Recurvataside, a new saponin from aerial parts of Mussaenda recurvata

Recurvataside, a new saponin from aerial parts of Mussaenda recurvata

A new glycoside, recurvataside (1) and six known compounds, quinovic acid (2), quinovic acid 28-O-β-D-glucopyranosyl ester (3), 3-O-β-D-glucopyranosylquinovic acid (4), 3-O-β-D-glucopyranosylquinovic acid 28-O-β-D-glucopyranosyl ester (5), pomolic acid (6), and ursolic acid (7) were isolated from ae...

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Published in:Natural product research Vol. 37; no. 14; pp. 2303 - 2310
Main Authors: Tri, Mai Dinh, Tram, Tran Thi Mai, Ngoc, Le Hoang, An, Tran Nguyen Minh, Phat, Nguyen Tan, Minh, Phan Nhat, Kieu, Nguyen Van, Van Son, Dang, Nguyen, Thi-Phuong, Mai, Tran Thi Ngoc, Duong, Thuc-Huy
Format: Journal Article
Language:English
Published: England Taylor & Francis 18-07-2023
Taylor & Francis Ltd
Subjects:
Acids
Cytotoxicity
Glucose
glycoside
Mussaenda recurvata
Oleanolic acid
recurvataside
Rubiaceae
saponin
Saponins
Toxicity
Tumor cell lines
Ursolic acid
glycoside
recurvataside
Mussaenda recurvata
Rubiaceae
saponin
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Summary:A new glycoside, recurvataside (1) and six known compounds, quinovic acid (2), quinovic acid 28-O-β-D-glucopyranosyl ester (3), 3-O-β-D-glucopyranosylquinovic acid (4), 3-O-β-D-glucopyranosylquinovic acid 28-O-β-D-glucopyranosyl ester (5), pomolic acid (6), and ursolic acid (7) were isolated from aerial parts of Mussaenda recurvata. The structure of compound 1 was identified from its spectroscopic data and by comparison with the literature. Recurvataside represents the first occurrence of δ-oleanolic acid saponin bearing two D-glucose units at C-3 and C-28 in nature. This is the first time δ-oleanane-type saponin reported in the genus Mussaenda. Compounds 1-7 were evaluated the cytotoxicity against two cancer cell lines MCF-7 and HepG2. Among them, only compound 7 exhibited moderate activity against MCF-7 and HepG2 cell lines with IC 50 value of 16.97 ± 1.55 and 20.28 ± 1.00 μM, respectively. Compounds 1-7 were also tested for their inhibitory NO production in LPS-stimulated RAW264.7 cells. Compounds 3, 5, and 7 showed significant reduction of nitrite accumulation in LPS-stimulated RAW 264.7 cells with the IC 50 values of 8.81 ± 0.48, 13.42 ± 0.84, and 18.37 ± 0.67 μM, respectively.
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ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2022.2039137