Antimycobacterial, docking and molecular dynamic studies of pentacyclic triterpenes from Buddleja saligna leaves.

Autor: Singh A; a Department of Biotechnology and Food Technology , Durban University of Technology , Durban 4001 , South Africa., Venugopala KN; a Department of Biotechnology and Food Technology , Durban University of Technology , Durban 4001 , South Africa.; b Department of Pharmaceutical Sciences , College of Clinical Pharmacy, King Faisal University , Al-Ahsa 31982 , Saudi Arabia., Khedr MA; b Department of Pharmaceutical Sciences , College of Clinical Pharmacy, King Faisal University , Al-Ahsa 31982 , Saudi Arabia.; c Faculty of Pharmacy, Department of Pharmaceutical Chemistry , Helwan University , Ein Helwan, Cairo 11795 , Egypt., Pillay M; d Department of Microbiology, NHLS , Inkosi Albert Luthuli Hospital , Durban , South Africa., Nwaeze KU; e Faculty of Pharmacy, Department of Pharmaceutical Chemistry , University of Lagos , Lagos 100213 , Nigeria., Coovadia Y; d Department of Microbiology, NHLS , Inkosi Albert Luthuli Hospital , Durban , South Africa., Shode F; a Department of Biotechnology and Food Technology , Durban University of Technology , Durban 4001 , South Africa., Odhav B; a Department of Biotechnology and Food Technology , Durban University of Technology , Durban 4001 , South Africa.
Jazyk: angličtina
Zdroj: Journal of biomolecular structure & dynamics [J Biomol Struct Dyn] 2017 Sep; Vol. 35 (12), pp. 2654-2664. Date of Electronic Publication: 2016 Sep 22.
DOI: 10.1080/07391102.2016.1227725
Abstrakt: Buddleja saligna (family Buddlejaceae) is a medicinal plant endemic to South Africa. Two isomeric pentacyclic triterpenes, oleanolic acid and ursolic acid, were isolated from the leaves of B. saligna using silica gel column chromatography. Compounds oleanolic acid and ursolic acid were subjected to derivatization with acetic anhydride in the presence of pyridine to obtain oleanolic acid-3-acetate and ursolic acid-3-acetate, respectively. The structures of these compounds were fully characterized by detailed nuclear magnetic resonance (NMR) investigations, which included 1 H and 13 C NMR. Molecular docking studies predicted the free binding energy of the four triterpenes inside the steroid binding pocket of Mycobacterium tuberculosis fadA5 thiolase compared to a reported inhibitor. Thus, their ability to inhibit the growth of M. tuberculosis was predicted and was confirmed to possess significant antimycobacterial activity when tested against Mycobacterium smegmatis, M. tuberculosis H 37 Rv (ATCC 25177), clinical isolates of multi-drug-resistant M. tuberculosis (MDR-TB) and extensively drug-resistant M. tuberculosis (XDR-TB) using the Micro Alamar Blue Assay. Ursolic acid was isolated from this plant for the first time.
Databáze: MEDLINE