Nucleoside natural products and related analogs with potential therapeutic properties as antibacterial and antiviral agents

Abstract

Nucleoside natural products possess a variety of interesting biological activities, including antibacterial, antiviral and antitumor properties, and are therefore expected to be potential candidates for developing drugs. Complex nucleoside natural products exhibiting antibacterial activity by specific inhibition of bacterial cell wall peptidoglycan biosynthesis are described. In addition to the class of antibacterial nucleoside natural products, the newest members of nucleoside natural products exhibiting interesting antiviral activity are briefly described. In spite of promising properties, no nucleoside natural products and their analogs are presently used in the clinic. A global structure-activity relationship of these classes of nucleoside natural products clearly indicates that it is very important to: i) modulate the cell entry ability; and ii) simplify hydrophilic core structures in order to reduce the size of molecules and stabilize the chemically labile structure.

Fritillariae Thunbergii Bulbus: Traditional Uses, Phytochemistry, Pharmacodynamics, Pharmacokinetics and Toxicity

“…However, to date, none of the included studies evaluated the pharmacological activities of nucleosides isolated from FTB. As the basic building-block of DNA and RNA, nucleosides from other plants possess many biological activities, such as anti-cancer activity [98], antibacterial activity [99], and antiviral activity [100]. It is worth investigating nucleosides in FTB for novel drug discovery.…”

Synthesis of the C8’-epimeric thymine pyranosyl amino acid core of amipurimycin

“…The notable structural features of peptidyl nucleosides are responsible for their miscellaneous biological activities such as antitumor, antiviral, antibacterial and antifungal [2]. Peptidyl nucleosides in which the sugar part is in the furanose form are common, however, the sugar framework in the pyranose form, with a nucleobase and a peptide linker at either ends, are rare in nature.…”

“…Peptidyl nucleosides in which the sugar part is in the furanose form are common, however, the sugar framework in the pyranose form, with a nucleobase and a peptide linker at either ends, are rare in nature. A few examples of this category are amipurimycin and miharamycin that are known as antifungal agents [2]. Amipurimycin ( 1 ) isolated from Streptomyces novoguineensis sp.…”

Stereochemical Assignment and First Synthesis of the Core of Miharamycin Antibiotics

“…[1] They exhibit a variety of biological activities including antitumor, antiviral, antibacterial and antifungal properties. [1,2] While an increasing number of compounds of this class has been accessed by total synthesis, [3] there are still notable targets that have been approached but not yet synthesized. Amongst them, miharamycins A and B, isolated forty years ago from Streptomyces miharaensis SF-489, display strong activity against the rice blast disease caused by Pyricularia oryzae.…”