Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)

Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)

The protein kinase Pkc1 of Candida albicans (CaPkc1), one of the key proteins involved in MAPK pathway, is described as a regulator of cell wall integrity during growth, morphogenesis, and response to cell wall stress. The (–)-cercosporamide is an antifungal natural product isolated from the phytopa...

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Main Authors: Dao Viet Hung, Tran Khac Vu
Format: Article
Language:English
Published: Hindawi Limited 2021-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2021/7526347
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spelling doaj-caaf39a6b2ff46cea2523de3e764498b2021-08-02T00:01:08ZengHindawi LimitedJournal of Chemistry2090-90712021-01-01202110.1155/2021/7526347Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)Dao Viet Hung0Tran Khac Vu1Phu Tho College of Medicine and PharmacySchool of Chemical EngineeringThe protein kinase Pkc1 of Candida albicans (CaPkc1), one of the key proteins involved in MAPK pathway, is described as a regulator of cell wall integrity during growth, morphogenesis, and response to cell wall stress. The (–)-cercosporamide is an antifungal natural product isolated from the phytopathogen fungus Cercosporidium henningsii. This phytoxin was found to inhibit selectively CaPkc1 and constitutes an interesting model for the design of novel antifungal molecules. In this research, 4,7,9-trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide (13) derived from (–)-cercosporamide was synthesized via a seven-step procedure by well-known reactions and evaluation of cytotoxicity and inhibition of CaPkc1. The bioassay showed CaPkc1 inhibitory activity 87% higher and cytotoxicity 100 times less than the reference, (–)-cercosporamide.http://dx.doi.org/10.1155/2021/7526347
collection DOAJ
language English
format Article
sources DOAJ
author Dao Viet Hung
Tran Khac Vu
spellingShingle Dao Viet Hung
Tran Khac Vu
Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)
Journal of Chemistry
author_facet Dao Viet Hung
Tran Khac Vu
author_sort Dao Viet Hung
title Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)
title_short Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)
title_full Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)
title_fullStr Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)
title_full_unstemmed Synthesis of 4,7,9-Trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: Evaluation of Cytotoxicity and Inhibition of Protein Kinase C (CaPkc1)
title_sort synthesis of 4,7,9-trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide: evaluation of cytotoxicity and inhibition of protein kinase c (capkc1)
publisher Hindawi Limited
series Journal of Chemistry
issn 2090-9071
publishDate 2021-01-01
description The protein kinase Pkc1 of Candida albicans (CaPkc1), one of the key proteins involved in MAPK pathway, is described as a regulator of cell wall integrity during growth, morphogenesis, and response to cell wall stress. The (–)-cercosporamide is an antifungal natural product isolated from the phytopathogen fungus Cercosporidium henningsii. This phytoxin was found to inhibit selectively CaPkc1 and constitutes an interesting model for the design of novel antifungal molecules. In this research, 4,7,9-trihydroxy[1]benzofuro[3,2-d]pyrimidine-6-carboxamide (13) derived from (–)-cercosporamide was synthesized via a seven-step procedure by well-known reactions and evaluation of cytotoxicity and inhibition of CaPkc1. The bioassay showed CaPkc1 inhibitory activity 87% higher and cytotoxicity 100 times less than the reference, (–)-cercosporamide.
url http://dx.doi.org/10.1155/2021/7526347
work_keys_str_mv AT daoviethung synthesisof479trihydroxy1benzofuro32dpyrimidine6carboxamideevaluationofcytotoxicityandinhibitionofproteinkinaseccapkc1
AT trankhacvu synthesisof479trihydroxy1benzofuro32dpyrimidine6carboxamideevaluationofcytotoxicityandinhibitionofproteinkinaseccapkc1
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