Iridoid and phenylpropanoid glycosides from the roots of Lantana montevidensis
A new iridoid glycoside; 6- O - β -D-xylopyranoside-shanzhiside methyl ester ( 1 ) along with six known compounds; shanzhiside methyl ester ( 2 ), lamalbid ( 3 ), geniposidic acid ( 4 ), theveside ( 5 ), verbascoside ( 6 ) and arenarioside ( 7 ) were isolated from the roots of Lantana montevidensis...
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Published in | Medicinal chemistry research Vol. 26; no. 6; pp. 1117 - 1126 |
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Main Authors | , , , , , , , |
Format | Journal Article |
Language | English |
Published |
New York
Springer US
01.06.2017
Springer Nature B.V |
Subjects | |
Online Access | Get full text |
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Summary: | A new iridoid glycoside; 6-
O
-
β
-D-xylopyranoside-shanzhiside methyl ester (
1
) along with six known compounds; shanzhiside methyl ester (
2
), lamalbid (
3
), geniposidic acid (
4
), theveside (
5
), verbascoside (
6
) and arenarioside (
7
) were isolated from the roots of
Lantana montevidensis
. The structures of the compounds were determined through 1D and 2D NMR spectroscopic data analysis, HRESIMS, electronic circular dichorism and UPLC-UV/MS method. The total extract, chloroformic (
F1
) and aqueous (
F2
) fractions together with the isolated compounds were tested for their antimicrobial, antiprotozoal, antiplasmodial, anti-inflammatory, monoamine oxidase inhibition and cell viability activities in addition to free radical scavenging activity using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. The phenylpropanoid compounds (
6
and
7
) resulted in a potent antioxidant activity. Total methanolic extract together with the aqueous fraction (
F2
) showed decrease in reactive oxidative stress with 57 and 66%, respectively, while the chloroformic fraction (
F1
), together with the total methanolic extract, showed a decrease in iNOS with IC
50
values 5 and 30 μg/mL, respectively. Compounds
1
,
2
,
3
,
6
, and
7
showed inhibition in the reactive oxidative stress with values 50, 60, 57, 63, and 52%, respectively. Both
F1
and
F2
fractions demonstrated measurable inhibition of MCF-7 breast cancer cell growth, with IC
50
value 0.3 mg/mL. Compounds
2
and
7
showed mild monoamine oxidase inhibition. None of the tested compounds showed antimicrobial, antiplasmodial or antiprotozoal activity. |
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ISSN: | 1054-2523 1554-8120 |
DOI: | 10.1007/s00044-017-1817-x |