Caspicaiene: a new kaurene diterpene with anti-tubercular activity from an Aspergillus endophytic isolate in Gleditsia caspia desf. Issue 24 (17th December 2021)

• Record Type: Journal Article
• Authors: Moussa, Ashaimaa Y.; Sobhy, Hagar A.; Eldahshan, Omayma A.; Singab, Abdel Nasser B.
• Is Part Of: Natural product research. Volume 35:Issue 24(2021)
• Page Start: 5653
• Page End: 5664
• Publication Date: 2021-12-17
• Subjects: Anti-tuberculosis -- endophytes -- caspicaiene -- molecular docking -- kaurene diterpenes; Natural products -- Periodicals; Natural products -- Research -- Periodicals; Biological Factors -- Periodicals; Biological Products -- Periodicals; 547
• DOI: 10.1080/14786419.2020.1824222
• Languages: English
• ISSNs: 1478-6419

Abstract

Abstract: A new kaurene derivative with a new 6/6/6/5/6 ring system structure, given the trivial name caspicaiene, was isolated from the fungal culture of the Aspergillus N830 isolate identified by ITS region DNA sequencing. The compound was characterized by 1, 2 D NMR, and HR-ESI-MS-MS and revealed a promising anti-tubercular effect using the Alamar Blue Assay (MABA), in a dose dependent manner, with MIC value of 124.5 µM. Furthermore, six known compounds were isolated and showed significant MIC values against Mycobacterium tuberculosis, ranging between 15.63 µg/mL (26.5 µM) to 125 µg/mL (500 µM), compared to the positive control isoniazid whose MIC value was 0.24 µg/mL (1.75 µM), which sets them forth as potentially natural anti-tubercular agents. To gain further insight of the underlying mechanism, in-silico molecular docking, using the C-Docker protocol, was conducted and demonstrated various interactions between the isolated compounds and three key mycobacterial enzymes. Additionally, the cytotoxic activity was reported and showed the safety of these molecules according to the calculated safety index in the human hepatic cancer cell line (HepG2) and Vero cell lines. Graphical Abstract: UF0001