Ursane and 24-Noroleanane-Type Triterpenoids with Anti-HIV Activity from the Twigs and Leaves of Antirhea chinensis

Jiao-Jiao Cui; Ying-Shan Han; Bin Zhou; Jian-Min Yue

doi:10.1002/cbdv.202200716

Ursane and 24-Noroleanane-Type Triterpenoids with Anti-HIV Activity from the Twigs and Leaves of Antirhea chinensis

Chem Biodivers. 2022 Oct;19(10):e202200716. doi: 10.1002/cbdv.202200716. Epub 2022 Sep 16.

Authors

Jiao-Jiao Cui^{1

2}, Ying-Shan Han³, Bin Zhou^{2

4}, Jian-Min Yue^{1

2

4}

Affiliations

¹ State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. China.
² State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai, 201203, P. R. China.
³ McGill University AIDS Center, Lady Davis Institute for Medical Research, Jewish General Hospital, Montreal, Quebec, H3T 1E2, Canada.
⁴ Shandong Laboratory of Yantai Drug Discovery, Bohai Rim Advanced Research Institute for Drug Discovery, Yantai, Shandong, 264117, P. R. China.

PMID: 36008326
DOI: 10.1002/cbdv.202200716

Abstract

Investigations on the twigs and leaves of Antirhea chinensis have led to the discovery of two undescribed pentacyclic triterpenoids (1 and 2) and nine known analogs. Compounds 1 and 2, each assigned as the ursane and 24-noroleanane-type triterpenoids, featuring similar oxidation pattern of 3β,6β,19α-trihydroxy-28-carboxyl. Their structures were elucidated via comprehensive analyses of spectroscopic data. Compound 1 displayed potent anti-HIV activity (EC₅₀ =1.24 μM) and high selectivity index (SI >32.3).

Keywords: 24-noroleanane triterpenoid; Antirhea chinensis; anti-HIV activity; ursane triterpenoid.

MeSH terms

Molecular Structure
Plant Extracts / chemistry
Plant Leaves / chemistry
Rubiaceae*
Triterpenes* / chemistry

Substances

ursane
Triterpenes
Plant Extracts

Abstract

MeSH terms

Substances

Grants and funding