Bioactive polyoxygenated seco-cyclohexenes from Artabotrys hongkongensis

Yan-Ping Liu; Jin-Ying Tang; Yan Hua; Liang Lai; Xiu-Lan Luo; Zhi-Jie Zhang; Wen-Qing Yin; Guang-Ying Chen; Yan-Hui Fu

doi:10.1016/j.bioorg.2017.12.011

Bioactive polyoxygenated seco-cyclohexenes from Artabotrys hongkongensis

Bioorg Chem. 2018 Feb:76:386-391. doi: 10.1016/j.bioorg.2017.12.011. Epub 2017 Dec 7.

Authors

Yan-Ping Liu¹, Jin-Ying Tang², Yan Hua³, Liang Lai¹, Xiu-Lan Luo¹, Zhi-Jie Zhang¹, Wen-Qing Yin³, Guang-Ying Chen², Yan-Hui Fu⁴

Affiliations

¹ Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China.
² Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China; College of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou 350122, PR China.
³ State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources of Ministry of Science and Technology, Guangxi Normal University, Guilin 541004, PR China.
⁴ Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China; State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources of Ministry of Science and Technology, Guangxi Normal University, Guilin 541004, PR China; College of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou 350122, PR China. Electronic address: fuyanhui80@163.com.

PMID: 29245120
DOI: 10.1016/j.bioorg.2017.12.011

Abstract

Six new polyoxygenated seco-cyclohexenes, artahongkongenes A-F (1-6), together with six known analogues (7-12) were isolated from the stems and leaves of Artabotrys hongkongensis. Their structures were elucidated by extensive spectroscopic methods. All new compounds were evaluated for their cytotoxicities against five human cancer cell lines: HL-60, SMMC-7721, A-549, MCF-7 and SW480 in vitro. New seco-cyclohexenes 1-6 showed significant inhibitory effects against various human cancer cell lines with IC₅₀ values ranging from 0.26 to 16.58 μM.

Keywords: Artabotrys hongkongensis; Artahongkongenes A–F; Cytotoxicities; Polyoxygenated seco-cyclohexenes.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Annonaceae / chemistry*
Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification
Antineoplastic Agents, Phytogenic / pharmacology*
Cell Line, Tumor
Cyclohexenes / chemistry
Cyclohexenes / isolation & purification
Cyclohexenes / pharmacology*
Drug Screening Assays, Antitumor
Humans
Molecular Structure
Plant Leaves / chemistry
Plant Stems / chemistry

Substances

Antineoplastic Agents, Phytogenic
Cyclohexenes