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Glaucatotones A-I: Guaiane-type sesquiterpenoids from the roots of Lindera glauca with anti-inflammatory activity.
Pan, Xinyuan; Cai, Jiayi; Liu, Kaohua; Guo, Jiaqi; Li, Siqi; Wang, Ling; Han, Lizhu; Zhou, Kexin; Meng, Xiongyu; Qin, Luping; Li, Huaqiang.
Afiliação
  • Pan X; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China.
  • Cai J; The First Affiliated Hospital of Zhejiang Chinese Medical University (Zhejiang Provincial Hospital of Chinese Medicine), Hangzhou 310003, China.
  • Liu K; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China.
  • Guo J; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China.
  • Li S; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China.
  • Wang L; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China.
  • Han L; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China.
  • Zhou K; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China.
  • Meng X; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China. Electronic address: mengxiongyu@zcmu.edu.cn.
  • Qin L; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China. Electronic address: lpqin@zcmu.edu.cn.
  • Li H; School of Pharmaceutical Sciences, Zhejiang Chinese Medical University, Hangzhou 311403, China. Electronic address: lihq009@zcmu.edu.cn.
Bioorg Chem ; 144: 107135, 2024 Mar.
Article em En | MEDLINE | ID: mdl-38281383
ABSTRACT
Glaucatotones A - I, nine new guaiane-type sesquiterpenoids, along with two reported compounds, namely (1ß,5ß)-1-hydroxyguaia-4(15),11(13)-dieno-12,5-lactone (10) and pseudoguaianelactone C (11), were isolated from the roots of Lindera glauca. The structures and absolute configurations of these compounds were elucidated by extensive spectroscopic analyses, single-crystal X-ray diffraction, and comparison of experimental and calculated electronic circular dichroism (ECD) data. Structurally, glaucatotone A (1) is characterized as a dihomosesquiterpenoid with an unprecedented 5/5/7/6 ring system. A pair of enantiomers, (±)-glaucatotone B (2a/2b), represent the first rearranged norsesquiterpenoid with a (cyclopentylmethyl)cyclohexane skeleton. 3 is defined as a dinorsesquiterpenoid possessing a 5/7/5 ring system. 4-6 are three guaiane-type norsesquiterpenoids. In vitro bioactivity, 2a selectively inhibited Bcap-37 with IC50 value of 5.60 µM, and 9 selectively inhibited Du-145 with IC50 value of 5.52 µM. The anti-inflammatory activity of 1-9 were tested, and of these compounds, 1, 2a, 2b and 7 exhibited potent inhibitory effects.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Sesquiterpenos / Lindera Idioma: En Revista: Bioorg Chem Ano de publicação: 2024 Tipo de documento: Article País de afiliação: China País de publicação: Estados Unidos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Sesquiterpenos / Lindera Idioma: En Revista: Bioorg Chem Ano de publicação: 2024 Tipo de documento: Article País de afiliação: China País de publicação: Estados Unidos