New antimicrobial and cytotoxic acylated triterpenoidal saponins from Gleditsia aquatica

Ehab A. Ragab

doi:10.1007/s00044-015-1345-5

New antimicrobial and cytotoxic acylated triterpenoidal saponins from Gleditsia aquatica

Ehab A. Ragab^*

^*Corresponding author for this work

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

5 Citations (Scopus)

Abstract

Phytochemical investigation on the fruits of Gleditsia aquatica resulted in the isolation and identification of two new bisdesmosidic triterpenoidal saponins, aquaticasaponin A (1) and aquaticasaponin B (2) acylated with two and one monoterpenic acids, respectively, and one known cytokinin, aquaticine C (3). The structural elucidation of isolated metabolites was established on the basis of 1D, 2D NMR, and MS spectral analyses. The antimicrobial activity of the isolated compounds [1-3] was evaluated. Compound 1 exhibited the highest degree of activity against Syncephalastrum racemosum with an MIC value of 9.2 μM, whereas compound 2 exhibited the highest degree of activity against Escherichia coli with an MIC value of 67.3 μM. The isolated compounds also exhibited good cytotoxic activity against human breast cancer (MCF-7) and human colon cancer (HCT-116) cell lines with values of IC₅₀ from 0.5 to 1.0 μM. Compound 1 was found to be the most active against colon cancer HCT-116 cell line with IC₅₀ value of 0.5 μM.

Original language	English
Pages (from-to)	2916-2925
Number of pages	10
Journal	Medicinal Chemistry Research
Volume	24
Issue number	7
DOIs	https://doi.org/10.1007/s00044-015-1345-5
Publication status	Published - Jul 1 2015
Externally published	Yes

Keywords

Acylated oleanane-type triterpenoidal saponins
Antimicrobial activity
Cytotoxic activity
Fabaceae
Gleditsia aquatica

ASJC Scopus subject areas

Pharmacology, Toxicology and Pharmaceutics(all)
Organic Chemistry

UN SDGs

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

Access to Document

10.1007/s00044-015-1345-5

Cite this

@article{672433bb1fbe4f9290ea003740cb51fc,

title = "New antimicrobial and cytotoxic acylated triterpenoidal saponins from Gleditsia aquatica",

abstract = "Phytochemical investigation on the fruits of Gleditsia aquatica resulted in the isolation and identification of two new bisdesmosidic triterpenoidal saponins, aquaticasaponin A (1) and aquaticasaponin B (2) acylated with two and one monoterpenic acids, respectively, and one known cytokinin, aquaticine C (3). The structural elucidation of isolated metabolites was established on the basis of 1D, 2D NMR, and MS spectral analyses. The antimicrobial activity of the isolated compounds [1-3] was evaluated. Compound 1 exhibited the highest degree of activity against Syncephalastrum racemosum with an MIC value of 9.2 μM, whereas compound 2 exhibited the highest degree of activity against Escherichia coli with an MIC value of 67.3 μM. The isolated compounds also exhibited good cytotoxic activity against human breast cancer (MCF-7) and human colon cancer (HCT-116) cell lines with values of IC50 from 0.5 to 1.0 μM. Compound 1 was found to be the most active against colon cancer HCT-116 cell line with IC50 value of 0.5 μM.",

keywords = "Acylated oleanane-type triterpenoidal saponins, Antimicrobial activity, Cytotoxic activity, Fabaceae, Gleditsia aquatica",

author = "Ragab, {Ehab A.}",

note = "Publisher Copyright: {\textcopyright} Springer Science+Business Media New York 2015.",

year = "2015",

month = jul,

day = "1",

doi = "10.1007/s00044-015-1345-5",

language = "English",

volume = "24",

pages = "2916--2925",

journal = "Medicinal Chemistry Research",

issn = "1054-2523",

publisher = "Birkhause Boston",

number = "7",

}

TY - JOUR

T1 - New antimicrobial and cytotoxic acylated triterpenoidal saponins from Gleditsia aquatica

AU - Ragab, Ehab A.

N1 - Publisher Copyright: © Springer Science+Business Media New York 2015.

PY - 2015/7/1

Y1 - 2015/7/1

N2 - Phytochemical investigation on the fruits of Gleditsia aquatica resulted in the isolation and identification of two new bisdesmosidic triterpenoidal saponins, aquaticasaponin A (1) and aquaticasaponin B (2) acylated with two and one monoterpenic acids, respectively, and one known cytokinin, aquaticine C (3). The structural elucidation of isolated metabolites was established on the basis of 1D, 2D NMR, and MS spectral analyses. The antimicrobial activity of the isolated compounds [1-3] was evaluated. Compound 1 exhibited the highest degree of activity against Syncephalastrum racemosum with an MIC value of 9.2 μM, whereas compound 2 exhibited the highest degree of activity against Escherichia coli with an MIC value of 67.3 μM. The isolated compounds also exhibited good cytotoxic activity against human breast cancer (MCF-7) and human colon cancer (HCT-116) cell lines with values of IC50 from 0.5 to 1.0 μM. Compound 1 was found to be the most active against colon cancer HCT-116 cell line with IC50 value of 0.5 μM.

AB - Phytochemical investigation on the fruits of Gleditsia aquatica resulted in the isolation and identification of two new bisdesmosidic triterpenoidal saponins, aquaticasaponin A (1) and aquaticasaponin B (2) acylated with two and one monoterpenic acids, respectively, and one known cytokinin, aquaticine C (3). The structural elucidation of isolated metabolites was established on the basis of 1D, 2D NMR, and MS spectral analyses. The antimicrobial activity of the isolated compounds [1-3] was evaluated. Compound 1 exhibited the highest degree of activity against Syncephalastrum racemosum with an MIC value of 9.2 μM, whereas compound 2 exhibited the highest degree of activity against Escherichia coli with an MIC value of 67.3 μM. The isolated compounds also exhibited good cytotoxic activity against human breast cancer (MCF-7) and human colon cancer (HCT-116) cell lines with values of IC50 from 0.5 to 1.0 μM. Compound 1 was found to be the most active against colon cancer HCT-116 cell line with IC50 value of 0.5 μM.

KW - Acylated oleanane-type triterpenoidal saponins

KW - Antimicrobial activity

KW - Cytotoxic activity

KW - Fabaceae

KW - Gleditsia aquatica

UR - http://www.scopus.com/inward/record.url?scp=84943580441&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84943580441&partnerID=8YFLogxK

U2 - 10.1007/s00044-015-1345-5

DO - 10.1007/s00044-015-1345-5

M3 - Article

AN - SCOPUS:84943580441

SN - 1054-2523

VL - 24

SP - 2916

EP - 2925

JO - Medicinal Chemistry Research

JF - Medicinal Chemistry Research

IS - 7

ER -

New antimicrobial and cytotoxic acylated triterpenoidal saponins from Gleditsia aquatica

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this