Practical Synthesis of &#945;-Amyrin, ß-Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase.

Chen, Dongyin; Xu, Fengguo; Zhang, Pu; Deng, Jie; Sun, Hongbin; Wen, Xiaoan; Liu, Jun

Practical Synthesis of α-Amyrin, ß-Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase.

Chen, Dongyin; Xu, Fengguo; Zhang, Pu; Deng, Jie; Sun, Hongbin; Wen, Xiaoan; Liu, Jun.

Afiliação

Chen D; Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, China.
Xu F; Department of Medicinal Chemistry, School of Pharmacy, Nanjing Medical University, Nanjing, China.
Zhang P; Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, China.
Deng J; Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, China.
Sun H; Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, China.
Wen X; Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, China.
Liu J; Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, China.

Arch Pharm (Weinheim) ; 350(12)2017 Dec.

Article em En | MEDLINE | ID: mdl-29027714

ABSTRACT

ABSTRACT

A practical synthesis of α-amyrin (1), ß-amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid (4), oleanolic acid (5), and betulin (6), respectively. Remarkably, these three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase.

Assuntos

Inibidores Enzimáticos/síntese química; Transferases Intramoleculares/antagonistas & inibidores; Ácido Oleanólico/análogos & derivados; Triterpenos Pentacíclicos/síntese química; Desenho de Fármacos; Inibidores Enzimáticos/química; Inibidores Enzimáticos/farmacologia; Humanos; Ácido Oleanólico/síntese química; Ácido Oleanólico/química; Ácido Oleanólico/farmacologia; Triterpenos Pentacíclicos/química; Triterpenos Pentacíclicos/farmacologia

Palavras-chave

Lupeol; Oxidosqualene cyclase inhibitor; Synthesis; α-Amyrin; ß-Amyrin

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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Ácido Oleanólico / Transferases Intramoleculares / Inibidores Enzimáticos / Triterpenos Pentacíclicos Limite: Humans Idioma: En Ano de publicação: 2017 Tipo de documento: Article

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