Antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from Cissus incisa leaves

Cissus incisa is used in traditional Mexican medicine to treat certain ailments, infectious or cancerous diseases. Excepting for our previous research, this species had no scientific reports validating its traditional use. In this study, we evaluated the antibacterial and cytotoxic properties of the...

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Main Authors: Deyani Nocedo-Mena, Verónica M. Rivas-Galindo, Patricia Navarro, Elvira Garza-González, Leticia González-Maya, María Yolanda Ríos, Abraham García, Francisco G. Ávalos-Alanís, José Rodríguez-Rodríguez, María del Rayo Camacho-Corona
Format: Article
Language:English
Published: Elsevier 2020-08-01
Series:Heliyon
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2405844020315152
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author Deyani Nocedo-Mena
Verónica M. Rivas-Galindo
Patricia Navarro
Elvira Garza-González
Leticia González-Maya
María Yolanda Ríos
Abraham García
Francisco G. Ávalos-Alanís
José Rodríguez-Rodríguez
María del Rayo Camacho-Corona
author_facet Deyani Nocedo-Mena
Verónica M. Rivas-Galindo
Patricia Navarro
Elvira Garza-González
Leticia González-Maya
María Yolanda Ríos
Abraham García
Francisco G. Ávalos-Alanís
José Rodríguez-Rodríguez
María del Rayo Camacho-Corona
author_sort Deyani Nocedo-Mena
collection DOAJ
description Cissus incisa is used in traditional Mexican medicine to treat certain ailments, infectious or cancerous diseases. Excepting for our previous research, this species had no scientific reports validating its traditional use. In this study, we evaluated the antibacterial and cytotoxic properties of the sphingolipids and others phytocompounds isolated from C. incisa leaves to increase the scientific knowledge of the Mexican flora. The antibacterial activity was evaluated against Gram-positive and Gram-negative bacteria by the Microdilution method. Meanwhile, the cytotoxic potential was determined on six human cancer cells: PC3, Hep3B, HepG2, MCF7, A549, and HeLa; using an aqueous solution cell proliferation assay kit. A cell line of immortalized human hepatocytes (IHH) was included as a control of non-cancerous cells. Selectivity index (SI) was determined only against the hepatocellular carcinoma cell lines. The phytochemical investigation of C. incisa leaves resulted in the isolation and characterization of five compounds: 2-(2′-hydroxydecanoyl amino)-1,3,4-hexadecanotriol-8-ene (1), 2,3-dihydroxypropyl tetracosanoate (2), β-sitosterol-D-glucopyranoside (3), α-amyrin-3-O-β-D-glucopyranoside (4), and a mixture of cerebrosides (5). Until now, this is the first report of the sphingolipids (1), (5-IV) and (5-V). Only the compound (4) and cerebrosides (5) exhibited antibacterial activity reaching a MIC value of 100 μg/mL against Pseudomonas aeruginosa resistant to carbapenems. While, the acetylated derivate of (3), compound (3Ac) showed the best cytotoxic result against PC3 (IC50 = 43 ± 4 μg/mL) and Hep3B (IC50 = 49.0 ± 4 μg/mL) cancer cell lines. Likewise, (3Ac) achieved better SI values on HepG2 and Hep3B cell lines. This research reveals the importance of study medicinal plants, to identify bioactive molecules as sources of potential drugs. The presence of these compounds allows us to justify the use of this plant in traditional Mexican medicine.
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spelling doaj.art-ce3e746e4c7443a6a99a2139684c39e22022-12-21T23:47:02ZengElsevierHeliyon2405-84402020-08-0168e04671Antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from Cissus incisa leavesDeyani Nocedo-Mena0Verónica M. Rivas-Galindo1Patricia Navarro2Elvira Garza-González3Leticia González-Maya4María Yolanda Ríos5Abraham García6Francisco G. Ávalos-Alanís7José Rodríguez-Rodríguez8María del Rayo Camacho-Corona9Universidad Autónoma de Nuevo León, Facultad de Ciencias Químicas. Av. Universidad S/N, Ciudad Universitaria, 66451, San Nicolás de los Garza, Nuevo León, Mexico; Department of Organic Chemistry II, University of the Basque Country UPV/EHU, 48940, Leioa, Spain; Corresponding author.Universidad Autónoma de Nuevo León, Facultad de Medicina. Av. Gonzalitos and Madero S/N, Colonia Mitras Centro, 64460, Monterrey, Nuevo León, MexicoGeneral Research Services, University of the Basque Country UPV/EHU, 48940, Leioa, SpainUniversidad Autónoma de Nuevo León, Servicio de Gastroenterología, Hospital Universitario “Dr. José Eleuterio González”. Av. Gonzalitos and Madero S/N, Colonia Mitras Centro, 64460, Monterrey, Nuevo León, MexicoUniversidad Autónoma del Estado de Morelos, Facultad de Farmacia. Av. Universidad 1001, 62209, Cuernavaca, Morelos, MexicoUniversidad Autónoma del Estado de Morelos, Centro de Investigaciones Químicas, IICBA. Av. Universidad 1001, 62209, Cuernavaca, Morelos, MexicoUniversidad Autónoma de Nuevo León, Facultad de Ciencias Químicas. Av. Universidad S/N, Ciudad Universitaria, 66451, San Nicolás de los Garza, Nuevo León, MexicoUniversidad Autónoma de Nuevo León, Facultad de Ciencias Químicas. Av. Universidad S/N, Ciudad Universitaria, 66451, San Nicolás de los Garza, Nuevo León, MexicoInstituto Tecnológico y de Estudios Superiores de Monterrey. Av. Eugenio Garza Sada Sur, Tecnológico, 64849, Monterrey, Nuevo León, MexicoUniversidad Autónoma de Nuevo León, Facultad de Ciencias Químicas. Av. Universidad S/N, Ciudad Universitaria, 66451, San Nicolás de los Garza, Nuevo León, Mexico; Corresponding author.xCissus incisa is used in traditional Mexican medicine to treat certain ailments, infectious or cancerous diseases. Excepting for our previous research, this species had no scientific reports validating its traditional use. In this study, we evaluated the antibacterial and cytotoxic properties of the sphingolipids and others phytocompounds isolated from C. incisa leaves to increase the scientific knowledge of the Mexican flora. The antibacterial activity was evaluated against Gram-positive and Gram-negative bacteria by the Microdilution method. Meanwhile, the cytotoxic potential was determined on six human cancer cells: PC3, Hep3B, HepG2, MCF7, A549, and HeLa; using an aqueous solution cell proliferation assay kit. A cell line of immortalized human hepatocytes (IHH) was included as a control of non-cancerous cells. Selectivity index (SI) was determined only against the hepatocellular carcinoma cell lines. The phytochemical investigation of C. incisa leaves resulted in the isolation and characterization of five compounds: 2-(2′-hydroxydecanoyl amino)-1,3,4-hexadecanotriol-8-ene (1), 2,3-dihydroxypropyl tetracosanoate (2), β-sitosterol-D-glucopyranoside (3), α-amyrin-3-O-β-D-glucopyranoside (4), and a mixture of cerebrosides (5). Until now, this is the first report of the sphingolipids (1), (5-IV) and (5-V). Only the compound (4) and cerebrosides (5) exhibited antibacterial activity reaching a MIC value of 100 μg/mL against Pseudomonas aeruginosa resistant to carbapenems. While, the acetylated derivate of (3), compound (3Ac) showed the best cytotoxic result against PC3 (IC50 = 43 ± 4 μg/mL) and Hep3B (IC50 = 49.0 ± 4 μg/mL) cancer cell lines. Likewise, (3Ac) achieved better SI values on HepG2 and Hep3B cell lines. This research reveals the importance of study medicinal plants, to identify bioactive molecules as sources of potential drugs. The presence of these compounds allows us to justify the use of this plant in traditional Mexican medicine.http://www.sciencedirect.com/science/article/pii/S2405844020315152Natural product chemistryCissus incisaTraditional medicineSphingolipidsAntibacterial activityCytotoxic activity
spellingShingle Deyani Nocedo-Mena
Verónica M. Rivas-Galindo
Patricia Navarro
Elvira Garza-González
Leticia González-Maya
María Yolanda Ríos
Abraham García
Francisco G. Ávalos-Alanís
José Rodríguez-Rodríguez
María del Rayo Camacho-Corona
Antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from Cissus incisa leaves
Heliyon
Natural product chemistry
Cissus incisa
Traditional medicine
Sphingolipids
Antibacterial activity
Cytotoxic activity
title Antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from Cissus incisa leaves
title_full Antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from Cissus incisa leaves
title_fullStr Antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from Cissus incisa leaves
title_full_unstemmed Antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from Cissus incisa leaves
title_short Antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from Cissus incisa leaves
title_sort antibacterial and cytotoxic activities of new sphingolipids and other constituents isolated from cissus incisa leaves
topic Natural product chemistry
Cissus incisa
Traditional medicine
Sphingolipids
Antibacterial activity
Cytotoxic activity
url http://www.sciencedirect.com/science/article/pii/S2405844020315152
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