Lactones comprise a class of valuable compounds having biological as well as industrial importance. Development of a methodology to synthesize such molecules directly from readily available materials such as aliphatic carboxylic acid is highly desirable. Herein, we have reported synthesis of δ-lactones and ε-lactones selective γ-C(sp)-H activation. The γ-C-H bond containing aliphatic carboxylic acids provide six or seven membered lactones depending on the olefin partner in the presence of a palladium catalyst. A mechanistic investigation suggests that C-H activation is the rate-determining step. Further transformations of the lactones have been carried out to showcase the applicability of the present strategy.
Download full-text PDF |
Source |
---|---|
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8162128 | PMC |
http://dx.doi.org/10.1039/d0sc03144e | DOI Listing |
J Org Chem
January 2025
School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
Three seco-norabietane diterpenoids, salvicsites A-C (-), along with two known compounds, were isolated from the roots and rhizomes of Diels f. Stib. Salvicsite A () represents an unprecedented structural combination, featuring an eight-membered α-methyl-α,β-unsaturated lactone ring and a five-membered α,β-unsaturated lactone ring, based on a 6/6/5/8 ring system.
View Article and Find Full Text PDFOrg Lett
January 2025
Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Research Center, Health Science Center, Ningbo University, Ningbo, Zhejiang 315211, China.
Genome mining of NBU2194 resulted in the identification of a family of 17-membered macrolides, neptunizhulides A-F. Their structures were elucidated by comprehensive spectroscopic data analysis. Stereochemical assignments of the neptunizhulides were determined by -based configuration analysis, ROESY NMR, Mosher's ester derivatization, and bioinformatic predictions.
View Article and Find Full Text PDFFront Cell Infect Microbiol
January 2025
Department of Bacteriology, Capital Institute of Pediatrics, Beijing, China.
Introduction: (), a common pathogen of community-acquired pneumonia in school-age children and adolescents, can cause epidemics worldwide. In late 2023, the incidence of infection among children reached a high level.
Methods: We investigated the antimicrobial susceptibility of 62 isolates obtained from children with pneumonia in Beijing between 2021 and 2023, and analyzed the correlation of antimicrobial susceptibility with molecular characteristics of isolates and clinical manifestations of patients.
Bioorg Chem
February 2025
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, PR China. Electronic address:
Nidustrin A (1), the first cysteine-retained emestrin featuring a unique sulfur-containing 18-membered macrocyclic lactone, along with four biogenetically related compounds (2-5), and one known analogue secoemestrin C (6), were isolated from the large-scale culture of Aspergillus nidulans, an endophytic fungus derived from the Whitmania pigra. Compounds 2 and 3 represent the second examples of noremestrin besides the previously reported noremestrin A, and the single crystal X-ray diffraction analysis of compound 2 provided solid evidence for the intriguing skeleton of noremestrin. Their structures were determined by extensive spectroscopic data, electronic circular dichroism calculations, and single-crystal X-ray diffraction.
View Article and Find Full Text PDFPrep Biochem Biotechnol
January 2025
College of Chemical Engineering, Shijiazhuang University, Shijiazhuang, Hebei Province, China.
Doramectin, a 16-membered macrocyclic lactone that is widely used in the treatment of mammalian parasitic diseases. Doramectin was produced by mutant using cyclohexanecarboxylic acid as a precursor. As a semi-synthetic insecticidal agent produced, the production of doramectin was low, which could not be satisfy the demands of industrial fermentation.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!