Synthesis of novel thiazoles bearing lupeol derivatives as potent anticancer and anti-inflammatory agents

Lupeol is one of the most important metabolite in the class of terpenoids and possess excellent anticancer, anti-inflammatory, anti-diabetic activities etc. In the present study, the different thiazoles and oxazoles bearing lupeol derivatives were prepared to enhance their biological activity. Initi...

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Published in:Natural product research 2024-07, Vol.38 (13), p.2207-2214
Main Authors: Narendar, Kummari, Rao, B. Sambasiva, Tirunavalli, Satyakrishna, Jadav, Surender Singh, Andugulapati, Sai Balaji, Ramalingam, Vaikundamoorthy, Babu, K. Suresh
Format: Article
Language:English
Subjects:
anti-inflammatory
anti-inflammatory activity
Anti-inflammatory agents
anticancer
Antineoplastic drugs
Apoptosis
BAX gene
BAX protein
Bcl-2 protein
Biological activity
Biological effects
Cancer
Cell cycle
Chemotherapy
class
Cytotoxicity
Diabetes mellitus
dose response
drug therapy
Gene expression
Inflammatory diseases
interleukin-6
interphase
Lupeol
Metabolites
Oxazoles
S phase
secretion
Terpenes
Thiazoles
Vimentin
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creator Narendar, Kummari
Rao, B. Sambasiva
Tirunavalli, Satyakrishna
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Ramalingam, Vaikundamoorthy
Babu, K. Suresh
description Lupeol is one of the most important metabolite in the class of terpenoids and possess excellent anticancer, anti-inflammatory, anti-diabetic activities etc. In the present study, the different thiazoles and oxazoles bearing lupeol derivatives were prepared to enhance their biological activity. Initially, the in vitro cytotoxic activity results showed that the synthesized lupeol derivatives (9a-9j and 10a-10e) showed significant activity against various cancer cells and the compounds 9h and 10b exhibited excellent activity against CAL27 cells. Further, these compounds 9h and 10b arrest the cell cycle at S phase and induce the late apoptosis in CAL27 cells by downregulating the BcL2 and vimentin expression and upregulating the Bax gene expression. Moreover, the lupeol derivatives showed dose-dependent anti-inflammatory activity by inhibiting the secretion of IL-6 cytokines in LPS-induced Raw 264.7 cells. Together, these results clearly indicated that the thiazoles and oxazoles bearing lupeol derivatives can used as chemotherapeutic drugs against cancer and inflammatory diseases.
doi_str_mv 10.1080/14786419.2023.2166042
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subjects anti-inflammatory
anti-inflammatory activity
Anti-inflammatory agents
anticancer
Antineoplastic drugs
Apoptosis
BAX gene
BAX protein
Bcl-2 protein
Biological activity
Biological effects
Cancer
Cell cycle
Chemotherapy
class
Cytotoxicity
Diabetes mellitus
dose response
drug therapy
Gene expression
Inflammatory diseases
interleukin-6
interphase
Lupeol
Metabolites
Oxazoles
S phase
secretion
Terpenes
Thiazoles
Vimentin
title Synthesis of novel thiazoles bearing lupeol derivatives as potent anticancer and anti-inflammatory agents
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