Officinalins A and B, a pair of C23 terpenoid epimers with a tetracyclic 6/7/5/5 system from Salvia officinalis
Literature Information
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
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.
Related Literature
Photoexcited triplet states of twisted acenes investigated by Electron Paramagnetic Resonance
Claudia E. Tait, Anjan Bedi, Ori Gidron, Jan Behrends
DOI: 10.1039/C9CP04135D
Two-dimensional hydrogen hydrates: structure and stability
Hong Zhong, Liwen Li, Rui Ma, Jie Zhong, Youguo Yan, Shuguang Li, Jun Zhang, Jinxiang Liu
DOI: 10.1039/C9CP06296C
MARTINI-based simulation method for step-growth polymerization and its analysis by size exclusion characterization: a case study of cross-linked polyurethane
Hassan Ghermezcheshme, Hesam Makki, Mohsen Mohseni, Morteza Ebrahimi, Gijsbertus de With
DOI: 10.1039/C9CP03407B
A ReaxFF molecular dynamics study of molecular-level interactions during binder jetting 3D-printing
Yawei Gao, Yun Kyung Shin, Daniel Martinez, Guha Manogharan, Adri C. T. van Duin
DOI: 10.1039/C9CP03585K
Combining site-directed spin labeling in vivo and in-cell EPR distance determination
Pia Widder, Julian Schuck, Daniel Summerer, Malte Drescher
DOI: 10.1039/C9CP05584C
Improved SERS activity of non-stoichiometric copper sulfide nanostructures related to charge-transfer resonance
Chaocang Weng, Lei Gao, Guotao Duan
DOI: 10.1039/C9CP05930J
Prediction of many-electron wavefunctions using atomic potentials: extended basis sets and molecular dissociation
DOI: 10.1039/C9CP02450F
Structural properties and influence of solvent on the stability of telomeric four-stranded i-motif DNA
Dhananjay Bhattacharyya
DOI: 10.1039/C9CP03253C
Strain analysis from M-edge resonant inelastic X-ray scattering of nickel oxide films
P. S. Miedema, I. Alonso Calafell, C. Schüßler-Langeheine, M. Beye
DOI: 10.1039/C9CP03593A
You might also like
Is 6-(3-Fluorophenyl)picolinic acid (CAS: 887982-40-3) safe?
6-(3-Fluorophenyl)picolinic acid is generally considered safe for laboratory use...
What industries use (3R)-3-Pyrrolidinol (CAS: 2799-21-5)?
(3R)-3-Pyrrolidinol is used in the pharmaceutical industry as a precursor for dr...
What precautions should be taken when handling (4R,5R)-4,5-Diethoxycarbonyl-2,2-dimethyldioxolane (CAS: 59779-75-8)?
When handling (4R,5R)-4,5-Diethoxycarbonyl-2,2-dimethyldioxolane (CAS: 59779-75-...
How is 1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethanone (CAS: 90734-71-7) typically synthesized?
1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethanone is often synthesized via a mult...
What is the market or research trend for N-Ethyl-3,4-dimethylbenzylamine (CAS: 39180-83-1)?
The market for N-Ethyl-3,4-dimethylbenzylamine (CAS: 39180-83-1) remains steady,...
What is Tert-butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate (CAS: 1019008-21-9)?
Tert-butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate is a chemical compound wit...
What regulatory guidelines apply to 1-Bromo-3-chloro-2,4-dimethoxybenzene (CAS: 1228956-93-1)?
1-Bromo-3-chloro-2,4-dimethoxybenzene (CAS: 1228956-93-1) falls under the classi...
Is 8-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (CAS: 1368622-07-4) safe?
The safety of 8-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (CAS: 1368622-07...
Is Benzyl [(3S)-2,6-dioxo-3-piperidinyl]carbamate (CAS: 22785-43-9) safe?
Benzyl [(3S)-2,6-dioxo-3-piperidinyl]carbamate is generally safe when handled wi...
How should 1-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}pyrrolidine (CAS: 928657-21-0) be stored?
1-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}pyrrolidine s...
Source Journal
Organic Chemistry Frontiers

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










![1-Benzyl-1,7-diazaspiro[4.4]nonane dihydrochloride structure 1-Benzyl-1,7-diazaspiro[4.4]nonane dihydrochloride structure](https://static.chemtradehub.com/structs/115/1159822-71-5-0320.webp)



