Four New Steroidal Saponins from the Roots of Dracaena cambodiana with NO Production Inhibition Activity in LPS Activated RAW 264.7 Cells

Seven steroidal saponins including three new 16,23‐cyclocholestanes (1‐3) and one new pregane (4) were isolated from the roots of Dracaena cambodiana Pierre ex Gagnep. Their chemical structures were elucidated to be (23R,25R)‐26‐O‐β‐D‐glucopyranosyl‐16,23‐cyclocholesta‐5,17(20)‐dien‐22‐one‐3β,16α,26...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry & biodiversity 2024-02, Vol.21 (2), p.e202301963-n/a
Main Authors: Yen, Pham Hai, Tai, Bui Huu, Hoang, Nguyen Huy, Dung, Duong Thi, Nhiem, Nguyen Xuan, Yen, Duong Thi Hai, Huong, Phan Thi Thanh, Dung, Nguyen Viet, Hang, Dan Thi Thuy, Ha, Nguyen Thi, Trang, Do Thi, Thu, Vu Kim, Kiem, Phan Van
Format: Article
Language:English
Subjects:
Animals
Asparagaceae
cambodianoside G−J
Carboxylic acids
Dracaena
Dracaena cambodiana
Lipopolysaccharides
Lipopolysaccharides - pharmacology
Mice
Molecular Structure
Nitric Oxide
nitric oxide inhibition activity
NMR
Nuclear magnetic resonance
RAW 264.7 Cells
Roots
Saponins
Saponins - chemistry
Saponins - pharmacology
steroidal saponin
Trientine
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Seven steroidal saponins including three new 16,23‐cyclocholestanes (1‐3) and one new pregane (4) were isolated from the roots of Dracaena cambodiana Pierre ex Gagnep. Their chemical structures were elucidated to be (23R,25R)‐26‐O‐β‐D‐glucopyranosyl‐16,23‐cyclocholesta‐5,17(20)‐dien‐22‐one‐3β,16α,26‐triol‐3‐O‐α‐L‐rhamnopyranosyl‐(1→2)‐[α‐L‐rhamnopyranosyl‐(1→3)]‐β‐D‐glucopyranoside (1), (23R,25R)‐26‐O‐β‐D‐glucopyranosyl‐16,23‐cyclocholesta‐5,17,20(22)‐trien‐3β,22,26‐triol‐3‐O‐α‐L‐rhamnopyranosyl‐(1→3)‐β‐D‐glucopyranoside (2), (23R,25R)‐16,23‐cyclocholesta‐5,16,20(22)‐trien‐3β,22,26‐triol‐3‐O‐α‐L‐rhamnopyranosyl‐(1→3)‐β‐D‐glucopyranoside (3), 3β‐[(O‐α‐L‐rhamnopyranosyl‐(1→3)‐[α‐L‐rhamnopyranosyl‐(1→2)]‐β‐D‐gluco‐pyranosyl)oxy]‐pregna‐5,17(20)‐diene‐16‐one‐20‐carboxylic acid 4′′′′‐O‐β‐D‐glucopyranosylisopentyl ester (4), cambodianoside A (5), diosbulbiside C (6), and diosbulbiside D (7), by IR, HR‐ESI‐MS, 1D and 2D NMR spectra. Compounds 1 and 4–7 inhibited nitric oxide (NO) production in lipopolysaccharide activated RAW 264.7 cells with IC50 values ranging from 19.03±1.84 to 67.92±3.81 μM, whereas compounds 2 and 3 were inactive with IC50 values over 100 μM.
ISSN:1612-1872
1612-1880
DOI:10.1002/cbdv.202301963