Pentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity

The phytochemical investigation on the chemical constituents of dichloromethane-methanol (1:1) stem-bark extract of Cola lateritia K. Schum. (Sterculiaceae) led to the isolation and characterization of five pentacyclic triterpenoids, one fatty acid and two phytosteroids. The compounds were identifie...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Michael H.K. Kamdem, Olusesan Ojo, Blondelle M. Kemkuignou, Rostan M. Talla, Thierry Y. Fonkui, Kevine K. Silihe, Charlotte M. Tata, Marthe C.D. Fotsing, Edwin M. Mmutlane, Derek T. Ndinteh
Formato:	article
Lenguaje:	EN
Publicado:	Elsevier 2022
Materias:	Cola lateritia Fatty acid Pentacyclic triterpenoids Phytosteroids Antibacterial activity Chemistry QD1-999
Acceso en línea:	https://doaj.org/article/b784b44dbb1e45e281432c02a769ecf0
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:b784b44dbb1e45e281432c02a769ecf0
record_format	dspace
spelling	oai:doaj.org-article:b784b44dbb1e45e281432c02a769ecf02021-11-04T04:27:46ZPentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity1878-535210.1016/j.arabjc.2021.103506https://doaj.org/article/b784b44dbb1e45e281432c02a769ecf02022-01-01T00:00:00Zhttp://www.sciencedirect.com/science/article/pii/S1878535221005219https://doaj.org/toc/1878-5352The phytochemical investigation on the chemical constituents of dichloromethane-methanol (1:1) stem-bark extract of Cola lateritia K. Schum. (Sterculiaceae) led to the isolation and characterization of five pentacyclic triterpenoids, one fatty acid and two phytosteroids. The compounds were identified as heptadecanoic acid (1), maslinic acid (2), betulinic acid (3), lupenone (4), lupeol (5), friedelin (6), β-stigmasterol (7) and ß-sitosterol-3-O-ß-D-glucoside (8). Their structures were determined by NMR analysis (1H, 13C, DEPT-135, COSY, HMBC and HSQC), high-resolution mass spectrometry (HR-ESI-MS) and comparisons with published data in the literature. This work, to the best of our knowledge, is the first isolation and identification of these compounds in pure forms from Cola lateritia. Also, compounds 1–3 are reported for the first time from Cola genus. In vitro antibacterial activity of the isolated compounds (1–8) and the crude extract were evaluated against Bacillus subtilis, Staphylococcus epidermidis, Enterococcus faecalis, Mycobacterium smegmatis, Staphylococcus aureus, Enterobacter cloacae, Klebsiella oxytoca, Proteus vulgaris, Klebsiella pneumonia, Escherichia coli, Proteus mirabilis and Klebsiella aerogenes with streptomycin, nalidixic acid and ampicillin as standard antibacterial drugs. Compound 2 was active against E. faecalis (MIC = 18.5 µg/mL), and it was 6.9 and 28 times lower and active than that of streptomycin (MIC 128 µg/mL) and nalidixic acid (MIC > 512 µg/mL) respectively. All the isolated compounds and crude extract showed significant activities against the tested bacterial strains.Michael H.K. KamdemOlusesan OjoBlondelle M. KemkuignouRostan M. TallaThierry Y. FonkuiKevine K. SiliheCharlotte M. TataMarthe C.D. FotsingEdwin M. MmutlaneDerek T. NdintehElsevierarticleCola lateritiaFatty acidPentacyclic triterpenoidsPhytosteroidsAntibacterial activityChemistryQD1-999ENArabian Journal of Chemistry, Vol 15, Iss 1, Pp 103506- (2022)
institution	DOAJ
collection	DOAJ
language	EN
topic	Cola lateritia Fatty acid Pentacyclic triterpenoids Phytosteroids Antibacterial activity Chemistry QD1-999
spellingShingle	Cola lateritia Fatty acid Pentacyclic triterpenoids Phytosteroids Antibacterial activity Chemistry QD1-999 Michael H.K. Kamdem Olusesan Ojo Blondelle M. Kemkuignou Rostan M. Talla Thierry Y. Fonkui Kevine K. Silihe Charlotte M. Tata Marthe C.D. Fotsing Edwin M. Mmutlane Derek T. Ndinteh Pentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity
description	The phytochemical investigation on the chemical constituents of dichloromethane-methanol (1:1) stem-bark extract of Cola lateritia K. Schum. (Sterculiaceae) led to the isolation and characterization of five pentacyclic triterpenoids, one fatty acid and two phytosteroids. The compounds were identified as heptadecanoic acid (1), maslinic acid (2), betulinic acid (3), lupenone (4), lupeol (5), friedelin (6), β-stigmasterol (7) and ß-sitosterol-3-O-ß-D-glucoside (8). Their structures were determined by NMR analysis (1H, 13C, DEPT-135, COSY, HMBC and HSQC), high-resolution mass spectrometry (HR-ESI-MS) and comparisons with published data in the literature. This work, to the best of our knowledge, is the first isolation and identification of these compounds in pure forms from Cola lateritia. Also, compounds 1–3 are reported for the first time from Cola genus. In vitro antibacterial activity of the isolated compounds (1–8) and the crude extract were evaluated against Bacillus subtilis, Staphylococcus epidermidis, Enterococcus faecalis, Mycobacterium smegmatis, Staphylococcus aureus, Enterobacter cloacae, Klebsiella oxytoca, Proteus vulgaris, Klebsiella pneumonia, Escherichia coli, Proteus mirabilis and Klebsiella aerogenes with streptomycin, nalidixic acid and ampicillin as standard antibacterial drugs. Compound 2 was active against E. faecalis (MIC = 18.5 µg/mL), and it was 6.9 and 28 times lower and active than that of streptomycin (MIC 128 µg/mL) and nalidixic acid (MIC > 512 µg/mL) respectively. All the isolated compounds and crude extract showed significant activities against the tested bacterial strains.
format	article
author	Michael H.K. Kamdem Olusesan Ojo Blondelle M. Kemkuignou Rostan M. Talla Thierry Y. Fonkui Kevine K. Silihe Charlotte M. Tata Marthe C.D. Fotsing Edwin M. Mmutlane Derek T. Ndinteh
author_facet	Michael H.K. Kamdem Olusesan Ojo Blondelle M. Kemkuignou Rostan M. Talla Thierry Y. Fonkui Kevine K. Silihe Charlotte M. Tata Marthe C.D. Fotsing Edwin M. Mmutlane Derek T. Ndinteh
author_sort	Michael H.K. Kamdem
title	Pentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity
title_short	Pentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity
title_full	Pentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity
title_fullStr	Pentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity
title_full_unstemmed	Pentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity
title_sort	pentacyclic triterpenoids, phytosteroids and fatty acid isolated from the stem-bark of cola lateritia k. schum. (sterculiaceae) of cameroon origin; evaluation of their antibacterial activity
publisher	Elsevier
publishDate	2022
url	https://doaj.org/article/b784b44dbb1e45e281432c02a769ecf0
work_keys_str_mv	AT michaelhkkamdem pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT olusesanojo pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT blondellemkemkuignou pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT rostanmtalla pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT thierryyfonkui pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT kevineksilihe pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT charlottemtata pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT marthecdfotsing pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT edwinmmmutlane pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity AT derektndinteh pentacyclictriterpenoidsphytosteroidsandfattyacidisolatedfromthestembarkofcolalateritiakschumsterculiaceaeofcameroonoriginevaluationoftheirantibacterialactivity
_version_	1718445295377842176

Pentacyclic Triterpenoids, Phytosteroids and Fatty Acid Isolated from the Stem-bark of Cola lateritia K. Schum. (Sterculiaceae) of Cameroon origin; Evaluation of Their Antibacterial Activity

Ejemplares similares