Corymbulosins I-W, Cytotoxic Clerodane Diterpenes from the Bark of Laetia corymbulosa

The Journal of Organic Chemistry
Simayijiang AimaitiKyoko Nakagawa-Goto

Abstract

The isolation studies of a crude MeOH/CH2Cl2 (1:1) extract (N005829) of the bark of Laetia corymbulosa yielded 15 new clerodane diterpenes, designated corymbulosins I-W (1-15), as well as four known diterpenes, 16-19. The structures of 1-15 were characterized on the basis of extensive 1D and 2D NMR and HRMS analyses. The absolute configurations of newly isolated compounds 1-15, as well as known 16-19, which were reported previously with only relative configurations, were determined through ECD experiments, X-ray analysis, chemical methods, including Mosher esterification, and comparison of their spectroscopic data. The isolated compounds were evaluated for cytotoxicity against human cancer cell lines. Flow cytometric and immunocytochemical observations of cells treated with cytotoxic clerodanes demonstrated that the chromatin was fragmented and dispersed with formation of apoptotic microtubules.

References

Jul 4, 1990·Journal of the National Cancer Institute·P SkehanM R Boyd
Jan 6, 2001·Phytochemistry·J A BeutlerM R Boyd
Mar 27, 2004·Journal of Natural Products·Ya-Ching ShenAshraf Taha Khalil
Nov 29, 2005·Journal of Natural Products·Ya-Ching ShenGuo-Lin Tzeng
Feb 2, 2006·Cancer Letters·Geneive E HenryNavindra P Seeram
May 26, 2006·Journal of Cell Science·David K MossJon D Lane
Jan 22, 2008·Chemistry & Biodiversity·Ching-Yu ChenYa-Ching Shen
Nov 12, 2010·Journal of Natural Products·Emily L WhitsonTawnya C McKee
Sep 17, 2013·Journal of Natural Products·Bo WangXiao-Ning Wang
Feb 4, 2014·Journal of Natural Products·Carlos CalderónRenato Murillo
Oct 7, 2014·Journal of Natural Products·Jing XuYuanqiang Guo
Feb 20, 2015·Journal of Medicinal Chemistry·Kyoko Nakagawa-GotoMasuo Goto
Oct 31, 2015·Journal of Natural Products·Ha T T NguyenCuong V Pham
Jul 20, 2016·Natural Product Reports·Rongtao LiKuo-Hsiung Lee
Aug 6, 2016·Journal of Natural Medicines·Nhu Ngoc Quynh VoToshiya Muranaka
Oct 26, 2016·Bioorganic & Medicinal Chemistry·Kyoko Nakagawa-GotoMasuo Goto
Mar 16, 2017·Journal of Natural Products·Airi SuzukiKyoko Nakagawa-Goto

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.