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

作者：Singh Alveera; Venugopala Katharigatta N; Khedr Mohammed A; Pillay Mellendran; Nwaeze Kenneth U; Coovadia Yacoob; Shode Francis; Odhav Bharti^*

来源：Journal of Biomolecular Structure & Dynamics, 2017, 35(12): 2654-2664.

DOI：10.1080/07391102.2016.1227725

• antimycobacterial activity
• Buddleja saligna
• docking
• fadA5 thiolase
• oleanolic acid
• pentacyclic triterpenes
• ursolic acid

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 H-1 and C-13 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.

• 出版日期2017