Reviewing the literature published up to October 2024.Sesterterpenoids are one of the most chemically diverse and biologically promising subgroup of terpenoids, the largest family of secondary metabolites. The present review article summarizes more than seven decades of studies on isolation and characterization of more than 1600 structurally novel sesterterpenoids, supplemented by biological, pharmacological, ecological, and geographic distribution data. All the information have been implemented in eight tables available on the web and a relational database https://sesterterpenoids.unige.net/. The interface has two sections, one open to the public for reading only and the other, protected by an authentication mechanism, for timely updating of published results.
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Sesterterpenoids: sources, structural diversity, biological activity, and data management.
Nat Prod Rep
January 2025
Department of Pharmacy, University of Genova, Viale Cembrano 4, 16148 Genova, Italy.
Reviewing the literature published up to October 2024.Sesterterpenoids are one of the most chemically diverse and biologically promising subgroup of terpenoids, the largest family of secondary metabolites. The present review article summarizes more than seven decades of studies on isolation and characterization of more than 1600 structurally novel sesterterpenoids, supplemented by biological, pharmacological, ecological, and geographic distribution data.
View Article and Find Full Text PDFUncovering the Potent Antiviral Activity of the Sesterterpenoids from the Sponge Ircinia Felix Against Human Adenoviruses: from the Natural Source to the Total Synthesis.
Chemistry
November 2024
CICA-Centro Interdisciplinar de Química e Bioloxía, Departamento de Química, Facultade de Ciencias, Universidade da Coruña, A Coruña, 15071, Spain.
Human Adenovirus (HAdV) infections in immunocompromised patients can result in disseminated diseases with high morbidity and mortality rates due to the absence of available treatments for these infections. The sponge Ircinia felix was selected for the significant anti-HAdV activity displayed by its organic extracts. Its chemical analysis yielded three novel sesterterpene lactams, ircinialactams J-L, along with three known sesterterpene furans which structures were established by a deep spectrometric analysis.
View Article and Find Full Text PDFDe novo production of bioactive sesterterpenoid ophiobolins in Saccharomyces cerevisiae cell factories.
Microb Cell Fact
May 2024
Department of Radiation and Medical Oncology, Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, School of Pharmaceutical Sciences, Zhongnan Hospital, Ministry of Education, Wuhan University, Wuhan, 430071, China.
Article Synopsis
- Sesterterpenoids like ophiobolins have potential medicinal value due to their cytotoxic activity, but there's a need for more of them for drug development.
- A metabolic engineering strategy was developed using yeast (Saccharomyces cerevisiae) to enhance the biosynthesis of ophiobolins, achieving a yield of 5.1 g/L of ophiobolin F.
- The research led to the identification of a new cytotoxic intermediate and successful production of ophiobolin U, establishing yeast as a valuable cell factory for producing sesterterpenoids for medicinal use.
Antimicrobial sesterterpenoids with a unique 5/8/6/5 tetracyclic carbon-ring-system and diepoxide polyketides from a deep sea-sediment-sourced fungus SD-347.
Org Biomol Chem
May 2024
CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, People's Republic of China.
Two new sesterterpenoids, sesterchaetins A and B (1 and 2), and two new diepoxide polyketides, chaetoketoics A and B (3 and 4), were characterized from the culture extract of SD-347, a fungal strain derived from deep sea-sediment. Their structures and absolute configurations were unambiguously determined by detailed NMR, mass spectra, and X-ray crystallographic analysis. Compounds 1 and 2 contained a distinctive 5/8/6/5 tetracyclic carbon-ring-system, which represented a rarely occurring natural product framework.
View Article and Find Full Text PDFHeteronemin promotes iron-dependent cell death in pancreatic cancer.
Naunyn Schmiedebergs Arch Pharmacol
March 2024
Department of Biochemistry, Faculty of Pharmacy, Ege University, 35100, Bornova, Izmir, Turkey.
The marine environment has been recognized as a prolific source of potent bioactive compounds with significant anticancer properties. Among these, heteronemin, a sesterterpenoid-type natural product, has shown promise. This study delves into the potential of heteronemin as a ferroptotic agent against pancreatic cancer, using the Panc-1 cell line as a model.
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