Two seco-norabietane diterpenoids with unprecedented skeletons from the roots of Salvia abrotanoides (Kar.) Sytsma

Zahra Alizadeh; Giuliana Donadio; Mahdi Moridi Farimani; Valentina Parisi; Samad Nejad Ebrahimi; Nunziatina De Tommasi

doi:10.1016/j.phytochem.2021.112926

Two seco-norabietane diterpenoids with unprecedented skeletons from the roots of Salvia abrotanoides (Kar.) Sytsma

Phytochemistry. 2021 Nov:191:112926. doi: 10.1016/j.phytochem.2021.112926. Epub 2021 Aug 21.

Authors

Zahra Alizadeh¹, Giuliana Donadio², Mahdi Moridi Farimani³, Valentina Parisi², Samad Nejad Ebrahimi⁴, Nunziatina De Tommasi²

Affiliations

¹ Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, Tehran, Iran; Dipartimento di Farmacia, Università Degli Studi di Salerno, Via Giovanni Paolo II N. 132, 84084, Fisciano, SA, Italy.
² Dipartimento di Farmacia, Università Degli Studi di Salerno, Via Giovanni Paolo II N. 132, 84084, Fisciano, SA, Italy.
³ Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, Tehran, Iran. Electronic address: [email protected].
⁴ Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, Tehran, Iran.

PMID: 34425461
DOI: 10.1016/j.phytochem.2021.112926

Abstract

Two seco-norabietane diterpenes with unique structures, namely abrotafuran and abrotacid, were isolated from the roots of Salvia abrotanoides (Kar.) Sytsma. The compounds were characterized by 1D and 2D NMR spectroscopic techniques, ECD, and HR-ESIMS experiments. Plausible biosynthetic pathways of abrotafuran and abrotacid were proposed. These compounds did not exhibit antimicrobial activity against Staphylococcus aureus and Pseudomonas aeruginosa. However, the rearranged seco-norabietane abrotafuran showed antiproliferative activity on HeLa (cervical carcinoma) and Jurkat (T-cell leukemia) cell lines.

Keywords: Abrotacid; Abrotafuran; Antiproliferative activity; Biosynthetic pathways; Lamiaceae; Salvia abrotanoides; Seco-norabietane diterpene.

MeSH terms

Abietanes / pharmacology
Diterpenes* / pharmacology
Molecular Structure
Plant Roots
Salvia*
Skeleton

Substances

Abietanes
Diterpenes