Synthesis of some new thiazolo[3,2-a]pyrimidine derivatives and screening of their in vitro antibacterial and antitubercular activities

Cai, Dong; Zhang, Zhihua; Chen, Yu; Yan, Xiu‐Ping; Zhang, Shi-Ti; Zou, Liang-Jing; Meng, Li-Hong; Li, Fang; Fu, Bingjie

doi:10.1007/s00044-015-1481-y

Cited by 37 publications

(11 citation statements)

References 53 publications

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“…Pyrazolopyrimidine and pyrimidine derivatives showed good antifungal activity when screened against C. albicans, Aspergillus fumigatus, Geotrichum candidum, Syncephalastrum racemosum. Also, pyrimidine derivatives exhibited significant activity against bacteria and the results were comparable with the standard control (9). New, poly-fused ring pyrazolothieno-pyrimidine derivatives showed good anti-parkinsonian, hypoglycemic and antimicrobial activities (10).…”

Section: Taibah University Faculty Of Pharmacy Department Of Pharmacomentioning

confidence: 75%

Pharmacological activities of some triazinopyrazolothieno pyrimidine derivatives

Bahashwan

2017

Acta Pharmaceutica

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Triazinopyrazolothieno pyrimidine derivatives 1–5 were evaluated for their anti-inflammatory, analgesic and anticancer activities and acute toxicity. Anti-inflammatory activity of the compounds was studied using the carrageenan test. All tested compounds showed analgesic activity, 3-methoxycarbonyl-4,6-dimethyl-8-[(N-methylindolyl)methyl] pyrimido [5′,4′:4,5]thieno [3′,2′-3,4]pyrazolo [5,1-c]triazine (4) showed activity comparable to that of diclofenac. Compounds 1–5 were also screened for anticancer activity on a human lung cancer cell line (A549) and a human prostate cancer cell line (DU145) using the MTT micro-cultured tetrazolium assay method. Compound 4 showed also significant anticancer activity against both cancer cell lines, comparable to that of doxorubicin. The most active compounds were tested for their acute toxicity and median lethal doses were evaluated.

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Section: Taibah University Faculty Of Pharmacy Department Of Pharmacomentioning

confidence: 75%

Pharmacological activities of some triazinopyrazolothieno pyrimidine derivatives

Bahashwan

2017

Acta Pharmaceutica

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“…One of the further imperative classes of fused heterocyclic moieties has a widespread range of biological effectiveness is the thiadiazolopyrimidine derivatives. The thiadiazolo-pyrimidine nucleus and its substituted products, belonging to the pseudo purine class, had interesting biological pro les, including the antiviral [6], anticancer [7,8], antibio lm [9], antitumor [10], antitubercular [11], antiglycation [12] and antioxidant [13] activities. In last few decades, these analogues were synthesized as PARP1 Inhibitors [14] and STAT3…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Screening of New Thiadiazolopyrimidine-based Polycyclic Compounds

Alqahtani

2021

Preprint

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New tri- and tetra-cyclic compounds based on the thiadiazolopyrimidine ring system were prepared and their antimicrobial activity were estimated. The achieved results evidenced that pyrano-thiadiazolopyrimidine compounds 8a-b and 9a-b have substantial efficiencies toward the two strains of Gram-positive bacteria (S. aureus and B. cereus). While tetracyclic derivatives pyrazolopyrimido-thiadiazolopyrimidine derivatives 16a-b and 17a-b displayed prominent efficiencies toward the two strains of Gram-negative bacteria (E. coli and P. aeruginosa). In addition, compounds 8a-b and 9a-b presented good efficacy toward C. albicans. The activity of antiquorum-sensing (anti-QS) inhibition of the new synthesized thiadiazolopyrimidine-based compounds was tested toward C. violaceum, where derivatives 16a-b, 17a-b, 8b and 9a displayed satisfactory activity. Cytotoxic activity of the same derivatives was screened toward various cancer cell lines (MCF-7, PC3, Hep-2 and HepG2) and standard normal fibroblast cell (WI38) by utilizing the MTT assay. The pyrazolopyrimido-thiadiazolopyrimidine derivatives 16a, 16b, 17a and 17b recorded potent cytotoxic efficacy against MCF-7 cells with IC50 values ranging from 5.69 to 9.36 µM. Also, the endorsed structural activity relationship (SAR) for the inspected thiadiazolopyrimidine derivatives provided an awareness concerning the chemical structure connected to anticancer efficiency. In silico docking studies were implemented toward silence hormone signaling in breast (PDB Code-5NQR). The results are consistent and supportive to the cytotoxic activity.

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“…Thiazolo[3,2‐ a ]pyrimidine derivatives have recently attracted the attention of medicinal community due to their varied bioactivities, such as analgesic (Abdel Moty, Hussein, Abdel Aziz, & Abou‐Salim, ), anti‐inflammatory (Abdel Moty et al., ; Bekhit, Fahmy, Rostom, & Baraka, ; Viveka et al., ), and antimicrobial (Abd Elhameed, El‐Gohary, El‐Bendary, Shaaban, & Bayomi, ; Abdel Moty et al., ; Batool, Saeed, Qureshi, Kalsoom, & Razzaq, ; Bekhit et al., ; Cai et al., , ; Mohamed, Khalil, Abbass, & El‐Naggar, ; Viveka et al., ). Especially, thiazolo[3,2‐ a ]pyrimidines have done great contribution to research on anticancer activity (Abd Elhameed et al., ; Al‐Omary, Hassan, El‐Messery, & El‐Subbagh, ; Becan & Jcicka, ; Flefel, El‐Sayed, Mohamed, El‐Sofany, & Awad, ; Keshari et al., ; Li et al., ; Mohamed et al., ; Yousif, El‐Sayed, Abbas, Awad, & Yousif, ).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antitumor activity of isolongifoleno[7,8‐d]thiazolo[3,2‐a]pyrimidine derivatives via enhancing ROS level

Wang

Dong

et al. 2019

Chem Biol Drug Des

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A series of novel isolongifoleno[7,8‐d]thiazolo[3,2‐a]pyrimidine derivatives (4a–4x) were synthesized from isolongifolanone according fragment‐based design strategy, and their anticancer activity against human aortic smooth muscle cells (HASMC), human breast cancer (MCF‐7) cells, human cervical cancer (HeLa) cells, and human liver cancer (HepG2) cells were investigated. Results of the anticancer activity illustrated that most of the compounds showed potent antitumor activity and compound 4i proved to be the most active derivative with IC50 values of 0.33 ± 0.24 (for MCF‐7 cells), 0.52 ± 0.13 (for HeLa cells), and 3.09 ± 0.11 μM (for HepG2 cells), respectively. Moreover, we assessed the effects of 4i on cell apoptosis, cell cycle distribution, mitochondrial membrane potential, and reactive oxygen species (ROS) generation. The results indicated that compound 4i altered mitochondrial membrane potential and produced ROS leading to cell apoptosis of MCF‐7 cells in a dose‐dependent manner, however, without affecting cell cycle progression. These findings suggested that 4i was an effective compound and provided a promising candidate for anticancer drugs.

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Synthesis of some new thiazolo[3,2-a]pyrimidine derivatives and screening of their in vitro antibacterial and antitubercular activities

Cited by 37 publications

References 53 publications

Pharmacological activities of some triazinopyrazolothieno pyrimidine derivatives

Pharmacological activities of some triazinopyrazolothieno pyrimidine derivatives

Synthesis and Biological Screening of New Thiadiazolopyrimidine-based Polycyclic Compounds

Synthesis and antitumor activity of isolongifoleno[7,8‐d]thiazolo[3,2‐a]pyrimidine derivatives via enhancing ROS level

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