Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives

Our previous work identified isoxazole-based chalcones and their dihydropyrazole derivatives as two important five-membered heterocycles having antitubercular activity. Hence, in the present study, we biologically evaluated 30 compounds, including 15 isoxazole ring-containing chalcones (<b>17&...

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Main Authors:	Afzal Shaik, Richie R. Bhandare, Kishor Palleapati, Srinath Nissankararao, Venkata Kancharlapalli, Shahanaaz Shaik
Format:	Article
Language:	English
Published:	MDPI AG 2020-02-01
Series:	Molecules
Subjects:	isoxazole chalcones dihydropyrazole antibacterial activity antifungal activity anticancer activity
Online Access:	https://www.mdpi.com/1420-3049/25/5/1047

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spelling	doaj-e7ef25656e9a447e848249a719c0ce1b2020-11-25T01:55:07ZengMDPI AGMolecules1420-30492020-02-01255104710.3390/molecules25051047molecules25051047Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole DerivativesAfzal Shaik0Richie R. Bhandare1Kishor Palleapati2Srinath Nissankararao3Venkata Kancharlapalli4Shahanaaz Shaik5Department of Pharmaceutical Chemistry Vignan Pharmacy College, Jawaharlal Nehru Technological University, Vadlamudi-522213, Andhra Pradesh, IndiaDepartment of Pharmaceutical Sciences, College of Pharmacy & Health Sciences, Ajman University, Ajman PO Box 346, UAEDepartment of Pharmacognosy and Pharmaceutical Chemistry ASN Pharmacy College, Acharya Nagarjuna University, Tenali-522201, Andhra Pradesh, IndiaMontvale, New Jersey, NJ 07645, USADepartment of Pharmacognosy and Pharmaceutical Chemistry ASN Pharmacy College, Acharya Nagarjuna University, Tenali-522201, Andhra Pradesh, IndiaDepartment of Pharmaceutical Chemistry Victoria College of Pharmacy, Acharya Nagarjuna University, Nallapadu-522001, Guntur District, Andhra Pradesh, IndiaOur previous work identified isoxazole-based chalcones and their dihydropyrazole derivatives as two important five-membered heterocycles having antitubercular activity. Hence, in the present study, we biologically evaluated 30 compounds, including 15 isoxazole ring-containing chalcones (<b>17</b>−<b>31</b>) and 15 dihydropyrazoles (<b>32</b>−<b>46</b>) derived from these chalcones for their antimicrobial, antioxidant, and anticancer activities. Chalcones exhibited superior antibacterial and antioxidant activities compared to dihydropyrazoles. Among the chalcones, compound <b>28</b> showed potent antibacterial (MIC = 1 µg/mL) and antioxidant activities (IC<sub>50</sub> = 5 ± 1 µg/mL). Dihydropyrazoles, on the contrary, demonstrated remarkable antifungal and anticancer activities. Compound <b>46</b> (IC<sub>50</sub> = 2 ± 1 µg/mL) showed excellent antifungal activity whereas two other dihydropyrazoles <b>45</b> (IC<sub>50</sub> = 2 ± 1 µg/mL) and <b>39</b> (IC<sub>50</sub> = 4 ± 1 µg/mL) exhibited potential anticancer activity. The compounds were also tested for their toxicity on normal human cell lines (LO2) and were found to be nontoxic. The active compounds that have emerged out of this study are potential lead molecules for the development of novel drugs against infectious diseases, oxidative stress, and cancer.https://www.mdpi.com/1420-3049/25/5/1047isoxazolechalconesdihydropyrazoleantibacterial activityantifungal activityanticancer activity
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Afzal Shaik Richie R. Bhandare Kishor Palleapati Srinath Nissankararao Venkata Kancharlapalli Shahanaaz Shaik
spellingShingle	Afzal Shaik Richie R. Bhandare Kishor Palleapati Srinath Nissankararao Venkata Kancharlapalli Shahanaaz Shaik Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives Molecules isoxazole chalcones dihydropyrazole antibacterial activity antifungal activity anticancer activity
author_facet	Afzal Shaik Richie R. Bhandare Kishor Palleapati Srinath Nissankararao Venkata Kancharlapalli Shahanaaz Shaik
author_sort	Afzal Shaik
title	Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives
title_short	Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives
title_full	Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives
title_fullStr	Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives
title_full_unstemmed	Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives
title_sort	antimicrobial, antioxidant, and anticancer activities of some novel isoxazole ring containing chalcone and dihydropyrazole derivatives
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2020-02-01
description	Our previous work identified isoxazole-based chalcones and their dihydropyrazole derivatives as two important five-membered heterocycles having antitubercular activity. Hence, in the present study, we biologically evaluated 30 compounds, including 15 isoxazole ring-containing chalcones (<b>17</b>−<b>31</b>) and 15 dihydropyrazoles (<b>32</b>−<b>46</b>) derived from these chalcones for their antimicrobial, antioxidant, and anticancer activities. Chalcones exhibited superior antibacterial and antioxidant activities compared to dihydropyrazoles. Among the chalcones, compound <b>28</b> showed potent antibacterial (MIC = 1 µg/mL) and antioxidant activities (IC<sub>50</sub> = 5 ± 1 µg/mL). Dihydropyrazoles, on the contrary, demonstrated remarkable antifungal and anticancer activities. Compound <b>46</b> (IC<sub>50</sub> = 2 ± 1 µg/mL) showed excellent antifungal activity whereas two other dihydropyrazoles <b>45</b> (IC<sub>50</sub> = 2 ± 1 µg/mL) and <b>39</b> (IC<sub>50</sub> = 4 ± 1 µg/mL) exhibited potential anticancer activity. The compounds were also tested for their toxicity on normal human cell lines (LO2) and were found to be nontoxic. The active compounds that have emerged out of this study are potential lead molecules for the development of novel drugs against infectious diseases, oxidative stress, and cancer.
topic	isoxazole chalcones dihydropyrazole antibacterial activity antifungal activity anticancer activity
url	https://www.mdpi.com/1420-3049/25/5/1047
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Antimicrobial, Antioxidant, and Anticancer Activities of Some Novel Isoxazole Ring Containing Chalcone and Dihydropyrazole Derivatives

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