Officinalins A and B, a pair of C23 terpenoid epimers with a tetracyclic 6/7/5/5 system from Salvia officinalis

文献情報

出版日 2019-08-21

DOI 10.1039/C9QO00861F

インパクトファクター 5.281

著者

Ling-Nan Li, Xiao-Qin Liu, Dong-Rong Zhu, Chen Chen, Yao-Lan Lin, Wen-Li Wang, Li Zhu, Jian-Guang Luo, Ling-Yi Kong

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要旨

A pair of novel C23 terpenoid epimers, officinalins A (1) and B (2), together with a biogenetically related known diterpenoid (3), was isolated from the leaves of Salvia officinalis. The epimers feature an unprecedented carbon skeleton with a tetracycline-[9.6.0.03,8.012,16]-heptadecane core and a peroxide bridge. Their structures were unequivocally established by extensive spectroscopic analyses, including electronic circular dichroism (ECD) calculations and ROESY correlation analogy with model compounds for the configuration assignment. Possible biosynthetic pathways of 1 and 2 were proposed. Compound 1 exhibited potent NO inhibitory activity with an IC50 value of 2.02 ± 0.87 μM.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Officinalins A and B, a pair of C23 terpenoid epimers with a tetracyclic 6/7/5/5 system from Salvia officinalis

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