين ناقضة العظم بشكل إيجابي في فحص الفحص المضاد للناقضة العظمية. وبالتالي، فإن علاج الخلايا الخام المحفزة بـ RANKL 264.7 بالمركبات 1-4 قلل بشكل كبير من عدد الخلايا الناقضة للعظم بطريقة تعتمد على التركيز. تم عرض ستة مركبات من M. pubescens، مع cycloartane الجديد، mussaendoside X، لأول مرة كمثبطات فعالة محتملة لتكوين الأرومة العظمية.Translated Description (English)
The methanolic extract of Mussaenda pubescens Dryand leaves exhibited significant anti-osteoclastogenic activity. Chemical investigation of M. pubescens led to the isolation of one new cycloartane saponin, mussaendoside X (1) along with eight known compounds: heinsiagenin A 3-O- [α-L-rhamnopyranosyl- (1→2) -O-β-D-glucopyranosyl- (1→2)] -O-β-D-glucopyranosyl (2), mussaendoside O (3), heinsiagenin A 3-O- [α-L-rhamnopyranosyl- (1→2) -O-β-D-glucopyranosyl- (1→2)] -O-β-D-glucopyranosyl- (1→4) -O-β-D-glucopyranoside (4), mussaendoside G (5), mussaendoside U (6), shanzhiside methyl ester (7), barlerin (8) and musaenoside (9). Their structures were elucidated by extensive spectroscopic methods including 1D- and 2D-NMR as well as MS analysis and comparison with the literature. Cycloartane saponins 1-6 positively suppressed osteoclast formation in an anti-osteoclastogenic screening assay. Consequently, treatment of RANKL-stimulated raw 264.7 cells with compounds 1-4 significantly decreased the number of osteoclasts in a concentration-dependent manner. Six compounds from M. pubescens, with the new cycloartane, mussaendoside X, were shown for the first time as potential effective inhibitors of osteoclastogenesis.Translated Description (French)
L'extrait méthanolique de feuilles de Mussaenda pubescens Dryand présentait une activité anti-ostéoclastogène significative. L'étude chimique de M. pubescens a conduit à l'isolement d'une nouvelle saponine cycloartane, le mussaendoside X (1), ainsi que de huit composés connus : l'heinsiagenine A 3-O- [α-L-rhamnopyranosyl- (1→2) -O-β-D-glucopyranosyl- (1→2)] -O-β-D-glucopyranosyl (2), le mussaendoside O (3), l'heinsiagenine A 3-O- [α-L-rhamnopyranosyl- (1→2) -O-β-D-glucopyranosyl- (1→2)] -O-β-D-glucopyranosyl- (1→4) -O-β-D-glucopyranoside (4), le mussaendoside G (5), le mussaendoside U (6), le shanzhiside méthyl ester (7), la barlerine (8) et le musaenoside (9). Leurs structures ont été élucidées par des méthodes spectroscopiques étendues comprenant la RMN 1D et 2D ainsi que l'analyse de la SEP et la comparaison avec la littérature. Les cycloartanes saponines 1-6 ont supprimé positivement la formation d'ostéoclastes dans un test de dépistage anti-ostéoclastogène. Par conséquent, le traitement des cellules RAW 264.7 stimulées par RANKL avec les composés 1-4 a significativement diminué le nombre d'ostéoclastes d'une manière dépendante de la concentration. Six composés de M. pubescens, avec le nouveau cycloartane, le mussaendoside X, ont été montrés pour la première fois comme des inhibiteurs potentiels efficaces de l'ostéoclastogenèse.Translated Description (Spanish)
El extracto metanólico de hojas de Dryand de Mussaenda pubescens mostró una actividad antiosteoclastogénica significativa. La investigación química de M. pubescens condujo al aislamiento de una nueva cicloartano saponina, mussaendoside X (1) junto con ocho compuestos conocidos: heinsiagenina A 3-O- [α-L-ramnopiranosil- (1→2) -O-β-D-glucopiranosil- (1→2)] -O-β-D-glucopiranosil (2), mussaendoside O (3), heinsiagenina A 3-O- [α-L-ramnopiranosil- (1→2) -O-β-D-glucopiranosil- (1→2)] -O-β-D-glucopiranosil- (1→4) -O-β-D-glucopiranosil (4), mussaendoside G (5), mussaendoside U (6), éster metílico de shanzhiside (7), barlerina (8) y musaenoside (9). Sus estructuras se dilucidaron mediante extensos métodos espectroscópicos que incluyen RMN 1D y 2D, así como análisis de EM y comparación con la literatura. Las cicloartano saponinas 1-6 suprimieron positivamente la formación de osteoclastos en un ensayo de cribado antiosteoclastogénico. En consecuencia, el tratamiento de células RAW 264.7 estimuladas con RANKL con los compuestos 1-4 disminuyó significativamente la cantidad de osteoclastos de una manera dependiente de la concentración. Seis compuestos de M. pubescens, con el nuevo cicloartano, mussendosido X, se mostraron por primera vez como posibles inhibidores eficaces de la osteoclastogénesis.Additional details
Additional titles
- Translated title (Arabic)
- الصابونين الحلقي المضاد لانقراض العظم من <i>Mussaenda pubescens</i>
- Translated title (English)
- Anti-osteoclastogenic cycloartane saponins from <i>Mussaenda pubescens</i>
- Translated title (French)
- Saponines cycloartanes anti-ostéoclastogènes de <i>Mussaenda pubescens</i>
- Translated title (Spanish)
- Saponinas de cicloartano antiosteoclastogénicas de <i>Mussaenda pubescens</i>
Identifiers
- Other
- https://openalex.org/W4200538736
- DOI
- 10.1080/14786419.2021.2012671
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