A chiral-pool protecting-group-free five-step total synthesis of tetranorsesquiterpenoide (+)-lanceolactone A and all of its four stereoisomers using ()-(+)-, and ()-(-)-linalool (coriandrol) as building blocks is disclosed. The key steps involved in this synthetic route are regioselective ozonolysis, Au(I)-catalyzed cycloisomerization-induced construction of furan from alleneone, and dye-sensitized photo-oxidation (through O; singlet oxygen) of hydroxyalkyl-tethered furan to access oxaspirolactone. After a thorough evaluation of electronic circular dichroism (ECD) and optical rotation data of all possible stereoisomers, the absolute configuration of natural lanceolactone A at the C4 and C7 positions has been assigned as (+)-(4,7), which is an enantiomer to the initially proposed structure (+)-(4,7). Further, these investigations led us to extend Feringa and Gawronski's CD correlation method to [5,5]- and [6,5]-oxaspirolactones.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.joc.2c01450 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Prevalence of Transaminitis and Metabolic Dysfunction-Associated Steatotic Liver Disease Among Young Indian Adults-A Population-Based Study.
J Clin Exp Hepatol
November 2024
Health Services Department, Govt of Kerala, Thiruvananthapuram, India.
Background: Metabolic dysfunction-associated steatotic liver disease (MASLD) with onset in youth may be more consequential for adverse outcomes than that detected later in adulthood. Transaminitis in the general population is a marker of the prevalence of MASLD. There are no previous community-based studies in Indian youth assessing the prevalence of transaminitis.
View Article and Find Full Text PDFFinite Element Analysis (FEA) for Influence of Variation in Dental Implant Dimensions (Length and Diameter) on Peri-implant Bone Stress/Strain Distribution: A Systematic Review.
Pak J Med Sci
January 2025
Sasankoti Mohan Ravi Prakash, DMD, MDS, BDS Dentist and Independent Researcher, Hope Health Inc, 360 N Irby St. Florence, South Carolina, USA 29501.
Background & Objective: Currently, there are many implants in clinical use, making it hard to choose the right one for the patient. The success rate of an implant depends on its diameter, length, and direction of insertion in bone. In implant dentistry, Finite Element Analysis (FEA) simulates intraoral conditions in vitro and analyzes the effects of implant material, diameter, size, and other components related to oral structure on the implant and peri-implant tissues.
View Article and Find Full Text PDFUnlocking the future: Mitochondrial genes and neural networks in predicting ovarian cancer prognosis and immunotherapy response.
World J Clin Oncol
January 2025
Department of Obstetrics and Gynecology, Peking University People's Hospital, Beijing 100044, China.
Background: Mitochondrial genes are involved in tumor metabolism in ovarian cancer (OC) and affect immune cell infiltration and treatment responses.
Aim: To predict prognosis and immunotherapy response in patients diagnosed with OC using mitochondrial genes and neural networks.
Methods: Prognosis, immunotherapy efficacy, and next-generation sequencing data of patients with OC were downloaded from The Cancer Genome Atlas and Gene Expression Omnibus.
Anterior-Posterior Abdominal Diameter and Waist Circumference Have Comparable Predictive Ability for Visceral Fat Area.
Obes Sci Pract
February 2025
Department of Diabetes, Metabolism and Endocrinology Tokyo Medical University Shinjuku-ku Japan.
Objective: Waist circumference measurement is commonly used as a method for predicting the visceral fat area. However, waist circumference is difficult to measure, and there is a large margin of error between measurements. Visceral fat is adipose tissue that accumulates in the abdominal cavity, and when it accumulates in excess, abdominal computed tomography reveals a prominent protrusion of the anterior-posterior diameter of the abdomen in a coronal section at the umbilicus level.
View Article and Find Full Text PDFEfficacy of vagus nerve stimulation in gastrointestinal disorders: a systematic review.
Gastroenterol Rep (Oxf)
January 2025
Department of Gastroenterology-Hepatology, NUTRIM Institute of Nutrition and Translational Research in Metabolism, Maastricht University Medical Center, Maastricht, The Netherlands.
Dysfunction of the vagus nerve has been suggested as a contributing factor in various gastrointestinal disorders, prompting interest in vagus nerve stimulation (VNS) as a non-pharmacological therapy. We performed a systematic review to determine the efficacy of invasive and non-invasive VNS in gastrointestinal disorders, including inflammatory bowel disease (IBD), irritable bowel syndrome (IBS), functional dyspepsia (FD), functional constipation, gastroesophageal reflux disease, and gastroparesis. We applied a systematic search of the literature in the PubMed, Embase, Web of Science, and Cochrane Library databases in order to identify studies comparing VNS with an adequate control condition (sham stimulation) in patients with gastrointestinal disorders.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!