Antitumour tiazofurin analogues embedded with an amide moiety at the C-2′ position

Thiazoles in glycosylation reactions: Novel synthesis of thiazole thioglycosides

“…The Tiazofurin biological activity is rendered to its potential to inhibit inosine monophosphate dehydrogenase which will lead to shutdown of guanine nucleotide synthesis . In spite of the known efficacy of Tiazofurin, its high toxicity and lack of specificity represent a problem for its clinical use . For this reason, many Tiazofurin analogues were synthesized aiming to produce derivatives with reduced toxicity .…”

Approaches to the synthesis of heterocyclic C-nucleosides

“…The introduction of acyloxymethyl group as N-protective groups in the tetrazole ring allowed subsequent phosphorylation of the 3´-OH group of the sugar residue to give the target compounds 198a and 198b in the yields of 16 and 33.8%, respectively, over 6 steps. 84 Ribosides 199a-d derived from D-glucose were used as the starting material for the construction of aglycon based on the nitrile group to prepare tiazofurin analogs 201a-d 85 (Scheme 67). The key intermediates 200a-d were synthesized by the one-pot reaction that involved the addition of hydrogen sulfi de to the nitrile group, the azide reduction, and spontaneous O,N-shift of the acyl group.…”

Recent Advances in Synthesis and Medicinal Evaluation of 1,2‐Benzothiazine Analogues

“…Synthesis for antioxidant derivatives of oxicam. In 2019, Panga and co-workers synthesized azolyl benzothiazine carboxamides [65] pertaining to the substantial biological activities of oxicams i. e. benzothiazine derivatives and that of azolyls (oxazoles, [135] thiazoles, [90] and imidazoles [136] ). The synthetic approach for compounds 75-83 (Figure 21) was designed upon literature precedence [59] as mentioned under Scheme (IC 50 against HeLa = 47.52 � 1.51 μM, IC 50 for MCF-7 34.35 � 1.09 μM), while none of them showed improved cytotoxicity to that of standard drug doxorubicin (IC 50 against HeLa = 7.95 � 0.638 μM, IC 50 for MCF-7 8.013 � 0.38 μM).…”

“…In 2019, Panga and co‐workers synthesized azolyl benzothiazine carboxamides [65] pertaining to the substantial biological activities of oxicams i. e. benzothiazine derivatives and that of azolyls (oxazoles, [135] thiazoles, [90] and imidazoles [136] ). The synthetic approach for compounds 75 – 83 (Figure 21) was designed upon literature precedence [59] as mentioned under Scheme 14.…”

“…Here in this review, therapeutic applications of 1,2‐benzothiazines in the arena of anti‐inflammatory, [23–37] anticancer, [38–56] antimicrobial, [57–62] antioxidant, [56,58,63–66] antidiabetic, [67–74] nor‐A efflux pump inhibitor, [75] antiepileptic, [76] anti‐arthritis, [77] anti‐HIV‐1, [78–81] alkaline phosphate inhibitors, [82] anti‐monoamine oxidase, [83] anti‐11β‐hydroxysteroid dehydrogenase, [84–85] calpain‐1 inhibitors, [86–87] and hepatitis virus‐C [88–89] along with their corresponding synthesis have been visualized. The prominence attained by derivatives of thiazole [90–91] and thiazine [15,92] lead researchers to construct medications like alpelisib and prochlorperazine maleate and a lot more (Figure 1).…”