3, 4-seco-Isopimarane and 3, 4-seco-pimarane diterpenoids from Callicarpa nudiflora

Hang Huang; Chun-Ping Tang; Chang-Qiang Ke; Ren-Geng Shu; Yang Ye

doi:10.1016/S1875-5364(21)60063-8

3, 4-seco-Isopimarane and 3, 4-seco-pimarane diterpenoids from Callicarpa nudiflora

Chin J Nat Med. 2021 Aug;19(8):632-640. doi: 10.1016/S1875-5364(21)60063-8.

Authors

Hang Huang¹, Chun-Ping Tang², Chang-Qiang Ke², Ren-Geng Shu³, Yang Ye⁴

Affiliations

¹ State Key Laboratory of Drug Research and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; School of Pharmacy, Jiangxi University of Traditional Chinese Medicine, Nanchang 330004, China.
² State Key Laboratory of Drug Research and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
³ School of Pharmacy, Jiangxi University of Traditional Chinese Medicine, Nanchang 330004, China.
⁴ State Key Laboratory of Drug Research and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; School of Life Science and Technology, Shanghai Tech University, Shanghai 201210, China. Electronic address: yye@simm.ac.cn.

PMID: 34419263
DOI: 10.1016/S1875-5364(21)60063-8

Abstract

A phytochemical investigation was carried out on the extract of a medicinal plant Callicarpa nudiflora, resulting in the characterization of five new 3, 4-seco-isopimarane (1-5) and one new 3, 4-seco-pimarane diterpenoid (6), together with four known compounds. The structures of the new compounds were fully elucidated by extensive analysis of MS, 1D and 2D NMR spectroscopic data, and time-dependent density functional theory (TDDFT) calculation of electronic circular dichroism (ECD) spectra, and DFT calculations for NMR chemical shifts and optical rotations.

Keywords: 3, 4-seco-Isopimarane; 3, 4-seco-Pimarane; Callicarpa nudiflora; DFT calculation; TDDFT-ECD.

MeSH terms

Abietanes* / chemistry
Abietanes* / isolation & purification
Callicarpa* / chemistry
Diterpenes* / chemistry
Diterpenes* / isolation & purification
Molecular Structure
Phytochemicals / chemistry
Phytochemicals / isolation & purification
Plant Leaves

Substances

Abietanes
Diterpenes
Phytochemicals