Cytotoxic and antibacterial activities of compounds isolated from the fruits and stem-bark of Tetrapleura tetraptera (Schumach. & Thonn.) Taub. (Fabaceae)
A new glyceride, 2,3-dihydroxypropyl-31-hydroxyhentriacontanoate ( 1 ), a new glucoside stigmasterol derivative, stigmasterol 3- O - β -D-glucopyranoside 6’-hexadecanoate ( 2 ) along with eleven known compounds ( 3 - 13 ) were isolated from the fruits and the stem bark of Tetrapleura tetraptera (Sch...
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Veröffentlicht in: | Medicinal chemistry research 2022-11, Vol.31 (11), p.1948-1958 |
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Hauptverfasser: | , , , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
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Zusammenfassung: | A new glyceride, 2,3-dihydroxypropyl-31-hydroxyhentriacontanoate (
1
), a new glucoside stigmasterol derivative, stigmasterol 3-
O
-
β
-D-glucopyranoside 6’-hexadecanoate (
2
) along with eleven known compounds (
3
-
13
) were isolated from the fruits and the stem bark of
Tetrapleura tetraptera
(Schumach. & Thonn.) Taub. using silica gel vacuum liquid and column chromatography. The structures of the isolated compounds were elucidated based on spectroscopic and spectrometry methods including NMR (1D and 2D), high-resolution mass spectrometry (HRESIMS) and comparison with data reported in the literature. The crude extract and the isolated compounds were evaluated for their antibacterial activity against a panel of bacterial strains using the microdilution technique and for their cytotoxic potential on breast cancer cell lines (MCF-7, MDA-MB-231) using doxorubicin as reference medicine. All the tested compounds exhibited significant antibacterial activity against
Klebsiella aerogenes
and
Bacillus subtilis
with an MIC value of 18.5 µg/mL. Furthermore, compounds (
3
) and (
9
) were active against all bacterial strains with MICs values ranging from 18.5 to 74
µ
g/mL. Compounds (
12
-
13
) and the crude extract were cytotoxic against MDA-MB-231 cells with their CC
50
values ranging between 14.5 and 20.0
µ
g/mL. These results confirm that
T. tetraptera
is a potential source of antibacterial agents and exhibits selective toxicity against breast cancer cell lines. Apart from compound (
3
) and compounds (
10-12
), all the other compounds were isolated from
Tetrapleura
genus for the first time. Compounds (
1
), (
2
), (
6
), (
7
) and (
8
) were also isolated from the Fabaceae family for the first time.
Graphical abstract |
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ISSN: | 1054-2523 1554-8120 |
DOI: | 10.1007/s00044-022-02956-1 |