Contortisiliosides H–M: Triterpenoid saponins from Enterolobium contortisiliquum and their biological activity

Wael M. Abdel-Mageed; Lamya H. Al-Wahaibi; Yaser G. Gouda; Muneera S.M. Al-Saleem; A. A. El-Gamal; Omer A. Basudan; Mansour S. Alsaid; Shaza M. Al-Massarani; Maged S. Abdel-Kader

doi:10.1016/j.indcrop.2019.111528

Contortisiliosides H–M: Triterpenoid saponins from Enterolobium contortisiliquum and their biological activity

Wael M. Abdel-Mageed
, Lamya H. Al-Wahaibi
, Yaser G. Gouda
, Muneera S.M. Al-Saleem
, A. A. El-Gamal
, Omer A. Basudan
, Mansour S. Alsaid
, Shaza M. Al-Massarani
, Maged S. Abdel-Kader

Fharmacognosy

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

Six new triterpenoid saponins, including four bisdesmosidic compounds, contortisiliosides H – K (1 – 4), and two monodesmosidic compounds, contortisiliosides L and M (7, 8), along with two known ones, contortisiliosides E and F (5, 6) were isolated from the ethanolic extract of the pericarps of Enterolobium contortisiliquum (Leguminosae). Their structures were determined using different spectroscopic techniques and acid hydrolysis. The cytotoxic and antimicrobial activities were then evaluated for the isolated compounds. Among isolated saponins, the most potent cytotoxic activity was observed with contortisilioside E (5) toward human hepatocellular carcinoma (IC₅₀ 18.9 μM) and human promyelocytic leukemia (IC₅₀ 15.6 μM) cell lines. The antimicrobial evaluation performed using serial dilution method to determine the minimum inhibitory concentration (MIC) revealed that contortisilioside L (7) has a moderate antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Candida albicans (MICs = 25 μM).

Original language	English
Article number	111528
Journal	Industrial Crops and Products
Volume	139
DOIs	https://doi.org/10.1016/j.indcrop.2019.111528
State	Published - 1 Nov 2019

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Antimicrobial activity
Cytotoxic activity
Enterolobium contortisiliquum
Leguminosae
Triterpenoid saponins

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10.1016/j.indcrop.2019.111528

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Abdel-Mageed, W. M., Al-Wahaibi, L. H., Gouda, Y. G., Al-Saleem, M. S. M., El-Gamal, A. A., Basudan, O. A., Alsaid, M. S., Al-Massarani, S. M., & Abdel-Kader, M. S. (2019). Contortisiliosides H–M: Triterpenoid saponins from Enterolobium contortisiliquum and their biological activity. Industrial Crops and Products, 139, Article 111528. https://doi.org/10.1016/j.indcrop.2019.111528

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title = "Contortisiliosides H–M: Triterpenoid saponins from Enterolobium contortisiliquum and their biological activity",

abstract = "Six new triterpenoid saponins, including four bisdesmosidic compounds, contortisiliosides H – K (1 – 4), and two monodesmosidic compounds, contortisiliosides L and M (7, 8), along with two known ones, contortisiliosides E and F (5, 6) were isolated from the ethanolic extract of the pericarps of Enterolobium contortisiliquum (Leguminosae). Their structures were determined using different spectroscopic techniques and acid hydrolysis. The cytotoxic and antimicrobial activities were then evaluated for the isolated compounds. Among isolated saponins, the most potent cytotoxic activity was observed with contortisilioside E (5) toward human hepatocellular carcinoma (IC50 18.9 μM) and human promyelocytic leukemia (IC50 15.6 μM) cell lines. The antimicrobial evaluation performed using serial dilution method to determine the minimum inhibitory concentration (MIC) revealed that contortisilioside L (7) has a moderate antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Candida albicans (MICs = 25 μM).",

keywords = "Antimicrobial activity, Cytotoxic activity, Enterolobium contortisiliquum, Leguminosae, Triterpenoid saponins",

author = "Abdel-Mageed, \{Wael M.\} and Al-Wahaibi, \{Lamya H.\} and Gouda, \{Yaser G.\} and Al-Saleem, \{Muneera S.M.\} and El-Gamal, \{A. A.\} and Basudan, \{Omer A.\} and Alsaid, \{Mansour S.\} and Al-Massarani, \{Shaza M.\} and Abdel-Kader, \{Maged S.\}",

note = "Publisher Copyright: {\textcopyright} 2019",

year = "2019",

month = nov,

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doi = "10.1016/j.indcrop.2019.111528",

language = "English",

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journal = "Industrial Crops and Products",

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TY - JOUR

T1 - Contortisiliosides H–M

T2 - Triterpenoid saponins from Enterolobium contortisiliquum and their biological activity

AU - Abdel-Mageed, Wael M.

AU - Al-Wahaibi, Lamya H.

AU - Gouda, Yaser G.

AU - Al-Saleem, Muneera S.M.

AU - El-Gamal, A. A.

AU - Basudan, Omer A.

AU - Alsaid, Mansour S.

AU - Al-Massarani, Shaza M.

AU - Abdel-Kader, Maged S.

PY - 2019/11/1

Y1 - 2019/11/1

N2 - Six new triterpenoid saponins, including four bisdesmosidic compounds, contortisiliosides H – K (1 – 4), and two monodesmosidic compounds, contortisiliosides L and M (7, 8), along with two known ones, contortisiliosides E and F (5, 6) were isolated from the ethanolic extract of the pericarps of Enterolobium contortisiliquum (Leguminosae). Their structures were determined using different spectroscopic techniques and acid hydrolysis. The cytotoxic and antimicrobial activities were then evaluated for the isolated compounds. Among isolated saponins, the most potent cytotoxic activity was observed with contortisilioside E (5) toward human hepatocellular carcinoma (IC50 18.9 μM) and human promyelocytic leukemia (IC50 15.6 μM) cell lines. The antimicrobial evaluation performed using serial dilution method to determine the minimum inhibitory concentration (MIC) revealed that contortisilioside L (7) has a moderate antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Candida albicans (MICs = 25 μM).

AB - Six new triterpenoid saponins, including four bisdesmosidic compounds, contortisiliosides H – K (1 – 4), and two monodesmosidic compounds, contortisiliosides L and M (7, 8), along with two known ones, contortisiliosides E and F (5, 6) were isolated from the ethanolic extract of the pericarps of Enterolobium contortisiliquum (Leguminosae). Their structures were determined using different spectroscopic techniques and acid hydrolysis. The cytotoxic and antimicrobial activities were then evaluated for the isolated compounds. Among isolated saponins, the most potent cytotoxic activity was observed with contortisilioside E (5) toward human hepatocellular carcinoma (IC50 18.9 μM) and human promyelocytic leukemia (IC50 15.6 μM) cell lines. The antimicrobial evaluation performed using serial dilution method to determine the minimum inhibitory concentration (MIC) revealed that contortisilioside L (7) has a moderate antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Candida albicans (MICs = 25 μM).

KW - Antimicrobial activity

KW - Cytotoxic activity

KW - Enterolobium contortisiliquum

KW - Leguminosae

KW - Triterpenoid saponins

UR - https://www.scopus.com/pages/publications/85068390077

U2 - 10.1016/j.indcrop.2019.111528

DO - 10.1016/j.indcrop.2019.111528

M3 - Article

AN - SCOPUS:85068390077

SN - 0926-6690

VL - 139

JO - Industrial Crops and Products

JF - Industrial Crops and Products

M1 - 111528

ER -

Contortisiliosides H–M: Triterpenoid saponins from Enterolobium contortisiliquum and their biological activity

Abstract

UN SDGs

Keywords

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