Isorugosiformins A-F, six ent-kaurane diterpenoids from Isodon rugosiformis

Qin-Yu Zhang; Bing-Chao Yan; Kun Hu; Xiao-Nian Li; Han-Dong Sun; Pema-Tenzin Puno

doi:10.1016/j.fitote.2020.104529

Isorugosiformins A-F, six ent-kaurane diterpenoids from Isodon rugosiformis

Fitoterapia. 2020 Apr:142:104529. doi: 10.1016/j.fitote.2020.104529. Epub 2020 Feb 28.

Authors

Qin-Yu Zhang¹, Bing-Chao Yan², Kun Hu², Xiao-Nian Li², Han-Dong Sun³, Pema-Tenzin Puno⁴

Affiliations

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People's Republic of China; University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.
² State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People's Republic of China.
³ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People's Republic of China. Electronic address: hdsun@mail.kib.ac.cn.
⁴ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People's Republic of China. Electronic address: punopematenzin@mail.kib.ac.cn.

PMID: 32114037
DOI: 10.1016/j.fitote.2020.104529

Abstract

Six new ent-kaurane diterpenoids, isorugosiformins A-F (1-6), were isolated from the aerial parts of Isodon rugosiformis Hand.-Mazz. Hara. Their structures were elucidated by spectroscopic data interpretation, single crystal X-ray diffraction, and quantum chemical calculation of NMR parameters. The absolute configuration of 5 as 6R was the first case in the known 6,7:8,15-diseco-7,20-olide-6,8-cyclo-ent-kaurane diterpenoids.

Keywords: Ent-kaurane diterpenoids; Isodon rugosiformis; Quantum chemical calculation.

MeSH terms

Animals
Cell Line, Tumor
Diterpenes, Kaurane / chemistry
Diterpenes, Kaurane / isolation & purification*
Drug Screening Assays, Antitumor
Humans
Isodon / chemistry*
Mice
RAW 264.7 Cells

Substances

Diterpenes, Kaurane